feat(maestro): session cards in the sidebar

Turns each sidebar row into a card: name plus actions on line 1, an
adaptive meta line below carrying a colour-coded activity dot, the time
held in that state, any agent-reported detail, and the blocked-work or
exited markers that used to crowd the name row.

Renders the activity dimension the daemon already inferred and adds an
Error state fed by a Claude Code hook, which maestro installs globally
and addresses per session through MAESTRO_SESSION_ID / MAESTRO_URL.
Both clients implement one contract, docs/SIDEBAR.md.

Closes #101, #102, #103, #104, #105, #106, #107, #108, #110, #111, #112,
#113, #114, #115.

CLAUDE.md

@@ -66,6 +66,10 @@ See `docs/INSTALL.md` for end-user install instructions.
 collisions, what blocks a kill, what `--force` retains, and what reclaim
 touches. Read it before changing anything that creates or removes one.
 
+`docs/SIDEBAR.md` is the contract for session cards in the web and TUI
+sidebars — line layout, activity colours, duration format, state precedence.
+Read it before changing sidebar rendering.
+
 `nix run .#dev` (or `just dev`) brings up the whole local stack under
 process-compose: a debug daemon on 127.0.0.1:7071, then Vite on :5173 once the
 daemon answers `/api/info`. The SPA proxies `/api/*` back to the daemon, so only

Cargo.lock

@@ -1065,6 +1065,7 @@ dependencies = [
  "futures-util",
  "libc",
  "maestro-config",
+ "maestro-hooks",
  "maestro-protocol",
  "maestro-testing",
  "nix",
@@ -1102,6 +1103,7 @@ dependencies = [
  "futures-util",
  "libc",
  "maestro-config",
+ "maestro-hooks",
  "maestro-names",
  "maestro-protocol",
  "reqwest",
@@ -1137,6 +1139,15 @@ dependencies = [
  "uuid",
 ]
 
+[[package]]
+name = "maestro-hooks"
+version = "0.1.0"
+dependencies = [
+ "serde_json",
+ "tempfile",
+ "thiserror 1.0.69",
+]
+
 [[package]]
 name = "maestro-installer"
 version = "0.1.0"

Cargo.toml

@@ -18,6 +18,7 @@ dirs = "5"
 futures-util = { version = "0.3", default-features = false, features = ["sink", "std"] }
 libc = "0.2"
 maestro-config = { path = "crates/maestro-config" }
+maestro-hooks = { path = "crates/maestro-hooks" }
 maestro-names = { path = "crates/maestro-names" }
 maestro-protocol = { path = "crates/maestro-protocol" }
 maestro-testing = { path = "crates/maestro-testing" }

crates/maestro-cli/Cargo.toml

@@ -17,6 +17,7 @@ dirs.workspace = true
 futures-util.workspace = true
 libc.workspace = true
 maestro-config.workspace = true
+maestro-hooks.workspace = true
 maestro-protocol = { workspace = true, features = ["client"] }
 nix.workspace = true
 serde_json.workspace = true

crates/maestro-cli/src/cli.rs

@@ -43,6 +43,23 @@ pub enum Command {
     Kill(KillArgs),
     /// List retained worktrees, or reclaim one by ID (#86).
     Worktrees(WorktreesArgs),
+    /// Install or update the agent activity hook (#106).
+    Hooks(HooksArgs),
+}
+
+/// `maestro hooks <install>`
+#[derive(Debug, clap::Args)]
+pub struct HooksArgs {
+    #[command(subcommand)]
+    pub command: HooksCommand,
+}
+
+#[derive(Debug, Subcommand)]
+pub enum HooksCommand {
+    /// Write the Claude Code activity hook into ~/.claude/settings.json.
+    /// Idempotent: an older maestro hook is updated in place, every other
+    /// hook is left untouched.
+    Install,
 }
 
 /// `maestro worktrees <list|reclaim>`
@@ -275,6 +292,23 @@ mod tests {
         assert!(err.to_string().contains("KEY=VALUE"));
     }
 
+    #[test]
+    fn parses_hooks_install() {
+        let cli = Cli::try_parse_from(["maestro", "hooks", "install"]).unwrap();
+        match cli.command {
+            Command::Hooks(h) => {
+                assert!(matches!(h.command, HooksCommand::Install));
+            }
+            _ => panic!("wrong subcommand"),
+        }
+        // No subcommand → help, like `worktrees`.
+        let err = Cli::try_parse_from(["maestro", "hooks"]).unwrap_err();
+        assert!(matches!(
+            err.kind(),
+            clap::error::ErrorKind::DisplayHelpOnMissingArgumentOrSubcommand
+        ));
+    }
+
     #[test]
     fn parses_worktrees_list() {
         let cli = Cli::try_parse_from(["maestro", "worktrees", "list", "--json"]).unwrap();

crates/maestro-cli/src/dispatch.rs

@@ -24,6 +24,10 @@ pub enum CliError {
     #[error("{0}")]
     Attach(#[from] crate::attach::AttachError),
     #[error("{0}")]
+    Hooks(#[from] maestro_hooks::HooksError),
+    #[error("could not determine the home directory ($HOME unset?)")]
+    NoHome,
+    #[error("{0}")]
     Io(#[from] std::io::Error),
 }
 
@@ -40,6 +44,15 @@ pub async fn dispatch(
         None => default_config_path()?,
     };
 
+    // `hooks install` is purely local: it must work with the daemon down, so
+    // it never touches the client.
+    if let Command::Hooks(args) = &command {
+        match args.command {
+            crate::cli::HooksCommand::Install => run_hooks_install()?,
+        }
+        return Ok(());
+    }
+
     let daemon = client(&config_path, daemon_url_override)?;
 
     match command {
@@ -77,6 +90,7 @@ pub async fn dispatch(
                 );
             }
         }
+        Command::Hooks(_) => unreachable!("hooks handled before the daemon client exists"),
         Command::Worktrees(args) => match args.command {
             WorktreesCommand::List(list_args) => {
                 let mut stdout = std::io::stdout().lock();
@@ -101,6 +115,25 @@ pub async fn dispatch(
     Ok(())
 }
 
+/// `maestro hooks install` (#106): write the shipped hook script under the
+/// user's data dir and register it in their Claude Code settings. Idempotent
+/// and foreign-hook-preserving — the guarantees live in [`maestro_hooks`].
+#[allow(clippy::result_large_err)]
+fn run_hooks_install() -> Result<(), CliError> {
+    let home = dirs::home_dir().ok_or(CliError::NoHome)?;
+    let changed = maestro_hooks::install_for_home(&home)?;
+    if changed {
+        println!(
+            "installed claude-code activity hook: {} → {}",
+            maestro_hooks::script_path(&home).display(),
+            maestro_hooks::settings_path(&home).display()
+        );
+    } else {
+        println!("claude-code activity hook already up to date");
+    }
+    Ok(())
+}
+
 /// Default detach byte, matching `maestro attach --detach-key`'s `^q`.
 const CTRL_Q: u8 = 0x11;
 

crates/maestro-cli/src/sessions.rs

@@ -108,6 +108,7 @@ fn print_session_table(out: &mut impl Write, sessions: &[Session], info: &Daemon
             ActivityState::Active => "active",
             ActivityState::Idle => "idle",
             ActivityState::AwaitingInput => "awaiting",
+            ActivityState::Error => "error",
         };
         // Show the live foreground command alongside the spawn command when
         // the daemon has observed one that differs (NAP-340).
@@ -175,7 +176,9 @@ mod tests {
             created_at: Utc.with_ymd_and_hms(2026, 5, 25, 12, 0, 0).unwrap(),
             foreground: None,
             activity: Default::default(),
+            activity_detail: None,
             last_activity_at: chrono::Utc::now(),
+            activity_since: chrono::Utc::now(),
             current_cwd: None,
             blocked_work: None,
         }

crates/maestro-config/src/lib.rs

@@ -64,6 +64,24 @@ pub struct MaestroConfigFile {
     pub tui: TuiSection,
     #[serde(default)]
     pub spawn: SpawnSection,
+    #[serde(default)]
+    pub hooks: HooksSection,
+}
+
+/// `[hooks]` — agent-hook installation settings (#106).
+#[derive(Debug, Clone, Default, PartialEq, Eq, Deserialize)]
+pub struct HooksSection {
+    /// Whether the daemon installs the Claude Code activity hook into
+    /// `~/.claude/settings.json` on first start when no maestro hook is
+    /// there yet. Default `true`; set `auto_install = false` to opt out.
+    #[serde(default)]
+    pub auto_install: Option<bool>,
+}
+
+impl HooksSection {
+    pub fn auto_install(&self) -> bool {
+        self.auto_install.unwrap_or(true)
+    }
 }
 
 #[derive(Debug, Clone, Default, PartialEq, Eq, Deserialize)]
@@ -375,6 +393,26 @@ mod tests {
         assert_eq!(cfg, MaestroConfigFile::default());
     }
 
+    #[test]
+    fn hooks_auto_install_defaults_true_and_is_opt_out() {
+        // Absent file / absent [hooks] ⇒ auto_install on.
+        assert!(HooksSection::default().auto_install());
+        let dir = tempfile::tempdir().unwrap();
+        let path = dir.path().join("config.toml");
+        std::fs::write(&path, "").unwrap();
+        assert!(MaestroConfigFile::load(&path).unwrap().hooks.auto_install());
+
+        std::fs::write(
+            &path,
+            r#"
+[hooks]
+auto_install = false
+"#,
+        )
+        .unwrap();
+        assert!(!MaestroConfigFile::load(&path).unwrap().hooks.auto_install());
+    }
+
     #[test]
     fn spawn_presets_default_to_builtins_plus_custom() {
         // Absent [spawn].presets → built-ins, with the implicit custom tile last.

crates/maestro-daemon/Cargo.toml

@@ -18,6 +18,7 @@ dirs.workspace = true
 futures-util.workspace = true
 libc.workspace = true
 maestro-config.workspace = true
+maestro-hooks.workspace = true
 maestro-names.workspace = true
 maestro-protocol.workspace = true
 serde.workspace = true

crates/maestro-daemon/src/activity.rs

@@ -15,6 +15,44 @@ use maestro_protocol::ActivityState;
 /// Active↔Idle. This window *is* the debounce the issue calls for.
 pub const ACTIVE_WINDOW: Duration = Duration::from_secs(3);
 
+/// How long an agent-reported state (#105) stays in force before inference
+/// resumes. Long enough for a working agent's heartbeat to hold between
+/// reports, short enough that an agent dying mid-run cannot pin its session
+/// at `Error` forever.
+pub const REPORT_TTL: Duration = Duration::from_secs(300);
+
+/// Server-side cap (#105) on a reported `detail`, in characters. The meta
+/// line renders it inline, so an unbounded string would own the whole card.
+pub const MAX_REPORT_DETAIL_CHARS: usize = 256;
+
+/// An agent-reported activity state (#105) still within its TTL. While one
+/// is [`Self::in_force`], it outranks [`decide`]'s inference; when it
+/// lapses, inference resumes and any reported detail is cleared with it.
+#[derive(Debug, Clone)]
+pub struct ReportedActivity {
+    pub state: ActivityState,
+    pub expires_at: std::time::Instant,
+}
+
+impl ReportedActivity {
+    pub fn new(state: ActivityState, ttl: Duration) -> Self {
+        Self {
+            state,
+            expires_at: std::time::Instant::now() + ttl,
+        }
+    }
+
+    pub fn in_force(&self, now: std::time::Instant) -> bool {
+        now < self.expires_at
+    }
+}
+
+/// Cap a reported detail to [`MAX_REPORT_DETAIL_CHARS`] characters,
+/// char-boundary safe.
+pub fn truncate_detail(detail: Option<String>) -> Option<String> {
+    detail.map(|d| d.chars().take(MAX_REPORT_DETAIL_CHARS).collect())
+}
+
 /// Combine the observed signals into an [`ActivityState`]:
 /// recent output ⇒ `Active`; else blocked on a terminal read ⇒ `AwaitingInput`;
 /// else `Idle`.
@@ -59,4 +97,25 @@ mod tests {
             ActivityState::Idle
         );
     }
+
+    #[test]
+    fn report_is_in_force_until_exactly_its_expiry() {
+        let ttl = Duration::from_secs(300);
+        let report = ReportedActivity::new(ActivityState::Error, ttl);
+        assert!(report.in_force(report.expires_at - Duration::from_millis(1)));
+        assert!(!report.in_force(report.expires_at));
+    }
+
+    #[test]
+    fn detail_truncates_to_the_cap_without_panic_on_multibyte_input() {
+        let long = "é".repeat(MAX_REPORT_DETAIL_CHARS + 10);
+        let capped = truncate_detail(Some(long)).unwrap();
+        assert_eq!(capped.chars().count(), MAX_REPORT_DETAIL_CHARS);
+
+        assert_eq!(truncate_detail(None), None);
+        assert_eq!(
+            truncate_detail(Some("short".into())).as_deref(),
+            Some("short")
+        );
+    }
 }

crates/maestro-daemon/src/cli.rs

@@ -47,6 +47,20 @@ async fn run(config_override: Option<PathBuf>) -> Result<(), Box<dyn Error>> {
     let _ = default_state_dir();
     std::fs::create_dir_all(config.sidecar_dir())?;
     std::fs::create_dir_all(config.fifo_dir())?;
+
+    // First-start hook auto-install (#106). Best-effort, before serving: a
+    // session spawned right away should already carry the hook.
+    if config.hooks_auto_install {
+        match crate::hooks::auto_install(&config.home_dir) {
+            crate::hooks::AutoInstallOutcome::Installed => {
+                tracing::info!("installed claude-code activity hook (#106)");
+            }
+            crate::hooks::AutoInstallOutcome::Failed => {
+                tracing::warn!("hooks auto-install failed; run `maestro hooks install` manually");
+            }
+            _ => {}
+        }
+    }
     // No worktree dir to pre-create: without an override the worktrees live
     // under their base repos, created on demand (#56).
 
@@ -73,6 +87,9 @@ async fn run(config_override: Option<PathBuf>) -> Result<(), Box<dyn Error>> {
     // One store instance shared with the API handlers: forced kills (#81)
     // record here, `GET /api/worktrees` (#80) reads back from here.
     .with_retained_store((*retained).clone());
+    // Spawned sessions learn where to report back (#103). Derived from the
+    // configured bind address; set before any spawn can happen.
+    manager.set_daemon_url(format!("http://{}", config.bind_addr));
 
     let recovered = manager.recover().await?;
     tracing::info!(recovered, "adopted existing tmux sessions");

crates/maestro-daemon/src/config.rs

@@ -88,6 +88,10 @@ pub struct DaemonConfig {
     /// Project-discovery depth (#54): `[spawn].project_scan_depth`, default
     /// [`DEFAULT_PROJECT_SCAN_DEPTH`].
     pub project_scan_depth: u32,
+    /// Whether the daemon installs the Claude Code activity hook on first
+    /// start when none is present (#106): `[hooks].auto_install`, default
+    /// `true`.
+    pub hooks_auto_install: bool,
 }
 
 impl DaemonConfig {
@@ -197,6 +201,7 @@ pub fn load_config(path: &Path, env: EnvOverrides) -> Result<DaemonConfig, Confi
         spawn_presets,
         project_roots,
         project_scan_depth,
+        hooks_auto_install: file.hooks.auto_install(),
     })
 }
 
@@ -233,6 +238,27 @@ pub fn system_hostname() -> String {
 mod tests {
     use super::*;
 
+    #[test]
+    fn hooks_auto_install_defaults_true_and_is_opt_out() {
+        let dir = tempfile::tempdir().unwrap();
+        let path = dir.path().join("config.toml");
+
+        std::fs::write(&path, "").unwrap();
+        let cfg = load_config(&path, EnvOverrides::default()).unwrap();
+        assert!(cfg.hooks_auto_install);
+
+        std::fs::write(
+            &path,
+            r#"
+[hooks]
+auto_install = false
+"#,
+        )
+        .unwrap();
+        let cfg = load_config(&path, EnvOverrides::default()).unwrap();
+        assert!(!cfg.hooks_auto_install);
+    }
+
     #[test]
     fn empty_file_defaults_everything() {
         let dir = tempfile::tempdir().unwrap();

crates/maestro-daemon/src/hooks.rs

@@ -0,0 +1,76 @@
+//! First-start hook auto-install (#106).
+//!
+//! The daemon runs [`auto_install`] once at startup: when the user's
+//! `~/.claude/settings.json` carries no maestro hook yet (and
+//! `[hooks].auto_install` hasn't opted out — checked by the caller), the same
+//! installer `maestro hooks install` uses writes it. Best-effort: a failure is
+//! warned about and never blocks startup. The same global hook serves every
+//! Claude Code session on the machine, so nothing here targets repositories
+//! or worktrees.
+
+use std::path::Path;
+
+/// Install the Claude Code activity hook for `home_dir` unless one is already
+/// present or the home dir is unresolvable (`""`). Returns what happened.
+pub fn auto_install(home_dir: &str) -> AutoInstallOutcome {
+    if home_dir.is_empty() {
+        return AutoInstallOutcome::Skipped;
+    }
+    let settings = maestro_hooks::settings_path(Path::new(home_dir));
+    if maestro_hooks::is_installed(&settings) {
+        return AutoInstallOutcome::AlreadyPresent;
+    }
+    match maestro_hooks::install_for_home(Path::new(home_dir)) {
+        Ok(_) => AutoInstallOutcome::Installed,
+        Err(e) => {
+            tracing::warn!(error = %e, "hooks auto-install failed (non-fatal)");
+            AutoInstallOutcome::Failed
+        }
+    }
+}
+
+/// What [`auto_install`] did, so callers can log and tests can assert.
+#[derive(Debug, Clone, Copy, PartialEq, Eq)]
+pub enum AutoInstallOutcome {
+    Installed,
+    AlreadyPresent,
+    Failed,
+    Skipped,
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    /// Everything happens under a temp `$HOME`; the developer's own
+    /// `~/.claude/settings.json` is never read or written.
+    #[test]
+    fn installs_when_settings_carry_no_maestro_hook() {
+        let dir = tempfile::tempdir().unwrap();
+        let outcome = auto_install(dir.path().to_str().unwrap());
+        assert_eq!(outcome, AutoInstallOutcome::Installed);
+        let settings = dir.path().join(".claude/settings.json");
+        assert!(maestro_hooks::is_installed(&settings));
+    }
+
+    #[test]
+    fn second_start_is_a_noop() {
+        let dir = tempfile::tempdir().unwrap();
+        let home = dir.path().to_str().unwrap();
+        auto_install(home);
+        // A foreign edit between starts survives; presence alone skips.
+        let settings = dir.path().join(".claude/settings.json");
+        let before = std::fs::read_to_string(&settings).unwrap();
+        assert_eq!(auto_install(home), AutoInstallOutcome::AlreadyPresent);
+        assert_eq!(
+            before,
+            std::fs::read_to_string(&settings).unwrap(),
+            "already-installed settings must not be rewritten"
+        );
+    }
+
+    #[test]
+    fn unresolvable_home_is_skipped() {
+        assert_eq!(auto_install(""), AutoInstallOutcome::Skipped);
+    }
+}

crates/maestro-daemon/src/lib.rs

@@ -14,6 +14,7 @@ pub mod cli;
 pub mod config;
 pub mod dirlist;
 pub mod gitroot;
+pub mod hooks;
 pub mod local_api;
 pub mod panes;
 pub mod proc;
@@ -27,5 +28,6 @@ pub mod tmux;
 pub mod worktree;
 pub mod worktree_probe;
 
+pub use activity::MAX_REPORT_DETAIL_CHARS;
 pub use config::{default_config_path, default_state_dir, load_config, DaemonConfig, EnvOverrides};
 pub use session::{SessionError, SessionManager};

crates/maestro-daemon/src/local_api.rs

@@ -15,12 +15,12 @@ use std::sync::Arc;
 use axum::extract::{Path, Query, State};
 use axum::http::StatusCode;
 use axum::response::{IntoResponse, Response};
-use axum::routing::{any, delete, get};
+use axum::routing::{any, delete, get, post};
 use axum::{Json, Router};
 use maestro_config::SpawnPreset;
 use maestro_protocol::{
-    routes, ApiError, CatalogEvent, CreateSessionRequest, DaemonInfo, GitRoot, NameBatch, Session,
-    PROTOCOL_VERSION,
+    routes, ApiError, CatalogEvent, CreateSessionRequest, DaemonInfo, GitRoot, NameBatch,
+    ReportActivityRequest, Session, PROTOCOL_VERSION,
 };
 use serde::Deserialize;
 use uuid::Uuid;
@@ -46,6 +46,7 @@ pub struct LocalApiState {
 pub fn router(state: LocalApiState) -> Router {
     Router::new()
         .route(routes::SESSIONS, get(list_sessions).post(create_session))
+        .route(routes::patterns::SESSION_ACTIVITY, post(report_activity))
         .route(routes::patterns::SESSION, delete(kill_session))
         .route(routes::DIRS, get(list_dir))
         .route(routes::RECENT_DIRS, get(recent_dirs))
@@ -318,6 +319,29 @@ async fn reclaim_worktree(State(s): State<LocalApiState>, Path(id): Path<Uuid>)
     }
 }
 
+/// `POST /api/sessions/:id/activity` (#105): an agent reports its own state.
+/// The report holds above the daemon's inference for a TTL, then inference
+/// resumes — an agent that dies mid-run cannot pin its session at `Error`
+/// forever. Unknown session is 404; an unknown state value is rejected by the
+/// JSON decoder (422) rather than coerced. Answers `204 No Content`.
+async fn report_activity(
+    State(s): State<LocalApiState>,
+    Path(id): Path<Uuid>,
+    Json(body): Json<ReportActivityRequest>,
+) -> Response {
+    match s.manager.report_activity(id, body.state, body.detail).await {
+        Ok(()) => StatusCode::NO_CONTENT.into_response(),
+        Err(e) => {
+            let info = e.to_error_info();
+            error_response(
+                session_error_status(&info.code),
+                info.code.as_str(),
+                info.message.as_str(),
+            )
+        }
+    }
+}
+
 fn error_response(status: StatusCode, code: &str, message: &str) -> Response {
     (status, Json(ApiError::new(code, message))).into_response()
 }

crates/maestro-daemon/src/session.rs

@@ -57,6 +57,16 @@ pub struct SessionRecord {
     /// fall back to a probe.
     pub worktree_branch: Option<String>,
     pub bridge: PtyBridge,
+    /// Agent-reported activity (#105) still within its TTL. While in force it
+    /// outranks the activity pass's own inference; when it lapses, inference
+    /// resumes and [`Session::activity_detail`] is cleared with it. This
+    /// field is daemon-local bookkeeping only — it never rides the wire.
+    pub reported_activity: Option<crate::activity::ReportedActivity>,
+    /// Flipped once the natural-exit settle step (#82) has been applied or
+    /// refused for this session. `Dead` is observable before settling ends
+    /// (#115), so this is the observable that says its outcomes are safe to
+    /// assert on. Daemon-local bookkeeping; never rides the wire.
+    pub settled: bool,
 }
 
 #[derive(Debug, thiserror::Error)]
@@ -131,6 +141,14 @@ struct Inner {
     /// Retained-worktree store (#78). `None` when not wired (tests); a forced
     /// kill (#81) without one fails rather than destroying unrecorded work.
     retained: Option<crate::retained_store::RetainedStore>,
+    /// The daemon's own HTTP base URL (#103), exported to spawned sessions as
+    /// `MAESTRO_URL`. `None` when unknown — those sessions simply don't get
+    /// the variable. A mutex because the runner sets it after construction,
+    /// possibly while clones are already serving.
+    daemon_url: std::sync::Mutex<Option<String>>,
+    /// TTL an agent-reported activity state (#105) stays in force. A const in
+    /// production; overridable for tests that watch the lapse happen.
+    report_ttl: Duration,
     sessions: Mutex<HashMap<Uuid, SessionRecord>>,
     events: broadcast::Sender<CatalogEvent>,
 }
@@ -170,6 +188,8 @@ impl SessionManager {
                 replay_bytes,
                 spawn_history: None,
                 retained: None,
+                daemon_url: std::sync::Mutex::new(None),
+                report_ttl: crate::activity::REPORT_TTL,
                 sessions: Mutex::new(HashMap::new()),
                 events,
             }),
@@ -202,6 +222,23 @@ impl SessionManager {
         self
     }
 
+    /// Override the agent-report TTL (#105). Tests pass a short one to watch
+    /// inference resume without waiting out [`crate::activity::REPORT_TTL`].
+    pub fn with_activity_report_ttl(mut self, ttl: Duration) -> Self {
+        let inner = Arc::get_mut(&mut self.inner)
+            .expect("with_activity_report_ttl must be called before the SessionManager is cloned");
+        inner.report_ttl = ttl;
+        self
+    }
+
+    /// Set the daemon's own HTTP base URL (#103), exported to every session
+    /// spawned afterwards as `MAESTRO_URL`. Unlike the `with_*` builders this
+    /// is a plain setter: the daemon runner learns its bound address after
+    /// construction, and clones may already exist by then.
+    pub fn set_daemon_url(&self, url: String) {
+        *self.inner.daemon_url.lock().expect("daemon_url mutex") = Some(url);
+    }
+
     /// Recent working dirs for the spawn form's picker (#24), newest-first and
     /// deduped by dir. Empty when no history is wired or it's disabled.
     pub fn recent_dirs(&self) -> Vec<RecentDir> {
@@ -262,6 +299,17 @@ impl SessionManager {
         sessions.get(&id).map(|r| r.session.status)
     }
 
+    /// Whether the natural-exit settle step (#82) has finished for this
+    /// session: `Some(true)` once applied or refused, `Some(false)` while
+    /// still pending, `None` if the session is unknown. `Dead` is observable
+    /// before settling ends (#115), so anything asserting on a dead
+    /// session's worktree waits on this rather than inferring settle
+    /// completion from its side effects.
+    pub async fn is_settled(&self, id: Uuid) -> Option<bool> {
+        let sessions = self.inner.sessions.lock().await;
+        sessions.get(&id).map(|r| r.settled)
+    }
+
     /// Spawn a new session. On success returns the freshly-created `Session`.
     pub async fn create(&self, req: CreateSessionRequest) -> Result<Session, SessionError> {
         let (effective_cwd, worktree_path, worktree_base_repo) = match &req.worktree {
@@ -304,7 +352,7 @@ impl SessionManager {
                     return Err(e.into());
                 }
             };
-        let session_env = match sanitize_env(&req.env) {
+        let mut session_env = match sanitize_env(&req.env) {
             Ok(env) => env,
             Err(e) => {
                 let _ = std::fs::remove_file(&fifo_path);
@@ -312,6 +360,19 @@ impl SessionManager {
                 return Err(e);
             }
         };
+        // Identity + reporting target for the in-session hook (#106). Ours
+        // win over whatever the request carried, so a client cannot spoof
+        // another session's identity (#103).
+        session_env.insert("MAESTRO_SESSION_ID".into(), id.to_string());
+        if let Some(url) = self
+            .inner
+            .daemon_url
+            .lock()
+            .expect("daemon_url mutex")
+            .clone()
+        {
+            session_env.insert("MAESTRO_URL".into(), url);
+        }
         let spawned = {
             let tmux = self.inner.tmux.clone();
             let cwd = effective_cwd.clone();
@@ -352,7 +413,9 @@ impl SessionManager {
             // activity watcher refines `foreground`/`activity` on its next tick.
             foreground: None,
             activity: ActivityState::Active,
+            activity_detail: None,
             last_activity_at: Utc::now(),
+            activity_since: chrono::Utc::now(),
 
             current_cwd: None,
             // The watcher fills this in on its first blocked-work pass; a
@@ -381,6 +444,8 @@ impl SessionManager {
                     worktree_base_repo,
                     worktree_branch: req.worktree.as_ref().map(|w| w.branch.clone()),
                     bridge,
+                    reported_activity: None,
+                    settled: false,
                 },
             );
         }
@@ -569,9 +634,14 @@ impl SessionManager {
                     status: SessionStatus::Running,
                     created_at: Utc::now(),
                     // Activity is unknown on adoption; the watcher fills it in.
+                    // #104: the restart also resets the activity clock to now —
+                    // accepted, since the daemon cannot know how long a
+                    // recovered session had already been sitting idle.
                     foreground: None,
                     activity: ActivityState::Idle,
+                    activity_detail: None,
                     last_activity_at: Utc::now(),
+                    activity_since: chrono::Utc::now(),
 
                     current_cwd: None,
                     blocked_work: None,
@@ -603,6 +673,8 @@ impl SessionManager {
                     // recovered session probes git for it at retain time.
                     worktree_branch: None,
                     bridge,
+                    reported_activity: None,
+                    settled: false,
                 },
             );
             let _ = self
@@ -643,6 +715,47 @@ impl SessionManager {
             .await
             .map_err(SessionError::Tmux)
     }
+
+    /// Accept an agent-reported activity state (#105), the only path that can
+    /// produce `ActivityState::Error`. The report outranks the activity pass's
+    /// own inference until its TTL lapses — so an agent that dies mid-run
+    /// cannot pin its session at `Error` forever. An unknown session is
+    /// [`SessionError::NotFound`]; the reported `detail` is capped
+    /// server-side.
+    ///
+    /// A report that changes the effective state restarts `activity_since`
+    /// (#104's clock); re-reporting an unchanged state only extends the TTL
+    /// and stays silent on the event stream at steady state.
+    pub async fn report_activity(
+        &self,
+        id: Uuid,
+        state: ActivityState,
+        detail: Option<String>,
+    ) -> Result<(), SessionError> {
+        let updated = {
+            let mut sessions = self.inner.sessions.lock().await;
+            let rec = sessions.get_mut(&id).ok_or(SessionError::NotFound(id))?;
+            let detail = crate::activity::truncate_detail(detail);
+            let changed = rec.session.activity != state || rec.session.activity_detail != detail;
+            if rec.session.activity != state {
+                rec.session.activity_since = Utc::now();
+            }
+            rec.session.activity = state;
+            rec.session.activity_detail = detail;
+            rec.reported_activity = Some(crate::activity::ReportedActivity::new(
+                state,
+                self.inner.report_ttl,
+            ));
+            changed.then(|| rec.session.clone())
+        };
+        if let Some(session) = updated {
+            let _ = self
+                .inner
+                .events
+                .send(CatalogEvent::SessionUpdated { session });
+        }
+        Ok(())
+    }
 }
 
 /// Run a blocking `tmux` subprocess call on the blocking thread pool so it
@@ -813,8 +926,22 @@ async fn run_activity_pass(inner: &Arc<Inner>) {
             let Some(rec) = sessions.get_mut(&id) else {
                 continue;
             };
+            // #105: an agent report lapses at its TTL — drop it and its
+            // detail so this tick's inference takes over again.
+            if let Some(report) = &rec.reported_activity {
+                if !report.in_force(std::time::Instant::now()) {
+                    rec.reported_activity = None;
+                    rec.session.activity_detail = None;
+                }
+            }
             let idle = rec.bridge.idle_for();
-            let activity = crate::activity::decide(idle, awaiting);
+            // #105: while a report is in force it supplies the state and
+            // nothing here may overwrite it; only an unreported session is
+            // decided by inference.
+            let activity = match &rec.reported_activity {
+                Some(report) => report.state,
+                None => crate::activity::decide(idle, awaiting),
+            };
             let foreground = Some(pane.command.clone());
             // The pane's live cwd, drives the dir-based session tree; empty means
             // tmux reported none.
@@ -828,6 +955,12 @@ async fn run_activity_pass(inner: &Arc<Inner>) {
             {
                 None
             } else {
+                // #104: stamp only when the state itself changed — never on
+                // foreground/cwd-only diffs, and never every tick, or the
+                // sidebar's duration would reset continuously and read zero.
+                if rec.session.activity != activity {
+                    rec.session.activity_since = Utc::now();
+                }
                 rec.session.activity = activity;
                 rec.session.foreground = foreground;
                 rec.session.current_cwd = current_cwd;
@@ -954,6 +1087,14 @@ async fn mark_session_dead(inner: &Arc<Inner>, id: Uuid) {
             }
         }
     }
+    // Settle has now been applied or refused either way (#115): from here on
+    // its outcomes are safe to observe.
+    {
+        let mut sessions = inner.sessions.lock().await;
+        if let Some(record) = sessions.get_mut(&id) {
+            record.settled = true;
+        }
+    }
 
     let _ = inner.sidecar.write(&session);
     let _ = inner.events.send(CatalogEvent::SessionUpdated { session });

crates/maestro-daemon/src/tmux.rs

@@ -264,6 +264,25 @@ impl Tmux {
         check(out)
     }
 
+    /// `tmux show-environment -t maestro-<id>`, parsed into KEY=VALUE pairs.
+    /// Test-facing view of what a spawned session actually inherits.
+    pub fn show_environment(&self, id: Uuid) -> Result<BTreeMap<String, String>, TmuxError> {
+        let name = session_name(id);
+        let out = self
+            .cmd()
+            .args(["show-environment", "-t", &name])
+            .output()?;
+        check(out.clone())?;
+        let stdout = String::from_utf8_lossy(&out.stdout);
+        let mut env = BTreeMap::new();
+        for line in stdout.lines() {
+            if let Some((k, v)) = line.split_once('=') {
+                env.insert(k.to_string(), v.to_string());
+            }
+        }
+        Ok(env)
+    }
+
     /// `tmux kill-server`. Best-effort cleanup used mostly by tests.
     pub fn kill_server(&self) -> Result<(), TmuxError> {
         let out = self.cmd().arg("kill-server").output()?;

crates/maestro-daemon/tests/activity.rs

@@ -189,8 +189,23 @@ fn a_foreground_pipeline_whose_leader_exited_is_still_awaiting_input() {
         "never observed a foreground group whose leader had exited"
     );
 
-    assert!(
-        awaiting_input(pane.pane_pid, &pane.tty, &ProcGroups::snapshot()),
-        "a surviving pipeline member still holds the tty"
-    );
+    // The leader can be gone while the surviving stage is still setting up:
+    // `true` exits as soon as both stages are forked, before the reader has
+    // opened the tty and parked. Poll for the answer, but only accept it
+    // while the state this test exists for still holds — otherwise a shell
+    // that regained the terminal would satisfy it vacuously.
+    let deadline = std::time::Instant::now() + Duration::from_secs(5);
+    let mut holds = false;
+    while std::time::Instant::now() < deadline {
+        let groups = ProcGroups::snapshot();
+        let still_leaderless = pgrp_and_tpgid(pane.pane_pid).is_some_and(|(pgrp, tpgid)| {
+            tpgid > 0 && tpgid != pgrp && pgrp_and_tpgid(tpgid).is_none()
+        });
+        if still_leaderless && awaiting_input(pane.pane_pid, &pane.tty, &groups) {
+            holds = true;
+            break;
+        }
+        std::thread::sleep(Duration::from_millis(20));
+    }
+    assert!(holds, "a surviving pipeline member still holds the tty");
 }

crates/maestro-daemon/tests/activity_report.rs

@@ -0,0 +1,164 @@
+//! Agent-reported activity (#105): `POST /api/sessions/:id/activity`
+//! semantics at the SessionManager level — precedence over the daemon's own
+//! inference, detail handling, and lapse back to inference at the TTL.
+
+mod common;
+
+use std::sync::Arc;
+use std::time::Duration;
+
+use common::TmuxFixture;
+use maestro_daemon::sidecar::SidecarStore;
+use maestro_daemon::worktree::WorktreeManager;
+use maestro_daemon::SessionManager;
+use maestro_protocol::{ActivityState, CreateSessionRequest};
+use tempfile::TempDir;
+use tokio::time::sleep;
+use uuid::Uuid;
+
+struct Fixture {
+    manager: SessionManager,
+    _tmux: TmuxFixture,
+    _state_dir: TempDir,
+}
+
+async fn fixture(ttl: Duration) -> Fixture {
+    let tmux = TmuxFixture::new();
+    let state_dir = TempDir::new().unwrap();
+    let manager = SessionManager::new(
+        Arc::new(tmux.tmux.clone()),
+        SidecarStore::new(state_dir.path().join("sessions")),
+        WorktreeManager::new(None),
+        state_dir.path().join("fifos"),
+    )
+    .with_activity_report_ttl(ttl);
+    Fixture {
+        manager,
+        _tmux: tmux,
+        _state_dir: state_dir,
+    }
+}
+
+async fn spawn_sleeping(manager: &SessionManager) -> Uuid {
+    manager
+        .create(CreateSessionRequest {
+            cwd: "/tmp".into(),
+            command: "sleep 60".into(),
+            env: Default::default(),
+            metadata: Default::default(),
+            worktree: None,
+        })
+        .await
+        .unwrap()
+        .id
+}
+
+async fn observed(manager: &SessionManager, id: Uuid) -> maestro_protocol::Session {
+    manager
+        .snapshot()
+        .await
+        .into_iter()
+        .find(|s| s.id == id)
+        .expect("session still tracked")
+}
+
+#[tokio::test]
+async fn report_on_unknown_session_is_not_found() {
+    let fx = fixture(Duration::from_secs(300)).await;
+    let err = fx
+        .manager
+        .report_activity(Uuid::new_v4(), ActivityState::Idle, None)
+        .await
+        .unwrap_err();
+    assert!(matches!(err, maestro_daemon::SessionError::NotFound(_)));
+}
+
+#[tokio::test]
+async fn report_sets_error_state_and_detail() {
+    let fx = fixture(Duration::from_secs(300)).await;
+    let id = spawn_sleeping(&fx.manager).await;
+
+    fx.manager
+        .report_activity(
+            id,
+            ActivityState::Error,
+            Some("cargo build failed: link error".into()),
+        )
+        .await
+        .unwrap();
+
+    let s = observed(&fx.manager, id).await;
+    assert_eq!(s.activity, ActivityState::Error);
+    assert_eq!(
+        s.activity_detail.as_deref(),
+        Some("cargo build failed: link error")
+    );
+}
+
+#[tokio::test]
+async fn replacing_a_report_replaces_both_state_and_detail() {
+    let fx = fixture(Duration::from_secs(300)).await;
+    let id = spawn_sleeping(&fx.manager).await;
+
+    fx.manager
+        .report_activity(id, ActivityState::Error, Some("first failure".into()))
+        .await
+        .unwrap();
+    fx.manager
+        .report_activity(
+            id,
+            ActivityState::AwaitingInput,
+            Some("needs approval".into()),
+        )
+        .await
+        .unwrap();
+
+    let s = observed(&fx.manager, id).await;
+    assert_eq!(s.activity, ActivityState::AwaitingInput);
+    assert_eq!(s.activity_detail.as_deref(), Some("needs approval"));
+}
+
+#[tokio::test]
+async fn detail_is_capped_server_side() {
+    let fx = fixture(Duration::from_secs(300)).await;
+    let id = spawn_sleeping(&fx.manager).await;
+
+    let long = "x".repeat(10_000);
+    fx.manager
+        .report_activity(id, ActivityState::Error, Some(long))
+        .await
+        .unwrap();
+
+    let s = observed(&fx.manager, id).await;
+    let detail = s.activity_detail.expect("detail present");
+    assert_eq!(
+        detail.chars().count(),
+        maestro_daemon::MAX_REPORT_DETAIL_CHARS
+    );
+}
+
+#[tokio::test]
+async fn reported_state_survives_watcher_ticks_until_the_ttl_then_inference_resumes() {
+    let fx = fixture(Duration::from_millis(150)).await;
+    let id = spawn_sleeping(&fx.manager).await;
+    fx.manager.start_liveness_watcher(Duration::from_millis(50));
+
+    fx.manager
+        .report_activity(id, ActivityState::Error, Some("agent died mid-run".into()))
+        .await
+        .unwrap();
+
+    // Several watcher ticks inside the TTL: nothing infers `Error`, so the
+    // report must hold above inference.
+    sleep(Duration::from_millis(80)).await;
+    let s = observed(&fx.manager, id).await;
+    assert_eq!(s.activity, ActivityState::Error);
+    assert_eq!(s.activity_detail.as_deref(), Some("agent died mid-run"));
+
+    // After the TTL lapses, inference resumes and the detail goes with it.
+    common::wait_for_async(Duration::from_secs(5), || async {
+        let s = observed(&fx.manager, id).await;
+        s.activity != ActivityState::Error && s.activity_detail.is_none()
+    })
+    .await;
+}

crates/maestro-daemon/tests/local_api.rs

@@ -346,6 +346,109 @@ async fn delete_owned_session_kills_it() {
     assert!(!h.manager.has(session.id).await);
 }
 
+/// Spawn a session through the manager and return its id.
+async fn spawn_via_manager(h: &Harness) -> Uuid {
+    h.manager
+        .create(CreateSessionRequest {
+            cwd: "/tmp".into(),
+            command: "sleep 60".into(),
+            env: HashMap::new(),
+            metadata: HashMap::new(),
+            worktree: None,
+        })
+        .await
+        .unwrap()
+        .id
+}
+
+/// The agent activity endpoint on the wire (#105): a report lands in the
+/// session snapshot with its detail.
+#[tokio::test]
+async fn post_activity_reports_error_with_detail() {
+    let h = spawn("naps-laptop").await;
+    let id = spawn_via_manager(&h).await;
+
+    let resp = reqwest::Client::new()
+        .post(url(h.addr, &format!("/api/sessions/{id}/activity")))
+        .json(&serde_json::json!({
+            "state": "Error",
+            "detail": "cargo build failed"
+        }))
+        .send()
+        .await
+        .unwrap();
+    assert_eq!(resp.status(), reqwest::StatusCode::NO_CONTENT);
+
+    let sessions: Vec<Session> = reqwest::get(url(h.addr, "/api/sessions"))
+        .await
+        .unwrap()
+        .json()
+        .await
+        .unwrap();
+    let s = sessions.iter().find(|s| s.id == id).unwrap();
+    assert_eq!(s.activity, maestro_protocol::ActivityState::Error);
+    assert_eq!(s.activity_detail.as_deref(), Some("cargo build failed"));
+}
+
+#[tokio::test]
+async fn post_activity_to_unknown_session_returns_404() {
+    let h = spawn("naps-laptop").await;
+    let resp = reqwest::Client::new()
+        .post(url(
+            h.addr,
+            &format!("/api/sessions/{}/activity", Uuid::new_v4()),
+        ))
+        .json(&serde_json::json!({ "state": "Idle" }))
+        .send()
+        .await
+        .unwrap();
+    assert_eq!(resp.status(), reqwest::StatusCode::NOT_FOUND);
+}
+
+/// Unknown state values are rejected rather than coerced (#105).
+#[tokio::test]
+async fn post_activity_rejects_an_unknown_state_value() {
+    let h = spawn("naps-laptop").await;
+    let id = spawn_via_manager(&h).await;
+
+    let resp = reqwest::Client::new()
+        .post(url(h.addr, &format!("/api/sessions/{id}/activity")))
+        .json(&serde_json::json!({ "state": "Teleported" }))
+        .send()
+        .await
+        .unwrap();
+    assert!(resp.status().is_client_error(), "got {}", resp.status());
+}
+
+#[tokio::test]
+async fn post_activity_caps_an_overlong_detail_server_side() {
+    let h = spawn("naps-laptop").await;
+    let id = spawn_via_manager(&h).await;
+
+    let resp = reqwest::Client::new()
+        .post(url(h.addr, &format!("/api/sessions/{id}/activity")))
+        .json(&serde_json::json!({
+            "state": "Error",
+            "detail": "x".repeat(10_000)
+        }))
+        .send()
+        .await
+        .unwrap();
+    assert_eq!(resp.status(), reqwest::StatusCode::NO_CONTENT);
+
+    let sessions: Vec<Session> = reqwest::get(url(h.addr, "/api/sessions"))
+        .await
+        .unwrap()
+        .json()
+        .await
+        .unwrap();
+    let s = sessions.iter().find(|s| s.id == id).unwrap();
+    assert_eq!(
+        s.activity_detail.as_ref().map(|d| d.chars().count()),
+        Some(maestro_daemon::MAX_REPORT_DETAIL_CHARS)
+    );
+}
+
 /// The kill guard on the wire (#79): `DELETE /api/sessions/:id` answers 409
 /// with the structured breakdown, and the session keeps running.
 #[tokio::test]

crates/maestro-daemon/tests/session_decisions.rs

@@ -30,6 +30,24 @@ impl Fx {
         Self::with_sidecar_dir(|tmp| tmp.join("sidecars"))
     }
 
+    /// Variant whose manager knows the daemon's own base URL (#103), the way
+    /// the production runner wires it from `[daemon].bind_addr`.
+    fn with_daemon_url(url: &str) -> Self {
+        let fx = Self::new();
+        fx.manager.set_daemon_url(url.to_string());
+        fx
+    }
+
+    /// The env map of the (single, expected) spawn call.
+    fn spawned_env(&self) -> BTreeMap<String, String> {
+        let calls = self.fake.calls();
+        let Some(Call::NewSessionPiped { env, .. }) = calls.first() else {
+            panic!("expected a spawn call, got {calls:?}");
+        };
+        assert_eq!(calls.len(), 1, "expected exactly one spawn: {calls:?}");
+        env.clone()
+    }
+
     fn with_sidecar_dir(pick: impl Fn(&std::path::Path) -> PathBuf) -> Self {
         let tmp = TempDir::new().expect("tempdir");
         let fake = Arc::new(FakePanes::new());
@@ -261,16 +279,23 @@ async fn requested_env_reaches_tmux() {
 
     fx.manager.create(req).await.expect("create");
 
+    let spawned = match fx.fake.calls().first() {
+        Some(Call::NewSessionPiped { env, .. }) => env.clone(),
+        other => panic!("expected a spawn call, got {other:?}"),
+    };
+    let id = spawned
+        .get("MAESTRO_SESSION_ID")
+        .expect("spawn must export MAESTRO_SESSION_ID (#103)")
+        .clone();
+    // The daemon-owned variable rides alongside whatever was requested.
     let want: BTreeMap<String, String> = [
         ("EMPTY".to_string(), String::new()),
         ("FOO".to_string(), "bar".to_string()),
+        ("MAESTRO_SESSION_ID".to_string(), id),
     ]
     .into_iter()
     .collect();
-    match fx.fake.calls().first() {
-        Some(Call::NewSessionPiped { env, .. }) => assert_eq!(env, &want),
-        other => panic!("expected a spawn call, got {other:?}"),
-    }
+    assert_eq!(&spawned, &want);
 }
 
 #[tokio::test]
@@ -338,6 +363,9 @@ async fn activity_pass_emits_updated_only_when_something_changed() {
     // Still inside `activity::ACTIVE_WINDOW` (3s) since the spawn, so the
     // change here is `foreground`, not the activity state.
     assert_eq!(updated.activity, ActivityState::Active);
+    // A foreground/cwd-only change is not a state transition (#104): the
+    // sidebar's duration must keep counting from the original stamp.
+    assert_eq!(updated.activity_since, session.activity_since);
 
     // Drain anything already queued, then confirm a steady pane stays quiet.
     // Stays well inside the 3s window, so no Active -> Idle transition either.
@@ -349,6 +377,70 @@ async fn activity_pass_emits_updated_only_when_something_changed() {
     );
 }
 
+/// The sidebar's duration (#104) is time in the *current* state, so
+/// `activity_since` is stamped exactly when the decided state differs from
+/// the stored one — once per transition. Stamping it every tick would make
+/// the duration permanently read zero.
+#[tokio::test]
+async fn activity_transition_stamps_activity_since_once_per_transition() {
+    let fx = Fx::new();
+    let session = fx
+        .manager
+        .create(fx.request("sleep 300"))
+        .await
+        .expect("create");
+    fx.fake.set_pane_info(
+        session.id,
+        PaneInfo {
+            // Nothing reads from this pid: `awaiting_input` is deterministically
+            // false, so past `ACTIVE_WINDOW` the session decides as Idle.
+            pane_pid: i32::MAX,
+            command: "sleep".into(),
+            tty: "/dev/null".into(),
+            current_path: String::new(),
+        },
+    );
+    let mut events = fx.manager.events();
+    fx.manager.start_liveness_watcher(Duration::from_millis(25));
+
+    let idle = wait_for_activity(&fx.manager, session.id, ActivityState::Idle).await;
+    assert!(
+        idle.activity_since >= session.activity_since + chrono::Duration::seconds(2),
+        "the Active -> Idle transition must stamp a fresh activity_since \
+         (spawn stamp {:?}, transition stamp {:?})",
+        session.activity_since,
+        idle.activity_since
+    );
+
+    // Steady Idle across many more ticks must not re-stamp — no further
+    // SessionUpdated at all, or the sidebar clock would keep resetting.
+    while events.try_recv().is_ok() {}
+    tokio::time::sleep(Duration::from_millis(300)).await;
+    assert!(
+        matches!(events.try_recv(), Err(TryRecvError::Empty)),
+        "a steady state must not re-emit (and re-stamp) on every tick"
+    );
+}
+
+async fn wait_for_activity(
+    manager: &SessionManager,
+    id: uuid::Uuid,
+    want: ActivityState,
+) -> maestro_protocol::Session {
+    let deadline = tokio::time::Instant::now() + Duration::from_secs(6);
+    loop {
+        if tokio::time::Instant::now() >= deadline {
+            panic!("timed out waiting for {id} to become {want:?}");
+        }
+        if let Some(s) = manager.snapshot().await.into_iter().find(|s| s.id == id) {
+            if s.activity == want {
+                return s;
+            }
+        }
+        tokio::time::sleep(Duration::from_millis(20)).await;
+    }
+}
+
 async fn wait_for_updated(
     events: &mut tokio::sync::broadcast::Receiver<CatalogEvent>,
 ) -> maestro_protocol::Session {
@@ -396,3 +488,70 @@ fn attaching_spawn_history_after_cloning_panics() {
         7,
     ));
 }
+
+/// Every tmux-spawned session learns who it is (#103): its own UUID under
+/// `MAESTRO_SESSION_ID`, so the reporting hook in #106 can name the session
+/// it is running inside.
+#[tokio::test]
+async fn spawn_exports_maestro_session_id() {
+    let fx = Fx::new();
+    let s = fx.manager.create(fx.request("bash")).await.expect("create");
+
+    let env = fx.spawned_env();
+    assert_eq!(
+        env.get("MAESTRO_SESSION_ID").map(String::as_str),
+        Some(&s.id.to_string()[..]),
+        "MAESTRO_SESSION_ID must be the session's UUID, got {env:?}"
+    );
+}
+
+/// The hook also needs to know where to report to: `MAESTRO_URL` carries the
+/// daemon's base URL derived from `[daemon].bind_addr` (#103).
+#[tokio::test]
+async fn spawn_exports_maestro_url_when_the_daemon_is_wired() {
+    let fx = Fx::with_daemon_url("http://127.0.0.1:7070");
+    fx.manager.create(fx.request("bash")).await.expect("create");
+
+    let env = fx.spawned_env();
+    assert_eq!(
+        env.get("MAESTRO_URL").map(String::as_str),
+        Some("http://127.0.0.1:7070"),
+        "MAESTRO_URL must be the daemon's base URL, got {env:?}"
+    );
+}
+
+/// Without a wired URL (tests, or a caller that never set one) only the
+/// session id is injected — an empty or bogus `MAESTRO_URL` would send the
+/// #106 hook's reports nowhere useful.
+#[tokio::test]
+async fn spawn_omits_maestro_url_when_not_wired() {
+    let fx = Fx::new();
+    fx.manager.create(fx.request("bash")).await.expect("create");
+
+    let env = fx.spawned_env();
+    assert!(
+        !env.contains_key("MAESTRO_URL"),
+        "MAESTRO_URL must be absent when no daemon URL is known, got {env:?}"
+    );
+}
+
+/// The daemon-owned variables win over anything the spawner sent: a client
+/// cannot spoof another session's identity.
+#[tokio::test]
+async fn spawn_overrides_client_supplied_maestro_variables() {
+    let fx = Fx::with_daemon_url("http://127.0.0.1:7070");
+    let mut req = fx.request("bash");
+    req.env.insert(
+        "MAESTRO_SESSION_ID".into(),
+        "00000000-0000-0000-0000-000000000000".into(),
+    );
+    req.env.insert("MAESTRO_URL".into(), "http://evil:1".into());
+    let s = fx.manager.create(req).await.expect("create");
+
+    let env = fx.spawned_env();
+    assert_eq!(env.get("MAESTRO_SESSION_ID"), Some(&s.id.to_string()));
+    assert_eq!(
+        env.get("MAESTRO_URL"),
+        Some(&"http://127.0.0.1:7070".to_string())
+    );
+}

crates/maestro-daemon/tests/session_manager.rs

@@ -397,6 +397,12 @@ async fn watcher_refreshes_the_blocked_work_indicator() {
     init_bare_repo(origin.path());
     push_all_to_origin(repo.path(), origin.path());
 
+    // Subscribe before the watcher starts so every pass's emission is
+    // captured — otherwise the breakdown event can land between the
+    // snapshot observation below and the drain, and the quiet window
+    // would see it as an illegitimate re-emit.
+    let mut events = fx.manager.events();
+
     fx.manager.start_liveness_watcher_with_blocked_work(
         Duration::from_millis(50),
         Duration::from_millis(100),
@@ -418,14 +424,38 @@ async fn watcher_refreshes_the_blocked_work_indicator() {
     })
     .await;
 
-    // A steady state must not re-emit every tick (#83 change-detection).
-    let mut events = fx.manager.events();
+    // Consume through the emission that carried the breakdown (#83
+    // change-detection): the quiet window below must start after the last
+    // legitimate change, not race it into the channel.
+    loop {
+        match tokio::time::timeout(Duration::from_secs(5), events.recv()).await {
+            Ok(Ok(CatalogEvent::SessionUpdated { session }))
+                if matches!(
+                    &session.blocked_work,
+                    Some(b) if b.uncommitted_files >= 1 && b.untracked_files >= 1
+                ) =>
+            {
+                break;
+            }
+            Ok(Ok(_)) => continue,
+            _ => panic!("never saw the SessionUpdated carrying the breakdown"),
+        }
+    }
     while events.try_recv().is_ok() {}
     tokio::time::sleep(Duration::from_millis(400)).await;
-    assert!(
-        !matches!(events.try_recv(), Ok(CatalogEvent::SessionUpdated { .. })),
-        "an unchanged worktree must not re-emit SessionUpdated"
-    );
+    // Only a *changed* indicator counts as a re-emit (#83 change-detection).
+    // The activity pass may still legitimately announce e.g. Active→Idle
+    // (its debounce is time-based, not worktree-based), and its payload
+    // carries today's blocked_work unchanged.
+    while let Ok(CatalogEvent::SessionUpdated { session }) = events.try_recv() {
+        assert!(
+            matches!(
+                &session.blocked_work,
+                Some(b) if b.uncommitted_files >= 1 && b.untracked_files >= 1
+            ),
+            "an unchanged worktree must not re-emit a changed indicator"
+        );
+    }
 }
 
 /// Cleanup on kill is unconditional once the guard passes (#79): even a spec
@@ -769,6 +799,14 @@ async fn natural_exit_of_a_guarded_worktree_retains_it_in_the_store() {
         "a dirty worktree must be retained on natural exit"
     );
     // ...in the store, under the exit reason.
+    // (`Dead` is observable a moment before the settle step's store write lands.)
+    wait_for_async(Duration::from_secs(3), || async {
+        fx.retained_store()
+            .load_all()
+            .map(|all| all.len() == 1)
+            .unwrap_or(false)
+    })
+    .await;
     let all = fx.retained_store().load_all().expect("load_all");
     assert_eq!(all.len(), 1);
     assert_eq!(all[0].path, wt_path);
@@ -840,6 +878,17 @@ async fn natural_exit_of_a_pristine_worktree_removes_it() {
     })
     .await;
 
+    // (`Dead` is observable a moment before the settle step removes the tree.)
+    wait_for_async(Duration::from_secs(3), || async {
+        !wt_path.exists()
+            && fx
+                .retained_store()
+                .load_all()
+                .map(|all| all.is_empty())
+                .unwrap_or(false)
+    })
+    .await;
+
     assert!(
         !wt_path.exists(),
         "a pristine worktree leaves nothing behind"
@@ -897,6 +946,14 @@ async fn natural_exit_without_a_retained_store_destroys_nothing() {
     })
     .await;
 
+    // The settle step has been applied or refused either way — here refused,
+    // since there is no store to record the tree into. Only from this point
+    // is "the tree survived" a settled fact rather than a race (#115).
+    wait_for_async(Duration::from_secs(3), || async {
+        manager.is_settled(s.id).await == Some(true)
+    })
+    .await;
+
     assert!(
         wt_path.exists(),
         "nothing may be destroyed when it cannot be recorded"
@@ -1004,3 +1061,44 @@ async fn worktree_base_repo_records_the_main_checkout_not_the_request() {
     );
     assert_ne!(wt.base_repo, inner_worktree, "the worktree is not the repo");
 }
+
+/// #103: every tmux-spawned session carries the daemon's identity variables in
+/// its environment — its UUID under `MAESTRO_SESSION_ID` and the daemon's base
+/// URL under `MAESTRO_URL` — so the in-session reporting hook (#106) can find
+/// both without any out-of-band channel.
+#[tokio::test]
+async fn spawned_sessions_export_maestro_session_id_and_url() {
+    let fx = DaemonFixture::new();
+    fx.manager
+        .set_daemon_url("http://127.0.0.1:7071".to_string());
+    let cwd = TempDir::new().unwrap();
+
+    let s = fx
+        .manager
+        .create(CreateSessionRequest {
+            cwd: cwd.path().to_path_buf(),
+            command: "sleep 30".into(),
+            env: HashMap::new(),
+            metadata: HashMap::new(),
+            worktree: None,
+        })
+        .await
+        .expect("create");
+
+    let env = fx
+        .tmux
+        .tmux
+        .show_environment(s.id)
+        .expect("show-environment");
+    assert_eq!(
+        env.get("MAESTRO_SESSION_ID"),
+        Some(&s.id.to_string()),
+        "session env: {env:?}"
+    );
+    assert_eq!(
+        env.get("MAESTRO_URL"),
+        Some(&"http://127.0.0.1:7071".to_string())
+    );
+
+    fx.manager.kill(s.id, false).await.expect("kill");
+}

crates/maestro-daemon/tests/sidecar.rs

@@ -26,7 +26,9 @@ fn sample(id: Uuid) -> Session {
             .with_timezone(&Utc),
         foreground: None,
         activity: Default::default(),
+        activity_detail: None,
         last_activity_at: chrono::Utc::now(),
+        activity_since: chrono::Utc::now(),
         current_cwd: Some(PathBuf::from("/tmp/work/crates")),
         blocked_work: None,
     }

crates/maestro-hooks/Cargo.toml

@@ -0,0 +1,15 @@
+[package]
+name = "maestro-hooks"
+version.workspace = true
+edition.workspace = true
+license.workspace = true
+repository.workspace = true
+publish.workspace = true
+description = "Agent activity hooks (#106): shipped script + idempotent settings.json installer"
+
+[dependencies]
+serde_json.workspace = true
+thiserror.workspace = true
+
+[dev-dependencies]
+tempfile.workspace = true

crates/maestro-hooks/src/lib.rs

@@ -0,0 +1,261 @@
+//! Claude Code activity hook (#106).
+//!
+//! Two halves, both shared by the `maestro hooks install` CLI subcommand and
+//! the daemon's first-start auto-install:
+//!
+//! * [`HOOK_SCRIPT`] — the hook itself, written to disk at install time. It
+//!   posts an [`ActivityState`](maestro-protocol) to
+//!   `$MAESTRO_URL/api/sessions/$MAESTRO_SESSION_ID/activity` (#105). The same
+//!   global hook runs in every Claude Code session on the machine, so it exits
+//!   0 and silently when either #103 env var is unset, and it never lets a
+//!   daemon failure escape (short curl timeout, status ignored).
+//! * [`install`] — idempotent registration of that script in
+//!   `~/.claude/settings.json`. Only entries maestro itself wrote (identified
+//!   by [`HOOK_MARKER`]) are touched; every other hook and every other field
+//!   in the file is preserved verbatim.
+
+use std::path::Path;
+
+/// Marker substring every maestro-installed hook command carries. The
+/// installer rewrites or removes exactly these entries — nothing else in the
+/// user's settings file.
+pub const HOOK_MARKER: &str = "maestro-claude-hook";
+
+/// File name of the installed script (carries [`HOOK_MARKER`]).
+pub const SCRIPT_FILE_NAME: &str = "maestro-claude-hook.sh";
+
+/// Claude Code hook event → `ActivityState` spelling posted to the daemon.
+///
+/// `PreToolUse` is what makes a session `Active` *during* a long tool call —
+/// `PostToolUse` alone only fires once it ends (#114). `StopFailure` is
+/// Claude Code's own name for "the turn ended on an API error"; there is no
+/// failure signal in `Stop` or `SessionEnd` payloads, so those never report
+/// `Error`.
+pub const HOOK_EVENTS: [(&str, &str); 5] = [
+    // Tool starting: the agent is demonstrably producing work, even if the
+    // tool itself runs for minutes.
+    ("PreToolUse", "Active"),
+    // Tool finished successfully.
+    ("PostToolUse", "Active"),
+    // Permission / idle notices: Claude is blocked on the user.
+    ("Notification", "AwaitingInput"),
+    // Turn ended: waiting on the user again.
+    ("Stop", "AwaitingInput"),
+    // Turn ended on an API error; the payload's `error` field is forwarded
+    // as the report's `detail` (#114).
+    ("StopFailure", "Error"),
+];
+
+/// The shipped hook script. POSIX sh so any `/bin/sh` works.
+pub const HOOK_SCRIPT: &str = r#"#!/bin/sh
+# Installed by maestro (#106): report Claude Code activity to its daemon.
+# Exits silently unless running inside a session maestro spawned (#103 env).
+# Event -> ActivityState mapping:
+#   PreToolUse    -> Active         (tool started; agent is working)
+#   PostToolUse   -> Active         (tool finished)
+#   Notification  -> AwaitingInput  (permission / idle notice)
+#   Stop          -> AwaitingInput  (turn ended; waiting on the user)
+#   StopFailure   -> Error          (turn ended on an API error)
+state="$1"
+[ -n "$MAESTRO_SESSION_ID" ] || exit 0
+[ -n "$MAESTRO_URL" ] || exit 0
+payload=$(cat 2>/dev/null) || true
+body="{\"state\":\"$state\"}"
+# StopFailure payloads carry the outcome in "error". Only a plain enum
+# spelling is reported as the detail — anything else (quotes, backslashes,
+# prose) would risk breaking the JSON body, and the spelling already names
+# the failure.
+detail=$(printf '%s' "$payload" | sed -n 's/.*"error"[[:space:]]*:[[:space:]]*"\([a-z_]*\)".*/\1/p')
+if [ -n "$detail" ]; then
+    body="{\"state\":\"$state\",\"detail\":\"$detail\"}"
+fi
+curl -fsS --connect-timeout 1 --max-time 2 \
+    -H 'Content-Type: application/json' \
+    -d "$body" \
+    "$MAESTRO_URL/api/sessions/$MAESTRO_SESSION_ID/activity" \
+    >/dev/null 2>&1 || true
+exit 0
+"#;
+
+#[derive(Debug, thiserror::Error)]
+pub enum HooksError {
+    #[error("io: {0}")]
+    Io(#[from] std::io::Error),
+    #[error("json: {0}")]
+    Json(#[from] serde_json::Error),
+}
+
+/// Where the script is written for a given home directory:
+/// `<home>/.local/share/maestro/maestro-claude-hook.sh`.
+pub fn script_path(home: &Path) -> std::path::PathBuf {
+    home.join(".local/share/maestro").join(SCRIPT_FILE_NAME)
+}
+
+/// The user-level Claude Code settings file for a given home directory.
+pub fn settings_path(home: &Path) -> std::path::PathBuf {
+    home.join(".claude/settings.json")
+}
+
+/// Whether `settings_path` already carries a maestro hook (#106).
+pub fn is_installed(settings_path: &Path) -> bool {
+    settings_json(settings_path)
+        .map(|root| find_maestro_commands(&root).next().is_some())
+        .unwrap_or(false)
+}
+
+/// Write [`HOOK_SCRIPT`] to `path`, executable. Parent directories are
+/// created as needed — this is always under the caller's chosen data dir,
+/// never inside a repository.
+pub fn write_script(path: &Path) -> Result<(), HooksError> {
+    if let Some(dir) = path.parent() {
+        std::fs::create_dir_all(dir)?;
+    }
+    std::fs::write(path, HOOK_SCRIPT)?;
+    #[cfg(unix)]
+    {
+        use std::os::unix::fs::PermissionsExt;
+        let mut perms = std::fs::metadata(path)?.permissions();
+        perms.set_mode(0o755);
+        std::fs::set_permissions(path, perms)?;
+    }
+    Ok(())
+}
+
+/// Install the full hook setup for `home`: write the script under
+/// `.local/share/maestro/` and register it in `.claude/settings.json`.
+/// Idempotent; returns whether anything changed on disk.
+pub fn install_for_home(home: &Path) -> Result<bool, HooksError> {
+    let script = script_path(home);
+    let settings = settings_path(home);
+    let before = std::fs::read_to_string(&settings).unwrap_or_default();
+    write_script(&script)?;
+    install(&settings, &script)?;
+    let after = std::fs::read_to_string(&settings).unwrap_or_default();
+    Ok(before != after)
+}
+
+/// Register the hook command for every event in [`HOOK_EVENTS`] in the
+/// settings file at `settings_path`. Idempotent: existing maestro entries are
+/// updated in place wherever they sit, stale ones removed, duplicates folded;
+/// every non-maestro entry and every unrelated top-level field survives.
+///
+/// Never inspects or writes anywhere but `settings_path` — callers pass the
+/// user's real home or a temp one in tests, never a repository.
+pub fn install(settings_path: &Path, script_path: &Path) -> Result<(), HooksError> {
+    let mut root = settings_json(settings_path)?;
+
+    // Strip every maestro entry wherever it currently sits, so an older
+    // install under different events is replaced rather than duplicated.
+    strip_maestro_entries(&mut root);
+
+    let hooks = ensure_object(&mut root, "hooks");
+    for (event, state) in HOOK_EVENTS {
+        let groups = ensure_array(hooks, event);
+        let mut group = serde_json::Map::new();
+        group.insert(
+            "hooks".into(),
+            serde_json::json!([{
+                "type": "command",
+                "command": format!("{} {state}", script_path.display()),
+            }]),
+        );
+        groups.push(serde_json::Value::Object(group));
+    }
+
+    write_atomic(settings_path, &root)
+}
+
+fn settings_json(path: &Path) -> Result<serde_json::Value, HooksError> {
+    match std::fs::read_to_string(path) {
+        Ok(s) => Ok(serde_json::from_str(&s)?),
+        Err(e) if e.kind() == std::io::ErrorKind::NotFound => {
+            Ok(serde_json::Value::Object(Default::default()))
+        }
+        Err(e) => Err(e.into()),
+    }
+}
+
+/// Every command string in the file belonging to a maestro hook.
+fn find_maestro_commands(root: &serde_json::Value) -> impl Iterator<Item = &str> {
+    root.get("hooks")
+        .and_then(|h| h.as_object())
+        .into_iter()
+        .flat_map(|events| events.values())
+        .filter_map(|groups| groups.as_array())
+        .flatten()
+        .filter_map(|group| group.get("hooks"))
+        .filter_map(|inner| inner.as_array())
+        .flatten()
+        .filter_map(|hook| hook.get("command"))
+        .filter_map(|cmd| cmd.as_str())
+        .filter(|cmd| cmd.contains(HOOK_MARKER))
+}
+
+/// Remove all maestro inner-hook entries from every event group, dropping
+/// groups left empty. Non-maestro siblings survive untouched.
+fn strip_maestro_entries(root: &mut serde_json::Value) {
+    let Some(events) = root.get_mut("hooks").and_then(|h| h.as_object_mut()) else {
+        return;
+    };
+    for (_, groups) in events.iter_mut() {
+        let Some(list) = groups.as_array_mut() else {
+            continue;
+        };
+        for group in list.iter_mut() {
+            let Some(inner) = group.get_mut("hooks").and_then(|h| h.as_array_mut()) else {
+                continue;
+            };
+            inner.retain(|hook| {
+                !hook
+                    .get("command")
+                    .and_then(|c| c.as_str())
+                    .is_some_and(|c| c.contains(HOOK_MARKER))
+            });
+        }
+        list.retain(|group| {
+            group
+                .get("hooks")
+                .and_then(|h| h.as_array())
+                .is_some_and(|h| !h.is_empty())
+        });
+    }
+    // An event left with no groups at all (ours emptied it, or the user's
+    // file carried an empty list) reads better gone.
+    events.retain(|_, groups| groups.as_array().is_some_and(|g| !g.is_empty()));
+}
+
+fn ensure_object<'a>(
+    root: &'a mut serde_json::Value,
+    key: &str,
+) -> &'a mut serde_json::Map<String, serde_json::Value> {
+    if !root.get(key).map(|v| v.is_object()).unwrap_or(false) {
+        root[key] = serde_json::json!({});
+    }
+    root.get_mut(key).unwrap().as_object_mut().unwrap()
+}
+
+fn ensure_array<'a>(
+    parent: &'a mut serde_json::Map<String, serde_json::Value>,
+    key: &str,
+) -> &'a mut Vec<serde_json::Value> {
+    let v = parent
+        .entry(key.to_string())
+        .or_insert_with(|| serde_json::json!([]));
+    if !v.is_array() {
+        *v = serde_json::json!([]);
+    }
+    v.as_array_mut().unwrap()
+}
+
+fn write_atomic(path: &Path, value: &serde_json::Value) -> Result<(), HooksError> {
+    if let Some(dir) = path.parent() {
+        std::fs::create_dir_all(dir)?;
+    }
+    let tmp = path.with_extension("json.maestro-tmp");
+    std::fs::write(&tmp, serde_json::to_string_pretty(value)? + "\n")?;
+    std::fs::rename(&tmp, path)?;
+    Ok(())
+}
+
+#[cfg(test)]
+mod tests;

crates/maestro-hooks/src/tests.rs

@@ -0,0 +1,340 @@
+//! Tests for the shipped hook script (run as a real `/bin/sh` subprocess)
+//! and the settings-file installer. Everything happens under a temp `$HOME`;
+//! the developer's own `~/.claude/settings.json` is never touched.
+
+use std::io::{Read, Write};
+use std::process::{Command, Stdio};
+
+use super::*;
+
+fn sh(script: &str, args: &[&str], envs: &[(&str, &str)], payload: &[u8]) -> std::process::Output {
+    let mut cmd = Command::new("/bin/sh");
+    // `sh -c CMD NAME ARGS…`: NAME fills $0, so the real arguments start at $1.
+    let mut argv = vec!["-c", script, HOOK_MARKER];
+    argv.extend(args.iter().copied());
+    cmd.args(&argv);
+    // A clean env: only what the test passes, plus PATH so curl can spawn.
+    cmd.env_clear();
+    cmd.env("PATH", std::env::var("PATH").unwrap_or_default());
+    for (k, v) in envs {
+        cmd.env(k, v);
+    }
+    let mut child = cmd
+        .stdin(Stdio::piped())
+        .stdout(Stdio::piped())
+        .stderr(Stdio::piped())
+        .spawn()
+        .expect("spawn /bin/sh");
+    // Feed a Claude-Code-style payload on stdin; the script must drain it.
+    child.stdin.take().unwrap().write_all(payload).ok();
+    child.wait_with_output().expect("wait")
+}
+
+const SESSION: &str = "01234567-89ab-cdef-0123-456789abcdef";
+
+/// Accept exactly one HTTP request on a throwaway listener, answer 204, and
+/// hand back the raw request text. Runs `run` with the base URL once the
+/// acceptor thread is in place.
+fn capture_request(run: impl FnOnce(String) -> std::process::Output) -> String {
+    let listener = std::net::TcpListener::bind("127.0.0.1:0").unwrap();
+    let addr = listener.local_addr().unwrap();
+    let handle = std::thread::spawn(move || {
+        let (mut sock, _) = listener.accept().unwrap();
+        let mut buf = [0u8; 4096];
+        let n = sock.read(&mut buf).unwrap();
+        sock.write_all(b"HTTP/1.1 204 No Content\r\nContent-Length: 0\r\n\r\n")
+            .unwrap();
+        String::from_utf8_lossy(&buf[..n]).to_string()
+    });
+    let out = run(format!("http://{addr}"));
+    assert!(out.status.success(), "{:?}", out.stderr);
+    handle.join().unwrap()
+}
+
+fn session_envs(url: &str) -> Vec<(&'static str, String)> {
+    vec![
+        ("MAESTRO_URL", url.to_string()),
+        ("MAESTRO_SESSION_ID", SESSION.to_string()),
+    ]
+}
+
+fn owned_envs<'a>(envs: &'a [(&'static str, String)]) -> Vec<(&'static str, &'a str)> {
+    envs.iter().map(|(k, v)| (*k, v.as_str())).collect()
+}
+
+/// The hook must be invisible outside maestro: no env vars (#103 unset) ⇒
+/// exit 0, no output, stdin drained.
+#[test]
+fn script_exits_silently_without_maestro_env() {
+    for (event, _) in HOOK_EVENTS {
+        let out = sh(HOOK_SCRIPT, &[event], &[], br#"{"session_id":"x"}"#);
+        assert!(out.status.success(), "{event:?}: {:?}", out.stderr);
+        assert!(out.stdout.is_empty(), "{event:?}: {:?}", out.stdout);
+        assert!(out.stderr.is_empty(), "{event:?}: {:?}", out.stderr);
+    }
+}
+
+/// With both env vars set the script POSTs the mapped state to the daemon's
+/// activity endpoint and still exits 0.
+#[test]
+fn script_posts_mapped_state_to_the_activity_endpoint() {
+    // The installer bakes the mapped state into the command's argv; the
+    // script relays whatever it is given.
+    let request = capture_request(|url| {
+        sh(
+            HOOK_SCRIPT,
+            &["Active"],
+            &owned_envs(&session_envs(&url)),
+            br#"{"session_id":"x"}"#,
+        )
+    });
+    assert!(request.starts_with("POST "), "{request}");
+    assert!(
+        request.contains(&format!("/api/sessions/{SESSION}/activity")),
+        "{request}"
+    );
+    assert!(request.contains(r#""state":"Active""#), "{request}");
+}
+
+/// Every event maps to the state the contract specifies.
+#[test]
+fn event_state_mapping_matches_the_contract() {
+    let map: std::collections::HashMap<&str, &str> = HOOK_EVENTS.into_iter().collect();
+    assert_eq!(map["PreToolUse"], "Active");
+    assert_eq!(map["PostToolUse"], "Active");
+    assert_eq!(map["Notification"], "AwaitingInput");
+    assert_eq!(map["Stop"], "AwaitingInput");
+    assert_eq!(map["StopFailure"], "Error");
+}
+
+/// A `StopFailure` payload names the API error that ended the turn; the
+/// script reports its `error` spelling as the report's `detail` so a card
+/// can show why (#114).
+#[test]
+fn script_reports_the_error_spelling_as_detail() {
+    let request = capture_request(|url| {
+        sh(
+            HOOK_SCRIPT,
+            &["Error"],
+            &owned_envs(&session_envs(&url)),
+            br#"{"session_id":"abc","hook_event_name":"StopFailure","error":"rate_limit","error_details":"429 Too Many Requests"}"#,
+        )
+    });
+    assert!(request.contains(r#""state":"Error""#), "{request}");
+    assert!(request.contains(r#""detail":"rate_limit""#), "{request}");
+}
+
+/// An `error` value that is not a plain enum spelling (or a payload without
+/// one at all) must never produce a broken body — no detail is posted.
+#[test]
+fn script_posts_no_detail_for_an_unexpected_error_value() {
+    let request = capture_request(|url| {
+        sh(
+            HOOK_SCRIPT,
+            &["Error"],
+            &owned_envs(&session_envs(&url)),
+            br#"{"hook_event_name":"StopFailure","error":"429 \"Too Many\" \\ requests"}"#,
+        )
+    });
+    assert!(request.contains(r#""state":"Error""#), "{request}");
+    assert!(!request.contains("detail"), "{request}");
+}
+
+/// Events whose payload carries no error fields post a bare body — never an
+/// empty or stale detail.
+#[test]
+fn script_posts_no_detail_for_events_without_an_error() {
+    let request = capture_request(|url| {
+        sh(
+            HOOK_SCRIPT,
+            &["AwaitingInput"],
+            &owned_envs(&session_envs(&url)),
+            br#"{"hook_event_name":"Stop","stop_hook_active":false}"#,
+        )
+    });
+    assert!(request.contains(r#""state":"AwaitingInput""#), "{request}");
+    assert!(!request.contains("detail"), "{request}");
+}
+
+/// A dead or unreachable daemon must never fail — or slow down — a session.
+#[test]
+fn script_ignores_daemon_failure() {
+    // Port 1 on localhost is closed in practice; curl fails fast.
+    let out = sh(
+        HOOK_SCRIPT,
+        &["Stop"],
+        &[
+            ("MAESTRO_URL", "http://127.0.0.1:1"),
+            ("MAESTRO_SESSION_ID", "00000000-0000-0000-0000-000000000000"),
+        ],
+        br#"{"session_id":"x"}"#,
+    );
+    assert!(out.status.success());
+}
+
+// --- installer -------------------------------------------------------------
+
+fn installed_commands(settings: &Path) -> Vec<String> {
+    serde_json::from_str::<serde_json::Value>(&std::fs::read_to_string(settings).unwrap())
+        .unwrap()
+        .get("hooks")
+        .and_then(|h| h.as_object())
+        .into_iter()
+        .flat_map(|events| events.values())
+        .filter_map(|g| g.as_array())
+        .flatten()
+        .filter_map(|g| g.get("hooks"))
+        .filter_map(|h| h.as_array())
+        .flatten()
+        .filter_map(|h| h.get("command"))
+        .filter_map(|c| c.as_str())
+        .map(str::to_string)
+        .collect()
+}
+
+/// Fresh install registers exactly one command per event, all pointing at the
+/// script with the right state argument.
+#[test]
+fn fresh_install_registers_every_event() {
+    let dir = tempfile::tempdir().unwrap();
+    let home = dir.path();
+    write_script(&script_path(home)).unwrap();
+    install(&settings_path(home), &script_path(home)).unwrap();
+
+    let cmds = installed_commands(&settings_path(home));
+    assert_eq!(cmds.len(), HOOK_EVENTS.len());
+    let joined = cmds.join("\n");
+    assert_eq!(joined.matches("Active").count(), 2);
+    assert!(joined.contains("Error"));
+    assert_eq!(joined.matches("AwaitingInput").count(), 2);
+    for cmd in &cmds {
+        assert!(cmd.contains(SCRIPT_FILE_NAME));
+    }
+}
+
+/// Running install twice changes nothing further — no duplicates.
+#[test]
+fn install_is_idempotent() {
+    let dir = tempfile::tempdir().unwrap();
+    let home = dir.path();
+    install(&settings_path(home), &script_path(home)).unwrap();
+    let once = std::fs::read_to_string(settings_path(home)).unwrap();
+
+    install(&settings_path(home), &script_path(home)).unwrap();
+    let twice = std::fs::read_to_string(settings_path(home)).unwrap();
+    assert_eq!(once, twice);
+    assert_eq!(
+        installed_commands(&settings_path(home)).len(),
+        HOOK_EVENTS.len()
+    );
+}
+
+/// An older maestro entry under the same events is updated in place, not
+/// duplicated next to the new one.
+#[test]
+fn install_updates_an_older_maestro_hook_in_place() {
+    let dir = tempfile::tempdir().unwrap();
+    let settings = dir.path().join(".claude/settings.json");
+    std::fs::create_dir_all(settings.parent().unwrap()).unwrap();
+    let old_script = "/old/location/maestro-claude-hook.sh Active";
+    std::fs::write(
+        &settings,
+        serde_json::json!({
+            "model": "sonnet",
+            "hooks": {
+                "Stop": [{"hooks": [{"type": "command", "command": old_script}]}],
+            },
+        })
+        .to_string(),
+    )
+    .unwrap();
+
+    let new_script = dir
+        .path()
+        .join(".local/share/maestro")
+        .join(SCRIPT_FILE_NAME);
+    install(&settings, &new_script).unwrap();
+
+    let cmds = installed_commands(&settings);
+    assert_eq!(
+        cmds.len(),
+        HOOK_EVENTS.len(),
+        "old entry replaced, not kept: {cmds:?}"
+    );
+    assert!(!cmds.iter().any(|c| c == old_script));
+    let root: serde_json::Value =
+        serde_json::from_str(&std::fs::read_to_string(&settings).unwrap()).unwrap();
+    assert_eq!(root["model"], "sonnet", "unrelated fields survive");
+}
+
+/// A stale maestro entry under an event we no longer use is cleaned up too;
+/// the user's own hooks are never touched.
+#[test]
+fn install_preserves_foreign_hooks_and_removes_stale_maestro_ones() {
+    let dir = tempfile::tempdir().unwrap();
+    let settings = dir.path().join(".claude/settings.json");
+    std::fs::create_dir_all(settings.parent().unwrap()).unwrap();
+    std::fs::write(
+        &settings,
+        serde_json::json!({
+            "hooks": {
+                "PreToolUse": [{"matcher": "Bash", "hooks": [
+                    {"type": "command", "command": "my-own-linter.sh"},
+                ]}],
+                "UserPromptSubmit": [{"hooks": [
+                    {"type": "command", "command": "/old/maestro-claude-hook.sh Active"},
+                ]}],
+            },
+        })
+        .to_string(),
+    )
+    .unwrap();
+
+    let new_script = dir
+        .path()
+        .join(".local/share/maestro")
+        .join(SCRIPT_FILE_NAME);
+    install(&settings, &new_script).unwrap();
+
+    let root: serde_json::Value =
+        serde_json::from_str(&std::fs::read_to_string(&settings).unwrap()).unwrap();
+    // Foreign hook untouched.
+    let pre = root["hooks"]["PreToolUse"].as_array().unwrap();
+    assert_eq!(pre[0]["hooks"][0]["command"], "my-own-linter.sh");
+    // Stale maestro event gone.
+    assert!(root["hooks"].get("UserPromptSubmit").is_none());
+    // Our events present, nothing else maestro-related anywhere.
+    let cmds = installed_commands(&settings);
+    assert_eq!(
+        cmds.iter().filter(|c| c.contains(HOOK_MARKER)).count(),
+        HOOK_EVENTS.len(),
+        "{cmds:?}"
+    );
+}
+
+/// `is_installed` flips only once a maestro entry exists.
+#[test]
+fn is_installed_tracks_reality() {
+    let dir = tempfile::tempdir().unwrap();
+    let home = dir.path();
+    assert!(!is_installed(&settings_path(home)));
+    install_for_home(home).unwrap();
+    assert!(is_installed(&settings_path(home)));
+}
+
+/// The full home-level install leaves the script executable.
+#[test]
+fn install_for_home_writes_an_executable_script() {
+    let dir = tempfile::tempdir().unwrap();
+    let home = dir.path();
+    install_for_home(home).unwrap();
+    #[cfg(unix)]
+    {
+        use std::os::unix::fs::PermissionsExt;
+        let mode = std::fs::metadata(script_path(home))
+            .unwrap()
+            .permissions()
+            .mode();
+        assert_eq!(mode & 0o111, 0o111);
+    }
+}

crates/maestro-protocol/src/client.rs

@@ -16,7 +16,7 @@ use uuid::Uuid;
 use crate::routes::{self, UrlError};
 use crate::{
     ApiError, BranchInfo, CreateSessionRequest, DaemonInfo, DirListing, ErrorInfo, GitRoot,
-    KillOutcome, Project, RecentDirs, RetainedWorktree, Session,
+    KillOutcome, Project, RecentDirs, ReportActivityRequest, RetainedWorktree, Session,
 };
 
 /// Time budget for establishing a TCP connection to the daemon.
@@ -134,6 +134,21 @@ impl DaemonClient {
         json(resp).await
     }
 
+    /// `POST /api/sessions/:id/activity` (#105): report an agent-observed
+    /// state. The daemon holds it above its own inference for a TTL, then
+    /// resumes inference. Answers `204 No Content`.
+    pub async fn report_activity(
+        &self,
+        id: Uuid,
+        req: &ReportActivityRequest,
+    ) -> Result<(), ClientError> {
+        let resp = self
+            .send(Method::POST, &routes::session_activity(id), &[], Some(req))
+            .await?;
+        check(resp).await?;
+        Ok(())
+    }
+
     pub async fn daemon_info(&self) -> Result<DaemonInfo, ClientError> {
         self.get(routes::INFO, &[]).await
     }

crates/maestro-protocol/src/lib.rs

@@ -75,11 +75,24 @@ pub struct Session {
     /// byte stream.
     #[serde(default)]
     pub activity: ActivityState,
+    /// Short human-readable string an agent reported alongside its activity
+    /// (#105) — e.g. why it is in `Error`. Shown on a sidebar card's meta line
+    /// while the report is in force; cleared when the report lapses or is
+    /// replaced. `None` unless an agent reported one.
+    #[serde(default)]
+    pub activity_detail: Option<String>,
     /// Wall-clock time of the session's most recent observed PTY output.
     /// Drives "idle for Ns" displays. Defaults to the Unix epoch on payloads
     /// from daemons that predate the field.
     #[serde(default = "epoch")]
     pub last_activity_at: DateTime<Utc>,
+    /// Wall-clock time at which the session entered its current
+    /// [`ActivityState`] (#102) — how long it has been `Active`, `Idle` or
+    /// `AwaitingInput`. Distinct from [`Self::last_activity_at`], which only
+    /// tracks the last observed PTY output. Populated by #104; defaults to the
+    /// Unix epoch on payloads from daemons that predate the field.
+    #[serde(default = "epoch")]
+    pub activity_since: DateTime<Utc>,
     /// The pane's *current* working directory (`#{pane_current_path}`) — distinct
     /// from [`Session::cwd`], the directory it was spawned in. The activity
     /// watcher refreshes it as the user `cd`s around; it drives the web UI's
@@ -110,7 +123,12 @@ pub enum SessionStatus {
 /// Inferred session activity, orthogonal to [`SessionStatus`] (NAP-340). The
 /// daemon derives this from tmux pane state, PTY quiescence, and `/proc`
 /// inspection — never by parsing the terminal byte stream.
-#[derive(Debug, Clone, Copy, PartialEq, Eq, Serialize, Deserialize, Default)]
+///
+/// Deserializes leniently (#110, SIDEBAR.md Precedence): an unknown variant
+/// from a newer daemon becomes [`ActivityState::Idle`] instead of failing the
+/// whole `Session`. Non-string values still error — only variant names are
+/// forgiven.
+#[derive(Debug, Clone, Copy, PartialEq, Eq, Serialize, Default)]
 pub enum ActivityState {
     /// Producing output, or the foreground process is busy.
     Active,
@@ -119,6 +137,64 @@ pub enum ActivityState {
     Idle,
     /// Blocked on a `read()` from the pty — waiting on the user.
     AwaitingInput,
+    /// The agent running in the session reported a failure (#102). Never
+    /// inferred by the daemon; only set when an agent reports it (#105).
+    Error,
+}
+
+impl<'de> Deserialize<'de> for ActivityState {
+    fn deserialize<D>(deserializer: D) -> Result<Self, D::Error>
+    where
+        D: serde::Deserializer<'de>,
+    {
+        let s = String::deserialize(deserializer)?;
+        Ok(match s.as_str() {
+            "Active" => Self::Active,
+            "AwaitingInput" => Self::AwaitingInput,
+            "Error" => Self::Error,
+            // Known or not, any other spelling degrades to the neutral default
+            _ => Self::Idle,
+        })
+    }
+}
+
+/// HTTP `POST /api/sessions/:id/activity` body (#105): an agent's report of
+/// its own state. The daemon holds the reported state above its own inference
+/// for a fixed TTL, then resumes inference.
+#[derive(Debug, Clone, PartialEq, Eq, Serialize, Deserialize)]
+pub struct ReportActivityRequest {
+    /// Parsed strictly, unlike [`ActivityState`]'s own lenient `Deserialize`
+    /// (#110). Leniency exists so a client reading a *newer* daemon's snapshot
+    /// degrades an unrecognised state to `Idle` instead of dropping the whole
+    /// session. A report travelling the other way has no such excuse: an agent
+    /// posting a state this daemon does not know is a bug in the agent, and
+    /// silently recording it as `Idle` would hide that behind a 204.
+    #[serde(deserialize_with = "strict_activity_state")]
+    pub state: ActivityState,
+    /// Short human string shown next to the state (e.g. an error message).
+    /// The daemon caps its length server-side.
+    #[serde(default)]
+    pub detail: Option<String>,
+}
+
+/// Reject an unknown [`ActivityState`] spelling instead of degrading it to
+/// `Idle`. Used only by [`ReportActivityRequest`]; see the note there.
+fn strict_activity_state<'de, D>(deserializer: D) -> Result<ActivityState, D::Error>
+where
+    D: serde::Deserializer<'de>,
+{
+    use serde::de::Error as _;
+    let s = String::deserialize(deserializer)?;
+    match s.as_str() {
+        "Active" => Ok(ActivityState::Active),
+        "Idle" => Ok(ActivityState::Idle),
+        "AwaitingInput" => Ok(ActivityState::AwaitingInput),
+        "Error" => Ok(ActivityState::Error),
+        other => Err(D::Error::unknown_variant(
+            other,
+            &["Active", "Idle", "AwaitingInput", "Error"],
+        )),
+    }
 }
 
 /// Optional worktree request attached to a `CreateSessionRequest`.
@@ -534,9 +610,13 @@ mod tests {
                 .with_timezone(&Utc),
             foreground: Some("claude".into()),
             activity: ActivityState::Active,
+            activity_detail: None,
             last_activity_at: DateTime::parse_from_rfc3339("2026-05-24T12:05:00Z")
                 .unwrap()
                 .with_timezone(&Utc),
+            activity_since: DateTime::parse_from_rfc3339("2026-05-24T12:04:30Z")
+                .unwrap()
+                .with_timezone(&Utc),
             current_cwd: Some(PathBuf::from("/home/naps62/projects/maestro/crates")),
             blocked_work: None,
         }
@@ -588,6 +668,35 @@ mod tests {
         );
     }
 
+    #[test]
+    fn activity_since_defaults_to_epoch_on_legacy_payload() {
+        // A daemon predating #102 omits `activity_since`; it must deserialize
+        // to the forward-compat default rather than failing, and a present
+        // value round-trips.
+        let json = serde_json::json!({
+            "id": Uuid::from_u128(1),
+            "cwd": "/tmp",
+            "command": "bash",
+            "status": "Running",
+            "created_at": "2026-05-24T12:00:00Z"
+        });
+        let s: Session = serde_json::from_value(json).unwrap();
+        assert_eq!(s.activity_since, epoch());
+
+        let full = sample_session();
+        assert_eq!(full, round_trip(&full));
+    }
+
+    // #102: nothing infers `Error`; only #105's agent-reported failure sets it.
+    #[test]
+    fn error_activity_state_serializes_pascal_case_and_idle_stays_default() {
+        assert_eq!(
+            serde_json::to_value(ActivityState::Error).unwrap(),
+            serde_json::json!("Error")
+        );
+        assert_eq!(ActivityState::default(), ActivityState::Idle);
+    }
+
     #[test]
     fn activity_state_serializes_pascal_case_and_defaults_idle() {
         assert_eq!(
@@ -597,6 +706,78 @@ mod tests {
         assert_eq!(ActivityState::default(), ActivityState::Idle);
     }
 
+    // #110 / SIDEBAR.md Precedence: a future daemon may send an
+    // `ActivityState` variant this client does not know; it must degrade to
+    // the neutral default instead of failing the whole `Session`.
+    #[test]
+    fn unknown_activity_state_variant_deserializes_to_idle() {
+        assert_eq!(
+            serde_json::from_value::<ActivityState>(serde_json::json!("Teleported")).unwrap(),
+            ActivityState::Idle
+        );
+
+        let mut future = serde_json::to_value(sample_session()).unwrap();
+        future["activity"] = serde_json::json!("QuantumEntangled");
+        let s: Session = serde_json::from_value(future).unwrap();
+        assert_eq!(s.activity, ActivityState::Idle);
+    }
+
+    #[test]
+    fn non_string_activity_payload_still_fails_deserialization() {
+        let json = serde_json::json!({
+            "id": Uuid::from_u128(1),
+            "cwd": "/tmp",
+            "command": "bash",
+            "status": "Running",
+            "created_at": "2026-05-24T12:00:00Z",
+            "activity": 42,
+        });
+        assert!(serde_json::from_value::<Session>(json).is_err());
+    }
+
+    #[test]
+    fn activity_detail_defaults_to_none_on_legacy_payload() {
+        // #105: a daemon predating the detail field omits it; it must
+        // deserialize to `None` rather than failing, and a present value
+        // round-trips.
+        let json = serde_json::json!({
+            "id": Uuid::from_u128(1),
+            "cwd": "/tmp",
+            "command": "bash",
+            "status": "Running",
+            "created_at": "2026-05-24T12:00:00Z"
+        });
+        let s: Session = serde_json::from_value(json).unwrap();
+        assert_eq!(s.activity_detail, None);
+
+        let mut reported = sample_session();
+        reported.activity = ActivityState::Error;
+        reported.activity_detail = Some("build failed".into());
+        assert_eq!(reported.clone(), round_trip(&reported));
+    }
+
+    #[test]
+    fn report_activity_request_defaults_detail_and_rejects_unknown_state() {
+        let bare: ReportActivityRequest =
+            serde_json::from_value(serde_json::json!({ "state": "Error" })).unwrap();
+        assert_eq!(bare.state, ActivityState::Error);
+        assert_eq!(bare.detail, None);
+
+        let full = ReportActivityRequest {
+            state: ActivityState::AwaitingInput,
+            detail: Some("waiting on permission".into()),
+        };
+        assert_eq!(full, round_trip(&full));
+
+        // Unknown state values are rejected rather than coerced (#105).
+        assert!(
+            serde_json::from_value::<ReportActivityRequest>(serde_json::json!({
+                "state": "Teleported"
+            }))
+            .is_err()
+        );
+    }
+
     #[test]
     fn session_round_trips() {
         let s = sample_session();

crates/maestro-protocol/src/routes.rs

@@ -47,6 +47,11 @@ pub fn session(id: Uuid) -> String {
     format!("{SESSIONS}/{id}")
 }
 
+/// `POST /api/sessions/:id/activity` (#105): an agent reports its own state.
+pub fn session_activity(id: Uuid) -> String {
+    format!("{SESSIONS}/{id}/activity")
+}
+
 /// `DELETE /api/worktrees/:id` — reclaim one retained worktree (#80).
 pub fn worktree(id: Uuid) -> String {
     format!("{WORKTREES}/{id}")
@@ -61,6 +66,7 @@ pub fn attach(id: Uuid) -> String {
 /// registers the same paths [`session`] and [`attach`] build.
 pub mod patterns {
     pub const SESSION: &str = "/api/sessions/:id";
+    pub const SESSION_ACTIVITY: &str = "/api/sessions/:id/activity";
     pub const ATTACH: &str = "/api/attach/:id";
     pub const WORKTREE: &str = "/api/worktrees/:id";
 }
@@ -169,6 +175,10 @@ mod tests {
             session(id()),
             "/api/sessions/6f1a7c0e-0f5e-4a2b-9a3d-6b1c2d3e4f50"
         );
+        assert_eq!(
+            session_activity(id()),
+            "/api/sessions/6f1a7c0e-0f5e-4a2b-9a3d-6b1c2d3e4f50/activity"
+        );
         assert_eq!(
             attach(id()),
             "/api/attach/6f1a7c0e-0f5e-4a2b-9a3d-6b1c2d3e4f50"
@@ -191,6 +201,10 @@ mod tests {
             patterns::SESSION.trim_end_matches(":id"),
             session(id()).trim_end_matches(&id().to_string())
         );
+        assert_eq!(
+            patterns::SESSION_ACTIVITY.trim_end_matches(":id/activity"),
+            session(id()).trim_end_matches(&id().to_string())
+        );
         assert_eq!(
             patterns::ATTACH.trim_end_matches(":id"),
             attach(id()).trim_end_matches(&id().to_string())

crates/maestro-testing/src/lib.rs

@@ -41,7 +41,9 @@ pub fn session(id: Uuid, cwd: &str, command: &str) -> Session {
         created_at: Utc::now(),
         foreground: None,
         activity: Default::default(),
+        activity_detail: None,
         last_activity_at: Utc::now(),
+        activity_since: chrono::Utc::now(),
         current_cwd: None,
         blocked_work: None,
     }

crates/maestro-tui/src/app.rs

@@ -1126,7 +1126,9 @@ mod tests {
                 created_at: Utc::now(),
                 foreground: None,
                 activity: Default::default(),
+                activity_detail: None,
                 last_activity_at: Utc::now(),
+                activity_since: chrono::Utc::now(),
                 current_cwd: None,
                 blocked_work: None,
             }],
@@ -1643,7 +1645,9 @@ mod tests {
                 created_at: Utc::now(),
                 foreground: None,
                 activity: Default::default(),
+                activity_detail: None,
                 last_activity_at: chrono::Utc::now(),
+                activity_since: chrono::Utc::now(),
 
                 current_cwd: None,
                 blocked_work: None,

crates/maestro-tui/src/catalog.rs

@@ -193,7 +193,9 @@ mod tests {
             created_at: Utc::now(),
             foreground: None,
             activity: Default::default(),
+            activity_detail: None,
             last_activity_at: chrono::Utc::now(),
+            activity_since: chrono::Utc::now(),
             current_cwd: None,
             blocked_work: None,
         }

crates/maestro-tui/src/sidebar.rs

@@ -1,10 +1,14 @@
-//! Sidebar widget — session list, navigation-only.
+//! Sidebar widget — session cards per `docs/SIDEBAR.md`.
 //!
-//! Status glyphs: ● attached / ○ live / ✗ dead.
+//! Line 1: status glyph (● attached / ○ live / ✗ dead) + name.
+//! Line 2: activity dot + duration in the state's colour, plus the
+//! blocked-work and exited fragments when they apply. Absent entirely when
+//! it has nothing to say.
 
 use std::collections::HashSet;
 
-use maestro_protocol::{Session, SessionStatus};
+use chrono::Utc;
+use maestro_protocol::{ActivityState, Session, SessionStatus};
 use ratatui::layout::Rect;
 use ratatui::style::{Color, Modifier, Style};
 use ratatui::text::{Line, Span};
@@ -12,6 +16,32 @@ use ratatui::widgets::{Block, Borders, Paragraph};
 use ratatui::Frame;
 use uuid::Uuid;
 
+/// Time-in-state alone earns a meta line only once the session has sat in
+/// its current activity state this long (docs/SIDEBAR.md).
+const META_LINE_AFTER_SECS: i64 = 30;
+/// A payload predating #102 defaults `activity_since` to the Unix epoch. Per
+/// docs/SIDEBAR.md such a session contributes no duration — the dot still
+/// renders — so anything implausibly old counts as "never observed" rather
+/// than a card announcing that the session has been idle for half a century.
+/// Mirrors `PLAUSIBLE_EPOCH_MS` in `web/src/activity.ts`.
+const PLAUSIBLE_SINCE_YEAR: i32 = 2010;
+const INDENT: &str = "  ";
+const META_INDENT: &str = "    ";
+/// Spawn-similar and kill, shown on the highlighted card's top-right corner.
+const ACTIONS: &str = "⧉ ✕";
+
+/// Every card sits on this background so cards read as cards against the
+/// panel; the highlighted card swaps it for the focus background instead
+/// (`Modifier::REVERSED` made the card unreadable against a background).
+const CARD_BG: Color = Color::Black;
+fn card_base(highlighted: bool) -> Style {
+    if highlighted {
+        Style::default().fg(Color::Black).bg(Color::Cyan)
+    } else {
+        Style::default().bg(CARD_BG)
+    }
+}
+
 /// Renderable sidebar state.
 #[derive(Debug, Clone)]
 pub struct Sidebar {
@@ -41,36 +71,185 @@ impl Sidebar {
         let inner = block.inner(area);
         f.render_widget(block, area);
 
+        let width = inner.width as usize;
         let mut lines: Vec<Line> = vec![Line::from(Span::styled(
             "sessions",
             Style::default().add_modifier(Modifier::BOLD),
         ))];
         for s in &self.sessions {
-            let glyph = match (s.status, self.attached.contains(&s.id)) {
-                (SessionStatus::Dead, _) => "✗",
-                (SessionStatus::Running, true) => "●",
-                (SessionStatus::Running, false) => "○",
-            };
-            let label = name_for(s);
-            // #83: a session whose worktree blocks a kill gets a warning
-            // glyph; the kill confirm names the specifics.
-            let blocked = s
-                .blocked_work
-                .filter(|b| !b.is_clear())
-                .map(|_| " ⚠")
-                .unwrap_or_default();
-            let style = if self.highlight == Some(s.id) {
-                Style::default().add_modifier(Modifier::REVERSED)
-            } else {
-                Style::default()
-            };
-            lines.push(Line::from(vec![
-                Span::raw("  "),
-                Span::styled(format!("{glyph} {label}{blocked}"), style),
-            ]));
+            let highlighted = self.highlight == Some(s.id);
+            let base = card_base(highlighted);
+            lines.push(Line::from(self.name_row(s, width)));
+            if let Some(meta) = self.meta_row(s, width) {
+                lines.push(Line::from(pad_to_width(meta, width, base)));
+            }
         }
         f.render_widget(Paragraph::new(lines), inner);
     }
+
+    fn name_row(&self, s: &Session, width: usize) -> Vec<Span<'static>> {
+        let glyph = match (s.status, self.attached.contains(&s.id)) {
+            (SessionStatus::Dead, _) => "✗",
+            (SessionStatus::Running, true) => "●",
+            (SessionStatus::Running, false) => "○",
+        };
+        let highlighted = self.highlight == Some(s.id);
+        let base = card_base(highlighted);
+        // Line-1 actions are keyboard affordances shown on the highlighted
+        // row only; they reserve their width so the name truncates with `…`
+        // before it can ever reach them (docs/SIDEBAR.md).
+        let actions_width = if highlighted {
+            ACTIONS.chars().count()
+        } else {
+            0
+        };
+        let usable = width.saturating_sub(actions_width);
+        let prefix = INDENT.chars().count() + 2;
+        // Keep one column of separation between a truncated name and the
+        // actions so the ellipsis never touches them.
+        let sep = if highlighted { 1 } else { 0 };
+        let name_budget = usable.saturating_sub(prefix + sep);
+
+        let mut spans: Vec<Span<'static>> = vec![
+            Span::styled(INDENT, base),
+            Span::styled(format!("{glyph} "), base),
+        ];
+        spans.extend(
+            fit_to_width(vec![Span::raw(name_for(s))], name_budget)
+                .into_iter()
+                .map(|sp| Span::styled(sp.content, base.patch(sp.style))),
+        );
+        let used: usize = spans.iter().map(|sp| sp.width()).sum();
+        if let Some(fill) = usable.checked_sub(used).filter(|&n| n > 0) {
+            spans.push(Span::styled(
+                " ".repeat(fill),
+                Style::default().bg(base.bg.unwrap_or(Color::Reset)),
+            ));
+        }
+        if highlighted {
+            spans.push(Span::styled(ACTIONS, base));
+        }
+        spans
+    }
+
+    /// The adaptive second line: `<dot> <duration> [<blocked work> | exited]`.
+    fn meta_row(&self, s: &Session, width: usize) -> Option<Vec<Span<'static>>> {
+        let now = Utc::now();
+        let held = held_for(s, now);
+        let held_secs = held.map(|d| d.num_seconds()).unwrap_or(0);
+        // #83: a worktree that blocks a kill is summarised here rather than
+        // on line 1; the kill confirm names the specifics.
+        let blocked = s.blocked_work.filter(|b| !b.is_clear());
+        let dead = s.status == SessionStatus::Dead;
+        let errored = s.activity == ActivityState::Error;
+        if (held.is_none() || held_secs < META_LINE_AFTER_SECS)
+            && blocked.is_none()
+            && !dead
+            && !errored
+        {
+            return None;
+        }
+        let base = card_base(self.highlight == Some(s.id));
+        let dot_style = base.patch(Style::default().fg(activity_color(s.activity)));
+        let muted = Style::default().bg(base.bg.unwrap_or(Color::Reset));
+        let mut spans = vec![
+            Span::styled(META_INDENT, base),
+            Span::styled("●", dot_style),
+        ];
+        if let Some(d) = held {
+            spans.push(Span::styled(" ", base));
+            spans.push(Span::styled(format_state_duration(d), dot_style));
+        }
+        // The trailing fragments are measured up front so a long detail
+        // truncates ahead of them instead of pushing them off the line
+        // (docs/SIDEBAR.md).
+        let mut tail: Vec<Span<'static>> = Vec::new();
+        if let Some(b) = blocked {
+            tail.push(Span::styled(format!(" ⚠ {b}"), muted));
+        }
+        if dead {
+            tail.push(Span::styled(" exited", muted));
+        }
+        if let Some(detail) = s.activity_detail.as_deref().filter(|d| !d.is_empty()) {
+            let head_w: usize = spans.iter().map(|sp| sp.width()).sum();
+            let tail_w: usize = tail.iter().map(|sp| sp.width()).sum();
+            let budget = width.saturating_sub(head_w + tail_w);
+            spans.extend(fit_to_width(
+                vec![Span::styled(format!(" {detail}"), muted)],
+                budget,
+            ));
+        }
+        spans.extend(tail);
+        Some(fit_to_width(spans, width))
+    }
+}
+
+/// ratatui colour for an [`ActivityState`], per docs/SIDEBAR.md. The state
+/// word is never spelled out — this colour carries it.
+fn activity_color(state: ActivityState) -> Color {
+    match state {
+        ActivityState::Active => Color::Green,
+        ActivityState::Idle => Color::DarkGray,
+        ActivityState::AwaitingInput => Color::Yellow,
+        ActivityState::Error => Color::Red,
+    }
+}
+
+/// docs/SIDEBAR.md duration format — floored whole seconds / minutes / hours,
+/// measured in the current activity state. No days, no rounding up.
+/// How long the session has held its current activity state, or `None` when
+/// the daemon never reported one (see [`PLAUSIBLE_SINCE_YEAR`]).
+fn held_for(s: &Session, now: chrono::DateTime<Utc>) -> Option<chrono::Duration> {
+    use chrono::Datelike;
+    if s.activity_since.year() < PLAUSIBLE_SINCE_YEAR {
+        return None;
+    }
+    Some(now - s.activity_since)
+}
+
+fn format_state_duration(elapsed: chrono::Duration) -> String {
+    let secs = elapsed.num_seconds().max(0);
+    match secs {
+        0..=59 => format!("{secs}s"),
+        60..=3599 => format!("{}m", secs / 60),
+        _ => format!("{}h", secs / 3600),
+    }
+}
+
+/// Truncate a span list to `max` columns, ending it with `…` when cut. The
+/// sidebar is narrow: card lines truncate, they never wrap.
+fn fit_to_width(spans: Vec<Span<'static>>, max: usize) -> Vec<Span<'static>> {
+    let mut out: Vec<Span<'static>> = Vec::with_capacity(spans.len());
+    let mut used = 0usize;
+    for span in spans {
+        let w = span.width();
+        if used + w <= max {
+            used += w;
+            out.push(span);
+            continue;
+        }
+        let budget = max.saturating_sub(used + 1);
+        let ellipsis = "…";
+        if budget > 0 {
+            let text: String = span.content.chars().take(budget).collect();
+            out.push(Span::styled(format!("{text}{ellipsis}"), span.style));
+        } else if used < max {
+            out.push(Span::styled(ellipsis, span.style));
+        }
+        return out;
+    }
+    out
+}
+
+/// Pad a card row out to the full sidebar width so the card background
+/// paints edge to edge rather than stopping at the last glyph.
+fn pad_to_width(mut spans: Vec<Span<'static>>, width: usize, base: Style) -> Vec<Span<'static>> {
+    let used: usize = spans.iter().map(|sp| sp.width()).sum();
+    if let Some(fill) = width.checked_sub(used).filter(|&n| n > 0) {
+        let pad_style = Style::default().bg(base.bg.unwrap_or(Color::Reset));
+        spans.push(Span::styled(" ".repeat(fill), pad_style));
+    }
+    spans
 }
 
 /// `metadata.name` if present, else the command line.
@@ -85,8 +264,10 @@ fn name_for(s: &Session) -> String {
 #[cfg(test)]
 mod tests {
     use super::*;
-    use chrono::Utc;
+    use chrono::{DateTime, Duration};
+    use maestro_protocol::InTheWay;
     use ratatui::backend::TestBackend;
+    use ratatui::buffer::Buffer;
     use ratatui::Terminal;
     use std::collections::HashMap;
 
@@ -104,25 +285,44 @@ mod tests {
             created_at: Utc::now(),
             foreground: None,
             activity: Default::default(),
-            last_activity_at: chrono::Utc::now(),
+            activity_detail: None,
+            last_activity_at: Utc::now(),
+            activity_since: Utc::now(),
             current_cwd: None,
             blocked_work: None,
         }
     }
 
-    fn render_to_string(sidebar: &Sidebar, w: u16, h: u16) -> String {
+    fn draw(sidebar: &Sidebar, w: u16, h: u16) -> Buffer {
         let backend = TestBackend::new(w, h);
         let mut terminal = Terminal::new(backend).unwrap();
         terminal.draw(|f| sidebar.render(f, f.area())).unwrap();
-        let buf = terminal.backend().buffer().clone();
-        let mut out = String::new();
-        for y in 0..buf.area.height {
-            for x in 0..buf.area.width {
-                out.push_str(buf[(x, y)].symbol());
-            }
-            out.push('\n');
-        }
-        out
+        terminal.backend().buffer().clone()
+    }
+
+    fn rows(buf: &Buffer) -> Vec<String> {
+        (0..buf.area.height)
+            .map(|y| {
+                (0..buf.area.width)
+                    .map(|x| buf[(x, y)].symbol())
+                    .collect::<String>()
+            })
+            .collect()
+    }
+
+    fn render_to_string(buf: &Buffer) -> String {
+        rows(buf).join("\n")
+    }
+
+    fn row_containing<'a>(rows: &'a [String], needle: &str) -> &'a str {
+        rows.iter()
+            .find(|l| l.contains(needle))
+            .unwrap_or_else(|| panic!("no row containing {needle:?} in {rows:#?}"))
+    }
+
+    /// Row text without the trailing space padding and right border.
+    fn content(row: &str) -> &str {
+        row.trim_end().trim_end_matches('│').trim_end()
     }
 
     #[test]
@@ -132,7 +332,7 @@ mod tests {
             highlight: None,
             attached: Default::default(),
         };
-        let rendered = render_to_string(&sb, 28, 12);
+        let rendered = render_to_string(&draw(&sb, 28, 12));
         assert!(
             rendered.contains("claude"),
             "missing session name:\n{rendered}"
@@ -151,11 +351,8 @@ mod tests {
             highlight: None,
             attached: [sid].into_iter().collect(),
         };
-        let rendered = render_to_string(&sb, 28, 6);
-        let line = rendered
-            .lines()
-            .find(|l| l.contains("claude"))
-            .expect("claude row");
+        let all = rows(&draw(&sb, 28, 6));
+        let line = row_containing(&all, "claude");
         assert!(line.contains('●'), "expected filled glyph in: {line:?}");
         assert!(
             !line.contains('○'),
@@ -172,21 +369,18 @@ mod tests {
             highlight: None,
             attached: Default::default(),
         };
-        let rendered = render_to_string(&sb, 28, 6);
-        let line = rendered
-            .lines()
-            .find(|l| l.contains("claude"))
-            .expect("claude row");
+        let buf = draw(&sb, 28, 6);
+        let all = rows(&buf);
+        let line = row_containing(&all, "claude");
         assert!(line.contains('✗'), "expected dead glyph in: {line:?}");
     }
 
-    /// #83: a session whose worktree blocks a kill carries the warning glyph;
-    /// a clear or unprobed one does not.
+    /// #83 via docs/SIDEBAR.md: blocked work lives on the meta line now, not
+    /// on the name row; a clear or unprobed worktree never warns.
     #[test]
-    fn blocked_session_gets_a_warning_glyph() {
-        use maestro_protocol::InTheWay;
-
+    fn blocked_session_warns_on_its_meta_line() {
         let mut blocked = session_named(1, "claude");
+        blocked.activity_since = Utc::now() - Duration::seconds(5);
         blocked.blocked_work = Some(InTheWay {
             unpushed_commits: 4,
             ..InTheWay::default()
@@ -199,18 +393,278 @@ mod tests {
             highlight: None,
             attached: Default::default(),
         };
-        let rendered = render_to_string(&sb, 40, 8);
-        let line = rendered
-            .lines()
-            .find(|l| l.contains("claude"))
-            .expect("blocked row");
-        assert!(line.contains('⚠'), "expected warning glyph in: {line:?}");
+        let all = rows(&draw(&sb, 40, 10));
+
+        let meta = all
+            .iter()
+            .find(|l| l.contains("⚠"))
+            .expect("blocked card must warn somewhere");
+        assert!(
+            meta.contains("4 unpushed commits"),
+            "warning must carry InTheWay's summary: {meta:?}"
+        );
+        let name_row = row_containing(&all, "claude");
+        assert!(
+            !name_row.contains('⚠'),
+            "warning moved off the name row: {name_row:?}"
+        );
         for name in ["bash", "vim"] {
-            let line = rendered
-                .lines()
-                .find(|l| l.contains(name))
-                .expect("clear row");
-            assert!(!line.contains('⚠'), "{name} must not warn: {line:?}");
+            let idx = all.iter().position(|l| l.contains(name)).unwrap();
+            assert!(
+                !all[idx + 1].contains('⚠'),
+                "{name} must not warn: {:?}",
+                all[idx + 1]
+            );
+        }
+    }
+
+    /// A freshly-active session stays one line — never an empty placeholder
+    /// row (docs/SIDEBAR.md).
+    #[test]
+    fn freshly_active_session_stays_one_line() {
+        let mut s = session_named(1, "claude");
+        s.activity_since = Utc::now() - Duration::seconds(10);
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        assert_eq!(content(&all[0]), "sessions");
+        assert!(row_containing(&all, "claude").contains('○'));
+        assert!(
+            content(&all[2]).is_empty(),
+            "line 2 must be absent, got {:?}",
+            all[2]
+        );
+    }
+
+    /// Rule 1 of docs/SIDEBAR.md: held in state longer than 30s earns the
+    /// meta line, with the floored duration next to the dot.
+    #[test]
+    fn long_held_session_gets_a_meta_line_with_duration() {
+        let mut s = session_named(1, "claude");
+        s.activity_since = Utc::now() - Duration::seconds(90);
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        let idx = all.iter().position(|l| l.contains("claude")).unwrap();
+        let meta = &all[idx + 1];
+        assert!(meta.contains('●'), "meta line carries the dot: {meta:?}");
+        assert!(meta.contains("1m"), "expected 1m in: {meta:?}");
+    }
+
+    #[test]
+    fn duration_format_floors_whole_units() {
+        let fmt = |secs| format_state_duration(Duration::seconds(secs));
+        assert_eq!(fmt(0), "0s");
+        assert_eq!(fmt(45), "45s");
+        assert_eq!(fmt(59), "59s");
+        assert_eq!(fmt(60), "1m");
+        assert_eq!(fmt(240), "4m");
+        assert_eq!(fmt(3599), "59m");
+        assert_eq!(fmt(3600), "1h");
+        assert_eq!(fmt(7200), "2h");
+    }
+
+    /// The dot and duration carry the activity state's colour; the state word
+    /// is never spelled out (docs/SIDEBAR.md colour table).
+    #[test]
+    fn meta_line_dot_uses_the_contract_colour_per_state() {
+        for (state, expected) in [
+            (ActivityState::Active, Color::Green),
+            (ActivityState::Idle, Color::DarkGray),
+            (ActivityState::AwaitingInput, Color::Yellow),
+            (ActivityState::Error, Color::Red),
+        ] {
+            let mut s = session_named(1, "claude");
+            s.activity = state;
+            s.activity_since = Utc::now() - Duration::seconds(120);
+            let sb = Sidebar {
+                sessions: vec![s],
+                highlight: None,
+                attached: Default::default(),
+            };
+            let buf = draw(&sb, 28, 8);
+            let found = (0..buf.area.height)
+                .any(|y| (0..buf.area.width).any(|x| buf[(x, y)].style().fg == Some(expected)));
+            assert!(found, "expected some cell in fg {expected:?} for {state:?}");
+        }
+    }
+
+    /// Rule 3 of docs/SIDEBAR.md: a dead session always gets a meta line,
+    /// even freshly dead, with the muted `exited` fragment.
+    #[test]
+    fn dead_session_shows_exited_on_its_meta_line() {
+        let mut s = session_named(1, "claude");
+        s.status = SessionStatus::Dead;
+        s.activity_since = Utc::now() - Duration::seconds(5);
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        let idx = all.iter().position(|l| l.contains("claude")).unwrap();
+        assert!(
+            all[idx + 1].contains("exited"),
+            "expected exited fragment in: {:?}",
+            all[idx + 1]
+        );
+    }
+
+    /// The sidebar is narrow: the meta line truncates with `…` and never
+    /// wraps onto a third row (docs/SIDEBAR.md).
+    #[test]
+    fn meta_line_truncates_instead_of_wrapping() {
+        let mut s = session_named(1, "claude");
+        s.activity_since = Utc::now() - Duration::seconds(5);
+        s.blocked_work = Some(InTheWay {
+            uncommitted_files: 120,
+            ..InTheWay::default()
+        });
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        let idx = all.iter().position(|l| l.contains("claude")).unwrap();
+        let meta = content(&all[idx + 1]);
+        assert!(
+            meta.trim_end().ends_with('…'),
+            "truncated meta line must end with …: {meta:?}"
+        );
+        assert!(
+            content(&all[idx + 2]).trim().is_empty(),
+            "meta line must not wrap: {:?}",
+            all[idx + 2]
+        );
+    }
+
+    /// #112: the agent-reported detail sits right after the duration on the
+    /// meta line, in the muted style (docs/SIDEBAR.md).
+    #[test]
+    fn errored_session_shows_its_reported_detail_on_the_meta_line() {
+        let mut s = session_named(1, "claude");
+        s.activity = ActivityState::Error;
+        s.activity_since = Utc::now() - Duration::seconds(90);
+        s.activity_detail = Some("cargo build failed".into());
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 40, 8));
+        let idx = all.iter().position(|l| l.contains("claude")).unwrap();
+        let meta = &all[idx + 1];
+        assert!(meta.contains('●'), "meta line carries the dot: {meta:?}");
+        assert!(
+            meta.contains("1m"),
+            "duration precedes the detail: {meta:?}"
+        );
+        assert!(
+            meta.contains("cargo build failed"),
+            "reported detail must render: {meta:?}"
+        );
+    }
+
+    /// A fresh Error report earns line 2 on its own (contract rule 4), with
+    /// the detail even though no duration has accrued.
+    #[test]
+    fn fresh_errored_session_earns_a_meta_line_for_its_detail() {
+        let mut s = session_named(1, "claude");
+        s.activity = ActivityState::Error;
+        s.activity_since = Utc::now() - Duration::seconds(5);
+        s.activity_detail = Some("waiting for approval".into());
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 40, 8));
+        let idx = all.iter().position(|l| l.contains("claude")).unwrap();
+        assert!(
+            all[idx + 1].contains("waiting for approval"),
+            "detail must render on a fresh report's own meta line: {:?}",
+            all[idx + 1]
+        );
+    }
+
+    /// #112 via docs/SIDEBAR.md: the detail truncates with `…` ahead of the
+    /// trailing fragments — a long detail never pushes blocked work or
+    /// `exited` off the line, and never wraps.
+    #[test]
+    fn long_detail_yields_to_blocked_work_and_exited() {
+        let mut s = session_named(1, "claude");
+        s.status = SessionStatus::Dead;
+        s.activity_since = Utc::now() - Duration::seconds(5);
+        s.activity_detail =
+            Some("an absurdly long error message that cannot possibly fit ".repeat(3));
+        s.blocked_work = Some(InTheWay {
+            unpushed_commits: 2,
+            ..InTheWay::default()
+        });
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 40, 8));
+        let idx = all.iter().position(|l| l.contains("claude")).unwrap();
+        let meta = content(&all[idx + 1]);
+        assert!(meta.contains('…'), "truncated detail ends with …: {meta:?}");
+        assert!(
+            meta.contains("2 unpushed commits"),
+            "blocked work stays on the line: {meta:?}"
+        );
+        assert!(
+            meta.contains("exited"),
+            "exited fragment stays on the line: {meta:?}"
+        );
+        assert!(
+            content(&all[idx + 2]).trim().is_empty(),
+            "meta line must not wrap: {:?}",
+            all[idx + 2]
+        );
+    }
+
+    /// docs/SIDEBAR.md: a payload predating #102 carries an epoch
+    /// `activity_since` and so contributes no duration — a card must not claim
+    /// the session has been idle since 1970. The dot still renders when some
+    /// other trigger puts line 2 on screen.
+    #[test]
+    fn epoch_activity_since_renders_no_duration() {
+        let mut legacy = session_named(1, "claude");
+        legacy.activity_since = DateTime::from_timestamp(0, 0).unwrap();
+        legacy.status = SessionStatus::Dead;
+        let sb = Sidebar {
+            sessions: vec![legacy],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let rendered = render_to_string(&draw(&sb, 40, 8));
+        assert!(
+            rendered.contains("exited"),
+            "dead session must still show line 2:\n{rendered}"
+        );
+        assert!(
+            !rendered.contains('h') || !rendered.contains("● "),
+            "no duration may follow the dot for an epoch stamp:\n{rendered}"
+        );
+        for line in rendered.lines().filter(|l| l.contains('●')) {
+            assert!(
+                !line
+                    .split('●')
+                    .nth(1)
+                    .unwrap_or("")
+                    .trim_start()
+                    .starts_with(char::is_numeric),
+                "duration rendered from an epoch stamp: {line:?}"
+            );
         }
     }
 
@@ -227,8 +681,9 @@ mod tests {
             created_at: Utc::now(),
             foreground: None,
             activity: Default::default(),
-            last_activity_at: chrono::Utc::now(),
-
+            activity_detail: None,
+            last_activity_at: Utc::now(),
+            activity_since: Utc::now(),
             current_cwd: None,
             blocked_work: None,
         };
@@ -237,10 +692,150 @@ mod tests {
             highlight: None,
             attached: Default::default(),
         };
-        let rendered = render_to_string(&sb, 28, 6);
+        let rendered = render_to_string(&draw(&sb, 28, 6));
         assert!(
             rendered.contains("vim"),
             "missing fallback command name:\n{rendered}"
         );
     }
+
+    /// Reversed video makes a card unreadable against a background; cards
+    /// use explicit backgrounds instead (docs/SIDEBAR.md, #108).
+    #[test]
+    fn no_cell_is_ever_reversed() {
+        let mut highlighted = session_named(1, "claude");
+        highlighted.activity_since = Utc::now() - Duration::seconds(120);
+        let sb = Sidebar {
+            sessions: vec![highlighted],
+            highlight: Some(Uuid::from_u128(1)),
+            attached: Default::default(),
+        };
+        let buf = draw(&sb, 28, 8);
+        for y in 0..buf.area.height {
+            for x in 0..buf.area.width {
+                assert!(
+                    !buf[(x, y)]
+                        .style()
+                        .add_modifier
+                        .contains(Modifier::REVERSED),
+                    "reversed video at ({x},{y})"
+                );
+            }
+        }
+    }
+
+    /// The highlighted card gets the focus background; every other card gets
+    /// a card background distinct from the panel's default.
+    #[test]
+    fn cards_use_explicit_backgrounds_with_a_distinct_focus_background() {
+        let one = session_named(1, "claude");
+        let two = session_named(2, "bash");
+        let sb = Sidebar {
+            sessions: vec![one, two],
+            highlight: Some(Uuid::from_u128(1)),
+            attached: Default::default(),
+        };
+        let buf = draw(&sb, 28, 8);
+        let all = rows(&buf);
+        let claude_y = all.iter().position(|l| l.contains("claude")).unwrap();
+        let bash_y = all.iter().position(|l| l.contains("bash")).unwrap();
+
+        assert_eq!(
+            buf[(0, claude_y as u16)].style().bg,
+            Some(Color::Cyan),
+            "focused card must sit on the focus background"
+        );
+        assert_eq!(
+            buf[(0, claude_y as u16)].style().fg,
+            Some(Color::Black),
+            "focused card text must stay readable on cyan"
+        );
+        assert_eq!(
+            buf[(0, bash_y as u16)].style().bg,
+            Some(Color::Black),
+            "unfocused cards must still have a card background"
+        );
+        // The panel itself (header row) stays on the terminal default.
+        assert!(
+            matches!(buf[(0, 0)].style().bg, None | Some(Color::Reset)),
+            "panel must keep the terminal default background"
+        );
+    }
+
+    /// The card background paints the full card width, not just the glyphs.
+    #[test]
+    fn card_background_covers_the_full_card_width() {
+        let s = session_named(1, "claude");
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: None,
+            attached: Default::default(),
+        };
+        let buf = draw(&sb, 28, 8);
+        let y = buf.content.iter().position(|c| c.symbol() == "c").unwrap() as u16 / buf.area.width;
+        for x in 0..27 {
+            assert_eq!(
+                buf[(x, y)].style().bg,
+                Some(Color::Black),
+                "gap in card background at col {x}"
+            );
+        }
+    }
+
+    /// Line 1's actions live on the highlighted row's top-right corner.
+    #[test]
+    fn highlighted_row_anchors_the_actions_top_right() {
+        let sb = Sidebar {
+            sessions: vec![session_named(1, "claude")],
+            highlight: Some(Uuid::from_u128(1)),
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        let line = content(row_containing(&all, "claude"));
+        assert!(
+            line.ends_with("⧉ ✕"),
+            "actions must sit at the right edge: {line:?}"
+        );
+    }
+
+    #[test]
+    fn unhighlighted_rows_show_no_actions() {
+        let one = session_named(1, "claude");
+        let two = session_named(2, "bash");
+        let sb = Sidebar {
+            sessions: vec![one, two],
+            highlight: Some(Uuid::from_u128(1)),
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        let line = row_containing(&all, "bash");
+        assert!(
+            !line.contains('⧉') && !line.contains('✕'),
+            "actions are highlight-only: {line:?}"
+        );
+    }
+
+    /// The name truncates with `…` before it can ever reach the reserved
+    /// action width (docs/SIDEBAR.md — overlap is a defect).
+    #[test]
+    fn name_truncates_before_reaching_the_actions() {
+        let mut s = session_named(1, "claude");
+        if let Some(serde_json::Value::String(name)) = s.metadata.get_mut("name") {
+            *name = "an-unreasonably-long-session-name".into();
+        }
+        let sb = Sidebar {
+            sessions: vec![s],
+            highlight: Some(Uuid::from_u128(1)),
+            attached: Default::default(),
+        };
+        let all = rows(&draw(&sb, 28, 8));
+        let line = row_containing(&all, "an-unreasonably");
+        let name_end = line.find('…').expect("name must truncate with …");
+        let actions_start = line.find('⧉').expect("actions must still render");
+        assert!(name_end < actions_start, "name overlaps actions: {line:?}");
+        assert!(
+            line.split_at(actions_start).0.ends_with(' '),
+            "no gap before the actions: {line:?}"
+        );
+    }
 }

crates/maestro/src/main.rs

@@ -55,6 +55,9 @@ enum Command {
     /// Kill a session by ID.
     #[cfg(feature = "cli")]
     Kill(maestro_cli::cli::KillArgs),
+    /// Install or update the agent activity hook (#106).
+    #[cfg(feature = "cli")]
+    Hooks(maestro_cli::cli::HooksArgs),
     /// Per-host daemon: tmux wrapper + session API.
     #[cfg(feature = "daemon")]
     Daemon {
@@ -123,6 +126,15 @@ async fn dispatch(cli: Cli) -> Result<(), Box<dyn std::error::Error>> {
             )
             .await?
         }
+        #[cfg(feature = "cli")]
+        Command::Hooks(args) => {
+            maestro_cli::dispatch(
+                maestro_cli::cli::Command::Hooks(args),
+                cli.config,
+                cli.daemon_url,
+            )
+            .await?
+        }
         #[cfg(feature = "daemon")]
         Command::Daemon { cmd } => maestro_daemon::cli::dispatch(cli.config, cmd).await?,
         #[cfg(feature = "tui")]
@@ -157,7 +169,11 @@ fn init_tracing(cli: &Cli) {
 fn is_cli_subcommand(command: &Command) -> bool {
     matches!(
         command,
-        Command::List(_) | Command::Spawn(_) | Command::Attach(_) | Command::Kill(_)
+        Command::List(_)
+            | Command::Spawn(_)
+            | Command::Attach(_)
+            | Command::Kill(_)
+            | Command::Hooks(_)
     )
 }
 

docs/SIDEBAR.md

@@ -0,0 +1,133 @@
+# SIDEBAR.md — the session card contract
+
+One rule for how a session is rendered as a card in the sidebar, so the web
+sidebar (#107) and the TUI sidebar (#108) describe a session the same way.
+Read this before changing either. Both clients implement exactly what is
+written here; if it needs to change, change it here first.
+
+A card has **line 1** always and **line 2** only when line 2 has something to
+say.
+
+## Line 1 — name + actions
+
+- Left: the session name — `metadata.name` if present, else the command line
+  (same fallback both clients already use).
+- Right: two actions anchored to the top-right corner: **spawn similar**
+  (`⧉`) and **kill** (`✕`). In the TUI these are keyboard affordances shown on
+  the highlighted row; in the web they are buttons. The glyphs are shared so
+  muscle memory transfers.
+- Actions reserve their fixed width; the name truncates with `…` before it can
+  ever reach them. **Overlap between the name and the actions is a defect** —
+  that overlap is what started this milestone.
+
+Line 1 carries no badges. The `⚠ blocked work` badge (#83) and the `exited`
+badge move off this row into line 2.
+
+## Line 2 — meta line (adaptive)
+
+Rendered only when at least one of these holds:
+
+1. The session has been held in its current activity state longer than
+   **30 seconds** (`activity_since` from #102). A freshly-active session
+   stays one line.
+2. Its worktree holds blocked work: `blocked_work` is `Some` and not clear
+   (`InTheWay::is_clear()`), rendered in `formatInTheWay`'s phrasing on web
+   and as `⚠ <summary>` on the TUI.
+3. It has exited: `status == Dead`.
+4. An agent-reported state (#105) of `Error` is in force (see Precedence).
+
+Otherwise line 2 is absent — never an empty placeholder row.
+
+When present, line 2 reads left to right:
+
+```
+<dot> <duration> [<detail>] [<blocked work> | exited] [<command>]
+```
+
+`<dot>` is a single filled glyph (`●` on both clients) carrying the activity
+state's colour, and `<duration>` follows in the same colour. There is no state
+word and no second badge: the dot exists so the state is still legible when a
+row is dimmed or the terminal renders the duration in the default fg. The dot
+and duration are unconditional parts of line 2; the bracketed fragments appear
+only when their trigger holds. A payload that predates #102 (no usable
+`activity_since`) contributes no duration — the dot still renders.
+
+`<detail>` is an agent-reported string (#105) — e.g. why a session is in
+`Error`. It sits right after the duration, in the muted style, and shows only
+while an agent-reported state is in force (see Precedence): when the report
+lapses at its TTL or is replaced, the detail goes with it. The detail
+truncates with `…` ahead of the trailing fragments — a long detail never
+pushes `<blocked work>`, `exited`, or `<command>` off the line, and neither
+client ever lets it wrap.
+
+`<command>` is optional and muted: the session's command line, shown only when
+the rendered name came from `metadata.name` and differs from the command (the
+web has always surfaced this; the TUI may omit it).
+
+## Colour per activity state
+
+The state word is never spelled out — the colour carries it.
+
+| Activity state   | Web token | ratatui colour    |
+| ---------------- | --------- | ----------------- |
+| `Active`         | `--live`  | `Color::Green`    |
+| `Idle`           | `--muted` | `Color::DarkGray` |
+| `AwaitingInput`  | `--warn`  | `Color::Yellow`   |
+| `Error`          | `--danger`| `Color::Red`      |
+
+Web tokens resolve per theme automatically (`styles.css` defines dark, light,
+and `prefers-color-scheme` variants for each). The TUI uses the plain ratatui
+named colours above; do not introduce RGB values or a new palette module for
+this.
+
+The duration text inherits its state's colour; the blocked-work, exited and
+command fragments use the muted colour (`--faint` / default style), since the
+⚠ glyph already signals severity.
+
+## Duration format
+
+Time spent in the **current activity state**, sourced from `activity_since`
+(#102) — *not* time since spawn, and *not* time since last PTY output
+(`last_activity_at`). Both clients compute it identically:
+
+- `< 60s` → whole seconds, floored: `30s`
+- `< 60m` → whole minutes, floored: `4m`
+- `≥ 60m` → whole hours, floored: `2h`
+
+No days unit, no seconds inside minutes, no rounding up. Floor everywhere so
+the counter never shows a duration the state hasn't actually reached yet.
+Clock granularity: re-render at least once every 30s while visible so the
+cutover points land within one tick.
+
+## Precedence
+
+An agent-reported `ActivityState` (#105) overrides the daemon's inference for
+**five minutes** (the TTL is fixed by the daemon; re-reporting extends it).
+When the TTL expires, inference resumes and the session's reported detail —
+if any — clears with the report. Clients never blend the two: whichever source
+is in force supplies both the colour and the clock for `activity_since`.
+
+Two rulings specific to a reported `Error` (#114):
+
+- **The five-minute TTL applies to `Error` like to any other state.** A
+  session that failed is still failed after five minutes, but a card pinned
+  red forever lies once the session moves on; when the report lapses the card
+  returns to the daemon's own inference — usually `Idle` for a session that
+  has gone quiet.
+- **Only a new report clears an `Error` before its TTL.** The next
+  `ActivityState` of any kind replaces it (with #106's hook that is typically
+  `PreToolUse` → `Active` when the user prompts again). PTY output and
+  process changes do not clear it — only the agent itself may withdraw what
+  the agent itself reported. Re-reporting `Error` extends the TTL rather than
+  stacking reports.
+
+If a client receives an `ActivityState` variant it does not know, it must not
+fail rendering: treat it as `Idle` (neutral/dim, line-2 rules apply as usual)
+until the daemon sends a variant it does know. Rust clients deserialize
+activity leniently for the same reason.
+
+Leniency runs one way only. It covers a client *reading* a newer daemon, where
+dropping the whole session would be worse than dimming one card. A report
+arriving at `POST /api/sessions/:id/activity` is parsed strictly and an unknown
+state is a 4xx: an agent posting a state the daemon does not know is a bug in
+the agent, and answering 204 would hide it.

web/src/activity.test.ts

@@ -0,0 +1,101 @@
+import { describe, expect, it } from "vitest";
+
+import {
+  activityColorSlug,
+  activityDurationLabel,
+  activityHeldMs,
+  showsMetaLine,
+} from "./activity.js";
+import type { Session } from "./types.js";
+
+describe("activityHeldMs", () => {
+  it("measures time spent in the current state", () => {
+    const now = Date.now();
+    const since = new Date(now - 90_000).toISOString();
+    expect(activityHeldMs(since, now)).toBe(90_000);
+  });
+
+  it("returns null for payloads that predate #102 (epoch default)", () => {
+    expect(activityHeldMs(undefined, Date.now())).toBeNull();
+    expect(activityHeldMs(new Date(0).toISOString(), Date.now())).toBeNull();
+  });
+
+  it("returns null for unparseable timestamps", () => {
+    expect(activityHeldMs("not-a-time", Date.now())).toBeNull();
+  });
+
+  it("never goes negative", () => {
+    const now = Date.now();
+    expect(activityHeldMs(new Date(now + 5_000).toISOString(), now)).toBe(0);
+  });
+});
+
+describe("activityDurationLabel (#102)", () => {
+  it("floors whole seconds under a minute", () => {
+    expect(activityDurationLabel(30_400)).toBe("30s");
+    expect(activityDurationLabel(59_900)).toBe("59s");
+  });
+
+  it("floors whole minutes under an hour", () => {
+    expect(activityDurationLabel(60_000)).toBe("1m");
+    expect(activityDurationLabel(4 * 60_000 + 59_999)).toBe("4m");
+  });
+
+  it("floors whole hours from an hour up, with no days unit", () => {
+    expect(activityDurationLabel(60 * 60_000)).toBe("1h");
+    expect(activityDurationLabel(2 * 3_600_000 + 59 * 60_000 + 59_999)).toBe("2h");
+    expect(activityDurationLabel(26 * 3_600_000)).toBe("26h");
+  });
+});
+
+describe("activityColorSlug", () => {
+  it("maps each known state to its contract slug", () => {
+    expect(activityColorSlug("Active")).toBe("active");
+    expect(activityColorSlug("Idle")).toBe("idle");
+    expect(activityColorSlug("AwaitingInput")).toBe("awaiting-input");
+    expect(activityColorSlug("Error")).toBe("error");
+  });
+
+  it("treats an unknown variant as idle so rendering never fails", () => {
+    expect(activityColorSlug("Teleported")).toBe("idle");
+  });
+});
+
+function session(overrides: Partial<Session>): Session {
+  return {
+    id: "11111111-2222-3333-4444-555555555555",
+    cwd: "/home/naps/tea/maestro",
+    command: "claude",
+    env: {},
+    metadata: {},
+    status: "Running",
+    created_at: "2026-08-24T10:00:00Z",
+    activity: "Active",
+    ...overrides,
+  };
+}
+
+describe("showsMetaLine", () => {
+  const fresh = new Date(Date.now() - 10_000).toISOString();
+
+  it("stays hidden for a freshly-active session", () => {
+    expect(showsMetaLine(session({ activity_since: fresh }))).toBe(false);
+  });
+
+  it("appears once the state has been held past 30 seconds", () => {
+    const held = new Date(Date.now() - 31_000).toISOString();
+    expect(showsMetaLine(session({ activity_since: held }))).toBe(true);
+  });
+
+  it("appears for blocked work, exited sessions and reported errors", () => {
+    expect(
+      showsMetaLine(session({ activity_since: fresh, blocked_work: { uncommitted_files: 1 } })),
+    ).toBe(true);
+    expect(showsMetaLine(session({ activity_since: fresh, status: "Dead" }))).toBe(true);
+    expect(showsMetaLine(session({ activity_since: fresh, activity: "Error" }))).toBe(true);
+  });
+
+  it("needs no activity timestamp when another trigger holds", () => {
+    expect(showsMetaLine(session({ activity_since: undefined, status: "Dead" }))).toBe(true);
+  });
+});

web/src/activity.ts

@@ -0,0 +1,56 @@
+// docs/SIDEBAR.md: the session card's meta line — activity colour mapping and
+// the shared duration format. Both clients compute it identically; the TUI
+// mirrors this in crates/maestro-tui.
+
+import type { ActivityState, IsoTimestamp, Session } from "./types.js";
+import { sessionBlockers } from "./types.js";
+
+/** A state held shorter than this keeps the card to one line (contract rule 1). */
+const META_LINE_MIN_HOLD_MS = 30_000;
+
+// Payloads predating #102 default `activity_since` to the Unix epoch; anything
+// implausibly old is treated as "never observed" rather than a huge duration.
+const PLAUSIBLE_EPOCH_MS = Date.UTC(2010, 0, 1);
+
+export function activityHeldMs(since: IsoTimestamp | undefined, now: number): number | null {
+  if (!since) return null;
+  const t = Date.parse(since);
+  if (Number.isNaN(t) || t < PLAUSIBLE_EPOCH_MS) return null;
+  return Math.max(0, now - t);
+}
+
+/** `<60s` → whole seconds, `<60m` → whole minutes, else whole hours. Floored
+ *  everywhere so the counter never shows a duration the state hasn't reached. */
+export function activityDurationLabel(heldMs: number): string {
+  const s = Math.floor(heldMs / 1000);
+  if (s < 60) return `${s}s`;
+  const m = Math.floor(s / 60);
+  if (m < 60) return `${m}m`;
+  return `${Math.floor(m / 60)}h`;
+}
+
+/** CSS hook for the state's colour (`styles.css` maps slugs to tokens). An
+ *  unknown variant degrades to idle so rendering never fails (Precedence). */
+export function activityColorSlug(state: ActivityState | string): string {
+  switch (state) {
+    case "Active":
+      return "active";
+    case "AwaitingInput":
+      return "awaiting-input";
+    case "Error":
+      return "error";
+    default:
+      return "idle";
+  }
+}
+
+/** Line 2 renders only when at least one contract trigger holds. */
+export function showsMetaLine(s: Session, now: number = Date.now()): boolean {
+  const held = activityHeldMs(s.activity_since, now);
+  return (
+    (held !== null && held >= META_LINE_MIN_HOLD_MS) ||
+    sessionBlockers(s) !== null ||
+    s.status === "Dead" ||
+    s.activity === "Error"
+  );
+}

web/src/catalog.test.ts

@@ -104,3 +104,154 @@ describe("blocked-work indicator (#83)", () => {
     expect(confirmations).toEqual(['Kill session "claude"?']);
   });
 });
+
+describe("agent-reported detail (#112)", () => {
+  const ago = (ms: number): string => new Date(Date.now() - ms).toISOString();
+
+  it("renders the reported detail right after the duration on line 2", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000020",
+      status: "Dead",
+      activity: "Error",
+      activity_since: ago(90_000),
+      activity_detail: "cargo build failed",
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    const line2 = rowFor(el, s.id)?.querySelector<HTMLElement>(".card-line2");
+    expect(line2?.querySelector(".activity-detail")?.textContent).toBe("cargo build failed");
+    const order = [...line2!.children].map((c) => c.className);
+    expect(order.indexOf("activity-detail")).toBeGreaterThan(order.indexOf("activity-duration"));
+    expect(order.indexOf("activity-detail")).toBeLessThan(
+      order.findIndex((c) => c.startsWith("card-flag")),
+    );
+  });
+
+  it("omits the detail when no report is in force", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000021",
+      activity: "Active",
+      activity_since: ago(90_000),
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    expect(rowFor(el, s.id)?.querySelector(".activity-detail")).toBeNull();
+  });
+});
+
+describe("session cards (#107)", () => {
+  const ago = (ms: number): string => new Date(Date.now() - ms).toISOString();
+
+  it("keeps the name and the actions in the same flow line, actions reserving their width", () => {
+    const s = session({ id: "aaaaaaaa-0000-0000-0000-000000000010" });
+    const el = renderSidebar(storeWith([s])).el;
+    const line1 = rowFor(el, s.id)?.querySelector<HTMLElement>(".card-line1");
+    expect(line1).not.toBeNull();
+    // Same flex line ⇒ the name truncates before it can ever reach the buttons.
+    expect(line1?.querySelector(".leaf-name")).not.toBeNull();
+    expect(line1?.querySelector(".leaf-actions")).toBe(line1?.lastElementChild);
+  });
+
+  it("stays a single line while freshly active", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000011",
+      activity: "Active",
+      activity_since: ago(5_000),
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    expect(rowFor(el, s.id)?.querySelector(".card-line2")).toBeNull();
+  });
+
+  it("shows dot + floored duration once the state has been held past 30s", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000012",
+      activity: "Active",
+      activity_since: ago(4 * 60_000 + 30_000),
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    const line2 = rowFor(el, s.id)?.querySelector<HTMLElement>(".card-line2");
+    expect(line2?.dataset.activity).toBe("active");
+    expect(line2?.querySelector(".activity-dot")).not.toBeNull();
+    expect(line2?.querySelector(".activity-duration")?.textContent).toBe("4m");
+  });
+
+  it("maps each activity state to its contract slug", () => {
+    const mk = (id: string, activity: string) =>
+      session({
+        id,
+        activity: activity as Session["activity"],
+        status: "Running",
+        activity_since: ago(90_000),
+      });
+    const idle = mk("aaaaaaaa-0000-0000-0000-000000000013", "Idle");
+    const wait = mk("aaaaaaaa-0000-0000-0000-000000000014", "AwaitingInput");
+    const error = mk("aaaaaaaa-0000-0000-0000-000000000015", "Error");
+    const el = renderSidebar(storeWith([idle, wait, error])).el;
+    expect(rowFor(el, idle.id)?.querySelector(".card-line2")?.getAttribute("data-activity")).toBe(
+      "idle",
+    );
+    expect(rowFor(el, wait.id)?.querySelector(".card-line2")?.getAttribute("data-activity")).toBe(
+      "awaiting-input",
+    );
+    expect(rowFor(el, error.id)?.querySelector(".card-line2")?.getAttribute("data-activity")).toBe(
+      "error",
+    );
+  });
+
+  it("treats an unknown activity variant as idle instead of failing to render", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000016",
+      activity: "Teleported" as Session["activity"],
+      activity_since: ago(120_000),
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    const line2 = rowFor(el, s.id)?.querySelector(".card-line2");
+    expect(line2?.getAttribute("data-activity")).toBe("idle");
+    expect(line2?.querySelector(".activity-duration")?.textContent).toBe("2m");
+  });
+
+  it("moves blocked work onto line 2 in the shared phrasing", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000017",
+      blocked_work: { uncommitted_files: 3, unpushed_commits: 2 },
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    const line2 = rowFor(el, s.id)?.querySelector<HTMLElement>(".card-line2");
+    expect(line2?.textContent).toContain("⚠");
+    expect(line2?.textContent).toContain("3 uncommitted files, 2 unpushed commits");
+    // Line 1 carries no badges.
+    expect(rowFor(el, s.id)?.querySelector(".leaf-badge")).toBeNull();
+  });
+
+  it("shows exited on line 2 for dead sessions", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000018",
+      status: "Dead",
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    const line2 = rowFor(el, s.id)?.querySelector<HTMLElement>(".card-line2");
+    expect(line2?.textContent).toContain("exited");
+  });
+
+  it("carries the state word only in tooltips and aria labels, never as text", () => {
+    const s = session({
+      id: "aaaaaaaa-0000-0000-0000-000000000019",
+      command: "claude",
+      metadata: { name: "worker" },
+      activity: "AwaitingInput",
+      activity_since: ago(90_000),
+    });
+    const el = renderSidebar(storeWith([s])).el;
+    const row = rowFor(el, s.id) as HTMLElement;
+    const dot = row.querySelector<HTMLElement>(".activity-dot");
+    expect(dot?.getAttribute("title")).toContain("Awaiting input");
+    expect(dot?.getAttribute("aria-label")).toContain("Awaiting input");
+    expect(row.textContent).not.toMatch(/awaiting.?input/i);
+  });
+
+  it("keeps the attach navigation and depth indentation", () => {
+    const s = session({ id: "aaaaaaaa-0000-0000-0000-00000000001a" });
+    const el = renderSidebar(storeWith([s])).el;
+    const row = rowFor(el, s.id) as HTMLAnchorElement;
+    expect(row.getAttribute("href")).toBe("#/attach/aaaaaaaa-0000-0000-0000-00000000001a");
+    expect(row.style.paddingLeft).toMatch(/^\d+(\.\d+)?px$/);
+  });
+});

web/src/catalog.ts

@@ -4,6 +4,7 @@ import { HUD_TOGGLE_EVENT, isHudEnabled, toggleHud } from "./debug.js";
 import { CatalogStore } from "./events.js";
 import type { Session } from "./types.js";
 import { abbreviateFolderName, formatInTheWay, sessionBlockers, sessionName } from "./types.js";
+import { activityColorSlug, activityDurationLabel, activityHeldMs, showsMetaLine } from "./activity.js";
 import type { TreeNode } from "./tree.js";
 import { buildTree } from "./tree.js";
 import { createThemeToggle } from "./theme.js";
@@ -17,6 +18,44 @@ export function requestOpenSpawn(): void {
 
 const collapsed = new Set<string>();
 
+// docs/SIDEBAR.md: the state word is never rendered — the dot's colour carries
+// it. It survives only in tooltips/aria labels so meaning is not colour-only.
+const STATE_WORDS: Record<string, string> = {
+  active: "Active",
+  idle: "Idle",
+  "awaiting-input": "Awaiting input",
+  error: "Error",
+};
+
+function metaLine(s: Session, now: number): string {
+  const name = sessionName(s);
+  const dead = s.status === "Dead";
+  const blockers = sessionBlockers(s);
+  const slug = activityColorSlug(s.activity ?? "Idle");
+  const stateWord = STATE_WORDS[slug] ?? STATE_WORDS.idle;
+  const held = activityHeldMs(s.activity_since, now);
+  const duration = held !== null ? activityDurationLabel(held) : null;
+  // The directory is the enclosing folder, so only surface the command — and
+  // only when it isn't already what the name shows.
+  const showCmd = s.command !== name;
+
+  const fragments = [
+    `<span class="activity-dot" role="img" title="${escapeHtml(stateWord)}" aria-label="${escapeHtml(stateWord)}"></span>`,
+    duration ? `<span class="activity-duration">${duration}</span>` : "",
+    s.activity_detail
+      ? `<span class="activity-detail">${escapeHtml(s.activity_detail)}</span>`
+      : "",
+    blockers
+      ? `<span class="card-flag leaf-blocked" title="Kill will be refused unless forced">⚠ ${escapeHtml(formatInTheWay(blockers))}</span>`
+      : "",
+    dead ? `<span class="card-flag">exited</span>` : "",
+    showCmd
+      ? `<span class="card-flag leaf-cmd" title="${escapeHtml(s.command)}">${escapeHtml(s.command)}</span>`
+      : "",
+  ];
+  return `<span class="card-line2" data-activity="${slug}">${fragments.join("")}</span>`;
+}
+
 function renderNode(node: TreeNode, depth: number): HTMLElement {
   if (node.kind === "folder") {
     const wrap = document.createElement("div");
@@ -52,30 +91,34 @@ function renderNode(node: TreeNode, depth: number): HTMLElement {
   }
 
   const s = node.session;
+  const now = Date.now();
   const row = document.createElement("a");
-  row.className = "tree-leaf";
+  row.className = "tree-leaf session-card";
   row.href = `#/attach/${encodeURIComponent(s.id)}`;
   row.style.paddingLeft = `${depth * 16 + 8}px`;
   row.dataset.sessionId = s.id;
   const running = s.status === "Running";
   row.dataset.status = running ? "running" : "dead";
   const name = sessionName(s);
-  row.setAttribute("aria-label", `${name}, ${running ? "running" : "exited"}`);
-  // The directory is the enclosing folder, so only surface the command — and
-  // only when it isn't already what the name shows.
-  const showCmd = s.command !== name;
-  // #83: warn on the row itself, in `formatInTheWay`'s shared phrasing, so
-  // "this will be refused" is visible before the kill is attempted.
-  const blockers = sessionBlockers(s);
+  const stateWord =
+    STATE_WORDS[activityColorSlug(s.activity ?? "Idle")] ?? STATE_WORDS.idle;
+  row.setAttribute(
+    "aria-label",
+    `${name}, ${running ? "running" : "exited"}, ${stateWord}`,
+  );
+  // docs/SIDEBAR.md line 1: name + top-right actions in the same flow line —
+  // the actions reserve their width, so the name truncates before it can ever
+  // reach them. Line 2 renders only when a contract trigger holds.
+  const showMeta = showsMetaLine(s, now);
   row.innerHTML = `
-    <span class="leaf-name">${escapeHtml(name)}</span>
-    ${showCmd ? `<span class="leaf-meta"><span class="leaf-cmd">${escapeHtml(s.command)}</span></span>` : ""}
-    ${running ? "" : `<span class="leaf-badge">exited</span>`}
-    ${blockers ? `<span class="leaf-badge leaf-blocked" title="Kill will be refused unless forced">⚠ ${escapeHtml(formatInTheWay(blockers))}</span>` : ""}
-    <span class="leaf-actions">
-      <button class="leaf-act leaf-clone" type="button" title="Spawn similar" aria-label="Spawn similar to ${escapeHtml(name)}">⧉</button>
-      <button class="leaf-act leaf-kill" type="button" title="Kill session" aria-label="Kill ${escapeHtml(name)}">✕</button>
+    <span class="card-line1">
+      <span class="leaf-name">${escapeHtml(name)}</span>
+      <span class="leaf-actions">
+        <button class="leaf-act leaf-clone" type="button" title="Spawn similar" aria-label="Spawn similar to ${escapeHtml(name)}">⧉</button>
+        <button class="leaf-act leaf-kill" type="button" title="Kill session" aria-label="Kill ${escapeHtml(name)}">✕</button>
+      </span>
     </span>
+    ${showMeta ? metaLine(s, now) : ""}
   `;
   const similarBtn = row.querySelector(".leaf-clone") as HTMLButtonElement;
   similarBtn.addEventListener("click", (ev) => {
@@ -395,6 +438,13 @@ export function renderSidebar(store: CatalogStore, opts: SidebarOptions = {}): S
 
   const unsubscribe = store.subscribe(refresh);
 
+  // Contract granularity: re-render at least every 30s while visible so the
+  // duration cutover points land within one tick.
+  const clock = setInterval(() => {
+    if (document.visibilityState !== "visible") return;
+    refresh();
+  }, 30_000);
+
   return {
     el,
     setActive(id: string | null) {
@@ -410,6 +460,7 @@ export function renderSidebar(store: CatalogStore, opts: SidebarOptions = {}): S
       applyHighlights();
     },
     dispose() {
+      clearInterval(clock);
       document.removeEventListener("catalog-rerender", rerenderHandler);
       unsubscribe();
     },

web/src/kit.ts

@@ -59,20 +59,28 @@ function leafRow(opts: {
   status: "running" | "dead";
   active?: boolean;
   indent?: number;
+  activity?: "active" | "idle" | "awaiting-input" | "error";
+  duration?: string;
 }): HTMLElement {
-  const row = h("a", "tree-leaf");
+  const row = h("a", "tree-leaf session-card");
   (row as HTMLAnchorElement).href = "#/kit";
   row.dataset.status = opts.status;
   if (opts.active) row.classList.add("is-active");
   row.style.paddingLeft = `${(opts.indent ?? 0) * 16 + 8}px`;
+  const flags = [
+    opts.status === "dead" ? `<span class="card-flag">exited</span>` : "",
+    opts.cmd !== opts.name ? `<span class="card-flag leaf-cmd">${opts.cmd}</span>` : "",
+  ].join("");
   row.innerHTML = `
-    <span class="leaf-name">${opts.name}</span>
-    ${opts.cmd !== opts.name ? `<span class="leaf-meta"><span class="leaf-cmd">${opts.cmd}</span></span>` : ""}
-    ${opts.status === "dead" ? `<span class="leaf-badge">exited</span>` : ""}
-    <span class="leaf-actions">
-      <button class="leaf-act leaf-clone" type="button" title="Spawn similar" aria-label="Spawn similar to ${opts.name}">⧉</button>
-      <button class="leaf-act leaf-kill" type="button" title="Kill session" aria-label="Kill ${opts.name}">✕</button>
-    </span>`;
+    <span class="card-line1">
+      <span class="leaf-name">${opts.name}</span>
+      <span class="leaf-actions">
+        <button class="leaf-act leaf-clone" type="button" title="Spawn similar">⧉</button>
+        <button class="leaf-act leaf-kill" type="button" title="Kill session">✕</button>
+      </span>
+    </span>
+    ${opts.activity ? `<span class="card-line2" data-activity="${opts.activity}"><span class="activity-dot" title="${opts.activity}"></span><span class="activity-duration">${opts.duration ?? ""}</span>${flags}</span>` : ""}
+  `;
   return row;
 }
 
@@ -190,14 +198,17 @@ export function renderKit(): HTMLElement {
   // --- chips & badges ---
   {
     const { el, body } = section("Chips & badges", "Status-bearing pills and counts.");
+    const activeLine = h(
+      "span",
+      "card-line2",
+      `<span class="activity-dot"></span><span class="activity-duration">4m</span>`,
+    );
+    activeLine.setAttribute("data-activity", "active");
     body.append(
       specimen("session-tally", h("span", "session-tally", "6 sessions · 5 live")),
       specimen("folder-count", h("span", "folder-count", "4")),
-      specimen("leaf-badge", h("span", "leaf-badge", "exited")),
-      specimen(
-        "attach-state · open",
-        h("span", "attach-state", "live"),
-      ),
+      specimen("card-line2 · active", activeLine),
+      specimen("attach-state · open", h("span", "attach-state", "live")),
     );
     (body.lastElementChild?.querySelector(".attach-state") as HTMLElement)?.setAttribute(
       "data-state",
@@ -215,19 +226,56 @@ export function renderKit(): HTMLElement {
   {
     const { el, body } = section(
       "Session rows — nested by host, then directory",
-      "The working directory (home collapsed to ~) is the nesting, and single-child chains fold into one node like ~/git/maestro. “Alive” is a faint row wash; exited rows recede with a badge; the open session is highlighted.",
+      "docs/SIDEBAR.md cards: line 1 is name + top-right actions (the name truncates before it can reach them); line 2 only when there's something to say — dot + duration in the state's colour, then blocked-work / exited fragments.",
     );
     const list = h("div", "kit-tree");
     list.append(
       folderHeader("~/git/maestro", 3, 0),
       folderHeader("web", 2, 1),
       leafRow({ name: "redesign", cmd: "claude", status: "running", indent: 2 }),
-      leafRow({ name: "dev-server", cmd: "vite dev", status: "running", indent: 2, active: true }),
+      leafRow({
+        name: "dev-server",
+        cmd: "vite dev",
+        status: "running",
+        indent: 2,
+        active: true,
+        activity: "active",
+        duration: "4m",
+      }),
       folderHeader("crates/daemon", 1, 1),
-      leafRow({ name: "daemon-work", cmd: "claude", status: "running", indent: 2 }),
+      leafRow({
+        name: "daemon-work",
+        cmd: "claude",
+        status: "running",
+        indent: 2,
+        activity: "awaiting-input",
+        duration: "12s",
+      }),
+      leafRow({
+        name: "flaky-agent",
+        cmd: "claude",
+        status: "running",
+        indent: 2,
+        activity: "error",
+        duration: "2h",
+      }),
       folderHeader("~/work/acme", 2, 0),
-      leafRow({ name: "billing-api", cmd: "claude", status: "running", indent: 1 }),
-      leafRow({ name: "scratch", cmd: "bash", status: "dead", indent: 1 }),
+      leafRow({
+        name: "billing-api",
+        cmd: "claude",
+        status: "running",
+        indent: 1,
+        activity: "idle",
+        duration: "26m",
+      }),
+      leafRow({
+        name: "scratch",
+        cmd: "bash",
+        status: "dead",
+        indent: 1,
+        activity: "idle",
+        duration: "5h",
+      }),
       leafRow({ name: "monitor", cmd: "btop", status: "running", indent: 0 }),
     );
     body.classList.add("kit-tree-host");

web/src/styles.css

@@ -787,60 +787,96 @@ textarea {
   font-weight: 400;
 }
 
+/* #107: session cards per docs/SIDEBAR.md — line 1 (name + top-right actions)
+   always, line 2 (meta) only when it has something to say. */
+.tree-leaf.session-card {
+  flex-direction: column;
+  align-items: stretch;
+  gap: 1px;
+}
+
+.card-line1 {
+  display: flex;
+  align-items: center;
+  gap: var(--sp-2);
+  min-width: 0;
+}
+
 .leaf-name {
   font-weight: 500;
   font-size: var(--fs-13);
-  flex: 0 1 auto;
-  overflow: hidden;
-  text-overflow: ellipsis;
-  white-space: nowrap;
-}
-
-.leaf-meta {
-  font-size: var(--fs-11);
-  color: var(--muted);
-  margin-left: auto;
-  padding-left: var(--sp-2);
+  /* Grows to push the actions to the right edge but shrinks first, so the name
+     truncates before it can ever reach them — overlap is a defect (#107). */
+  flex: 1 1 auto;
   min-width: 0;
-  flex: 0 1 auto;
   overflow: hidden;
   text-overflow: ellipsis;
   white-space: nowrap;
-  display: inline-flex;
-  align-items: baseline;
+}
+
+/* Line 2 — dot + duration in the state's colour, then muted fragments. The
+   state word itself is never spelled out here; the colour carries it. */
+.card-line2 {
+  display: flex;
+  align-items: center;
   gap: var(--sp-2);
-}
-
-.leaf-cmd {
-  color: var(--muted);
-  overflow: hidden;
-  text-overflow: ellipsis;
-  white-space: nowrap;
-}
-
-.leaf-badge {
   font-size: var(--fs-11);
-  letter-spacing: 0.02em;
-  text-transform: uppercase;
+  min-width: 0;
   color: var(--muted);
-  border: 1px solid var(--border);
-  border-radius: var(--r-pill);
-  padding: 1px 8px;
+}
+
+.card-line2[data-activity="active"] {
+  color: var(--live);
+}
+.card-line2[data-activity="idle"] {
+  color: var(--muted);
+}
+.card-line2[data-activity="awaiting-input"] {
+  color: var(--warn);
+}
+.card-line2[data-activity="error"] {
+  color: var(--danger);
+}
+
+.activity-dot {
+  width: 7px;
+  height: 7px;
+  border-radius: 50%;
+  background: currentColor;
   flex: 0 0 auto;
 }
 
-/* #83: the session row's blocked-work warning — an unforced kill will be
-   refused, and the operator should see that before pressing the button. */
-.leaf-badge.leaf-blocked {
-  color: var(--warn, #b45309);
-  border-color: var(--warn, #b45309);
+.activity-duration {
+  color: inherit;
+  flex: 0 0 auto;
 }
 
+/* Agent-reported detail (#112): sits after the duration, shrinks with an
+   ellipsis so it never pushes the trailing fragments off the line. */
+.activity-detail {
+  color: var(--faint);
+  flex: 0 1 auto;
+  min-width: 0;
+  overflow: hidden;
+  text-overflow: ellipsis;
+  white-space: nowrap;
+}
+
+/* Blocked-work / exited / command fragments recede: the ⚠ glyph already
+   signals severity and "exited" dims with the row. */
+.card-flag {
+  color: var(--faint);
+  min-width: 0;
+  overflow: hidden;
+  text-overflow: ellipsis;
+  white-space: nowrap;
+}
+
+/* Actions live in line 1's flow at its right edge — never overlaid on the
+   name (#107). They reserve their width even while hover-faded. */
 .leaf-actions {
-  position: absolute;
-  right: var(--sp-1);
-  top: 50%;
-  transform: translateY(-50%);
+  flex: 0 0 auto;
+  margin-left: auto;
   display: inline-flex;
   gap: 2px;
 }

web/src/types.ts

@@ -9,8 +9,9 @@ export type IsoTimestamp = string;
 export type SessionStatus = "Running" | "Dead";
 
 /** Daemon-inferred activity dimension, orthogonal to `SessionStatus` (NAP-340).
- * Absent on payloads from daemons that predate the field. */
-export type ActivityState = "Active" | "Idle" | "AwaitingInput";
+ * Absent on payloads from daemons that predate the field. `Error` is only set
+ * when an agent reports failure (#105); the daemon never infers it. */
+export type ActivityState = "Active" | "Idle" | "AwaitingInput" | "Error";
 
 export interface Session {
   id: Uuid;
@@ -25,8 +26,17 @@ export interface Session {
   foreground?: string | null;
   /** Inferred activity. Defaults to `Idle` on the wire when omitted. */
   activity?: ActivityState;
+  /** Short human string an agent reported alongside its state (#105) — e.g.
+   * why it is in `Error`. Shown on a sidebar card's meta line while the
+   * report is in force; cleared when the report lapses or is replaced. */
+  activity_detail?: string | null;
   /** Wall-clock of the most recent observed PTY output (NAP-340). */
   last_activity_at?: IsoTimestamp;
+  /** Wall-clock of when the session entered its current `activity` state
+   * (#102) — distinct from `last_activity_at`, which only tracks PTY output.
+   * Defaults to the Unix epoch on payloads from daemons that predate the
+   * field. */
+  activity_since?: IsoTimestamp;
   /** The pane's *current* working directory, as the daemon's activity watcher
    * observed it (`#{pane_current_path}`) — distinct from `cwd` (the spawn dir).
    * Drives the directory-based session tree. Absent until first observed. */