diff --git a/crates/maestro-tui/src/action.rs b/crates/maestro-tui/src/action.rs
index 25e8e70..32ad7d5 100644
--- a/crates/maestro-tui/src/action.rs
+++ b/crates/maestro-tui/src/action.rs
@@ -60,6 +60,10 @@ pub enum Action {
     /// byte to the focused pane instead of opening the command bar, giving
     /// readline's kill-to-end-of-line back.
     SendLiteralCtrlK,
+    /// Escape hatch (#158): the leader pressed twice sends one literal
+    /// leader byte to the focused pane and drops the pending chord, the way
+    /// tmux resolves a doubled prefix key.
+    SendLiteralLeader,
     ToggleSidebar,
     ShowHelp,
     Quit,
@@ -103,6 +107,7 @@ impl Action {
             Action::RenameHighlighted => "Rename selected session".into(),
             Action::OpenCommandBar => "Go to a session".into(),
             Action::SendLiteralCtrlK => "Send literal Ctrl-K to session".into(),
+            Action::SendLiteralLeader => "Send literal leader key to session".into(),
             Action::ToggleSidebar => "Show or hide sidebar".into(),
             Action::ShowHelp => "Show help".into(),
             Action::Quit => "Quit Maestro".into(),
@@ -131,6 +136,7 @@ impl Action {
             "RenameHighlighted" => return Ok(Action::RenameHighlighted),
             "OpenCommandBar" => return Ok(Action::OpenCommandBar),
             "SendLiteralCtrlK" => return Ok(Action::SendLiteralCtrlK),
+            "SendLiteralLeader" => return Ok(Action::SendLiteralLeader),
             "ToggleSidebar" => return Ok(Action::ToggleSidebar),
             "ShowHelp" => return Ok(Action::ShowHelp),
             "Quit" => return Ok(Action::Quit),
diff --git a/crates/maestro-tui/src/app.rs b/crates/maestro-tui/src/app.rs
index f283bd3..22a26ec 100644
--- a/crates/maestro-tui/src/app.rs
+++ b/crates/maestro-tui/src/app.rs
@@ -565,6 +565,12 @@ impl App {
             Action::SendLiteralCtrlK => {
                 effects.extend(self.forward_to_session(&InputKey::ctrl_char('k')));
             }
+            // Escape hatch (#158): the leader's own byte, built from the
+            // configured leader rather than a hardcoded key.
+            Action::SendLiteralLeader => {
+                let leader = self.cfg.leader.clone();
+                effects.extend(self.forward_to_session(&leader));
+            }
             Action::OpenSpawnModal => {
                 self.open_spawn_modal();
                 effects.push(Effect::LoadDraft);
@@ -3068,6 +3074,52 @@ mod tests {
         assert_eq!(app.state.mode, Mode::Normal, "leader still leaves Insert");
     }
 
+    /// Leader pressed twice sends one literal leader byte, tmux-style, and
+    /// clears the pending chord rather than leaving Insert (#158) — the
+    /// default leader, `ctrl-a`.
+    #[tokio::test]
+    async fn leader_twice_sends_the_literal_leader_byte_and_stays_in_insert() {
+        let (app, sent) = drive_insert_sequence(
+            &TuiSection::default(),
+            &[ctrl_key_event('a'), ctrl_key_event('a')],
+        )
+        .await;
+        assert_eq!(sent, vec![vec![0x01]]);
+        assert_eq!(app.state.mode, Mode::Insert, "still in Insert, not left");
+    }
+
+    /// The escape hatch is built from the configured leader, not a hardcoded
+    /// `ctrl-a` — rebinding `[tui].leader` rebinds it too (#158).
+    #[tokio::test]
+    async fn a_rebound_leader_still_reaches_the_literal_leader_escape() {
+        let section = TuiSection {
+            leader: Some("ctrl-b".into()),
+            ..Default::default()
+        };
+        let (app, sent) =
+            drive_insert_sequence(&section, &[ctrl_key_event('b'), ctrl_key_event('b')]).await;
+        assert_eq!(sent, vec![vec![0x02]]);
+        assert_eq!(app.state.mode, Mode::Insert);
+    }
+
+    /// After the literal-leader escape fires, the chord is gone — a further
+    /// leader press starts a fresh chord rather than resolving as a
+    /// three-deep sequence (#158).
+    #[tokio::test]
+    async fn leader_twice_then_ctrl_k_is_a_fresh_chord() {
+        let (_app, sent) = drive_insert_sequence(
+            &TuiSection::default(),
+            &[
+                ctrl_key_event('a'),
+                ctrl_key_event('a'),
+                ctrl_key_event('a'),
+                ctrl_key_event('k'),
+            ],
+        )
+        .await;
+        assert_eq!(sent, vec![vec![0x01], vec![0x0b]]);
+    }
+
     #[test]
     fn pane_scrollback_moves_and_user_input_returns_to_live_output() {
         use crate::session_task::{SessionHandle, SessionState};
diff --git a/crates/maestro-tui/src/config.rs b/crates/maestro-tui/src/config.rs
index 3362c23..5df8f50 100644
--- a/crates/maestro-tui/src/config.rs
+++ b/crates/maestro-tui/src/config.rs
@@ -155,6 +155,16 @@ impl TuiConfig {
                 "SendLiteralCtrlK",
             )
             .expect("leader canonical form is valid by construction");
+        // Leader, leader → the literal-leader escape hatch (#158), tmux-style:
+        // pressing it twice sends the leader byte itself. Built from the same
+        // leader spec, so rebinding leader rebinds this chord too.
+        keymap
+            .set(
+                Mode::Insert,
+                &format!("{} {}", leader.canonical(), leader.canonical()),
+                "SendLiteralLeader",
+            )
+            .expect("leader canonical form is valid by construction");
 
         for (input, action) in &section.keymap_normal {
             keymap.set(Mode::Normal, input, action).map_err(|source| {
@@ -314,6 +324,33 @@ mod tests {
         assert_eq!(cfg.keymap.resolve(Mode::Insert, "ctrl-a ctrl-k"), None);
     }
 
+    /// The literal-leader escape hatch (#158) is chorded off the leader
+    /// doubled: `ctrl-a ctrl-a` — tmux's doubled-prefix resolution.
+    #[test]
+    fn default_leader_escapes_a_literal_leader() {
+        let cfg = TuiConfig::load(&TuiSection::default()).unwrap();
+        assert_eq!(
+            cfg.keymap.resolve(Mode::Insert, "ctrl-a ctrl-a"),
+            Some(Action::SendLiteralLeader),
+        );
+    }
+
+    /// Rebinding the leader must rebind the literal-leader chord with it,
+    /// not just the Insert escape and the Ctrl-K chord — proving it too is
+    /// built from the configured leader rather than a hardcoded `ctrl-a`.
+    #[test]
+    fn rebinding_leader_moves_the_literal_leader_chord() {
+        let mut section = TuiSection::default();
+        section.leader = Some("ctrl-b".into());
+        let cfg = TuiConfig::load(&section).unwrap();
+        assert_eq!(
+            cfg.keymap.resolve(Mode::Insert, "ctrl-b ctrl-b"),
+            Some(Action::SendLiteralLeader),
+        );
+        // The old leader's chord is gone along with the rest of its bindings.
+        assert_eq!(cfg.keymap.resolve(Mode::Insert, "ctrl-a ctrl-a"), None);
+    }
+
     #[test]
     fn user_normal_override_replaces_default() {
         let mut section = TuiSection::default();
diff --git a/docs/COMMAND-BAR.md b/docs/COMMAND-BAR.md
index bbf1b5e..2934ea5 100644
--- a/docs/COMMAND-BAR.md
+++ b/docs/COMMAND-BAR.md
@@ -45,8 +45,15 @@ mirroring the TUI's. `ctrl-a` is select-all in a browser; the web
 `preventDefault`s it, since selecting all of a terminal pane does nothing
 useful.
 
-Only Ctrl-K gets an escape hatch. No other control character is intercepted, so
-none of them needs one.
+The leader itself needs the same kind of way back: holding it consumes every
+press, on both clients, even before anything is bound behind it. Pressing it
+twice — `ctrl-a ctrl-a` by default — sends one literal leader byte to the
+focused pane and clears the pending chord, the way tmux resolves a doubled
+prefix key. This chord is also built from the configured leader, so a
+rebound leader carries its own escape hatch with it.
+
+Only Ctrl-K and the leader itself get an escape hatch. No other control
+character is intercepted, so none of them needs one.
 
 ### Focus round-trip
 
diff --git a/web/src/commands.test.ts b/web/src/commands.test.ts
index 5202ab5..63dc0da 100644
--- a/web/src/commands.test.ts
+++ b/web/src/commands.test.ts
@@ -6,12 +6,14 @@ import {
   CommandSet,
   DEFAULT_LEADER,
   canonicalizeKey,
+  controlByte,
   defineCommands,
   isBarTypingTarget,
   isTerminalTextarea,
   isTypingTarget,
   keyCaps,
   publishedCommands,
+  type Command,
 } from "./commands.js";
 
 function key(k: string, init: KeyboardEventInit = {}): KeyboardEvent {
@@ -307,3 +309,62 @@ describe("ctrl-k over a focused pane (#152)", () => {
     expect(spec?.keys).toEqual([`${DEFAULT_LEADER} ctrl-k`]);
   });
 });
+
+describe("leader pressed twice (#158)", () => {
+  it("sends one literal leader byte and clears the pending chord", () => {
+    const literal = vi.fn();
+    const run = vi.fn();
+    const set = new CommandSet(
+      defineCommands({ "pane.literalLeader": literal, "spawn.open": run }),
+      { leader: DEFAULT_LEADER },
+    );
+    const target = el('<textarea class="xterm-helper-textarea"></textarea>');
+    expect(pressOn(set, target, "a", { ctrlKey: true })).toBe(true);
+    expect(pressOn(set, target, "a", { ctrlKey: true })).toBe(true);
+    expect(literal).toHaveBeenCalledTimes(1);
+    // The chord is cleared, not still held: the next key is ordinary again.
+    expect(set.handle(key("n"))).toBe(true);
+    expect(run).toHaveBeenCalledTimes(1);
+  });
+
+  it("binds the escape hatch behind the default leader", () => {
+    const spec = COMMAND_SPECS.find((s) => s.id === "pane.literalLeader");
+    expect(spec?.keys).toEqual([`${DEFAULT_LEADER} ${DEFAULT_LEADER}`]);
+  });
+
+  // Not just the default: the chord is resolved from whatever leader this
+  // set was constructed with, so a rebound leader carries the escape hatch
+  // with it — the same proof #156 wrote for the TUI. The web has no config
+  // for this yet (#159), but the mechanism must not be hardcoded to ctrl-a.
+  it("follows a rebound leader, not just the default", () => {
+    const literal = vi.fn();
+    const rebound: Command = {
+      id: "pane.literalLeader",
+      label: "Send a literal leader key to the pane",
+      group: "Pane",
+      scope: "global",
+      keys: ["ctrl-b ctrl-b"],
+      run: literal,
+    };
+    const set = new CommandSet([rebound], { leader: "ctrl-b" });
+    const target = el('<textarea class="xterm-helper-textarea"></textarea>');
+    expect(pressOn(set, target, "b", { ctrlKey: true })).toBe(true);
+    expect(pressOn(set, target, "b", { ctrlKey: true })).toBe(true);
+    expect(literal).toHaveBeenCalledTimes(1);
+    // The old leader no longer does anything special.
+    expect(pressOn(set, target, "a", { ctrlKey: true })).toBe(false);
+  });
+});
+
+describe("controlByte", () => {
+  it("computes the raw control byte from a plain ctrl chord", () => {
+    expect(controlByte("ctrl-a")).toBe("\x01");
+    expect(controlByte("ctrl-k")).toBe("\x0b");
+  });
+
+  it("rejects anything that isn't a single plain ctrl chord", () => {
+    expect(() => controlByte("ctrl-shift-a")).toThrow();
+    expect(() => controlByte("a")).toThrow();
+    expect(() => controlByte("ctrl-a ctrl-a")).toThrow();
+  });
+});
diff --git a/web/src/commands.ts b/web/src/commands.ts
index 1d8ff61..2c8e12b 100644
--- a/web/src/commands.ts
+++ b/web/src/commands.ts
@@ -67,6 +67,13 @@ export const COMMAND_SPECS: readonly CommandSpec[] = [
     keys: [`${DEFAULT_LEADER} ctrl-k`],
     scope: "global",
   },
+  {
+    id: "pane.literalLeader",
+    label: "Send a literal leader key to the pane",
+    group: "Pane",
+    keys: [`${DEFAULT_LEADER} ${DEFAULT_LEADER}`],
+    scope: "global",
+  },
   {
     id: "focus.toggle",
     label: "Move the keyboard between the session list and the pane",
@@ -227,6 +234,15 @@ export function canonicalizeKey(e: KeyboardEvent): string | null {
   return out + e.key.toLowerCase();
 }
 
+/** The raw control byte for a canonical `ctrl-<letter>` chord — `ctrl-a` is
+ *  `0x01` — mirroring the TUI's `encode_key`. Built from the chord string
+ *  itself so a different leader sends its own byte, not a hardcoded one. */
+export function controlByte(chord: string): string {
+  const m = /^ctrl-([a-z])$/.exec(chord);
+  if (!m) throw new Error(`not a plain ctrl chord: ${chord}`);
+  return String.fromCharCode(m[1].charCodeAt(0) - 96);
+}
+
 const MOD_PREFIX = /^(ctrl|alt|meta|shift)-/;
 
 /** True when a chord carries a modifier or more than one key. Plain single-key
diff --git a/web/src/main.ts b/web/src/main.ts
index 6811186..0ffc989 100644
--- a/web/src/main.ts
+++ b/web/src/main.ts
@@ -7,7 +7,7 @@ import { ConnectionPool } from "./connections.js";
 import { installDrawer, installDrawerSwipe, requestToggleDrawer } from "./drawer.js";
 import { installHudKeybind } from "./debug.js";
 import { installHelpKeybind, isHelpOpen } from "./help.js";
-import { CommandSet, DEFAULT_LEADER, defineCommands, isBarTypingTarget } from "./commands.js";
+import { CommandSet, DEFAULT_LEADER, controlByte, defineCommands, isBarTypingTarget } from "./commands.js";
 import { isCommandBarOpen, openCommandBar, SPAWN_DIRECTORY_EVENT } from "./commandBar.js";
 import { DaemonLink } from "./daemonLink.js";
 import { CatalogStore } from "./events.js";
@@ -456,6 +456,11 @@ const focusKeys = new CommandSet(
     // 0x0B byte (docs/COMMAND-BAR.md). It resolves in this set, ahead of the
     // bar's, so the chord never opens the bar.
     "pane.literalCtrlK": () => pool.sendToFocused("\x0b"),
+    // The leader itself, pressed twice, tmux-style: sends one literal leader
+    // byte and clears the pending chord instead of resolving as a dead chord
+    // (docs/COMMAND-BAR.md, #158). Built from `DEFAULT_LEADER`, not a
+    // hardcoded byte, so a different leader would send its own.
+    "pane.literalLeader": () => pool.sendToFocused(controlByte(DEFAULT_LEADER)),
   }),
   { leader: DEFAULT_LEADER },
 );