diff --git a/src/main/ipc/filesystem-watcher.test.ts b/src/main/ipc/filesystem-watcher.test.ts
index 24c886796..d7496128a 100644
--- a/src/main/ipc/filesystem-watcher.test.ts
+++ b/src/main/ipc/filesystem-watcher.test.ts
@@ -281,6 +281,41 @@ describe('registerFilesystemWatcherHandlers', () => {
     expect(unwatchMock).toHaveBeenCalledTimes(1)
   })
 
+  it('revives a pending SSH watcher install when a new sender joins after cancellation', async () => {
+    const args = { worktreePath: '/home/me/repo', connectionId: 'conn-1' }
+    const senderOne = { isDestroyed: () => false, send: vi.fn(), once: vi.fn(), id: 1 }
+    const senderTwo = { isDestroyed: () => false, send: vi.fn(), once: vi.fn(), id: 2 }
+    const unwatchMock = vi.fn()
+    let resolveWatch!: (unwatch: () => void) => void
+    const watchMock = vi.fn().mockReturnValue(
+      new Promise<() => void>((resolve) => {
+        resolveWatch = resolve
+      })
+    )
+    getSshFilesystemProviderMock.mockReturnValue({ watch: watchMock })
+
+    const firstWatch = handlers['fs:watchWorktree']({ sender: senderOne }, args) as Promise<unknown>
+
+    await Promise.resolve()
+    handlers['fs:unwatchWorktree']({ sender: { id: 1 } }, args)
+    const secondWatch = handlers['fs:watchWorktree'](
+      { sender: senderTwo },
+      args
+    ) as Promise<unknown>
+
+    expect(watchMock).toHaveBeenCalledTimes(1)
+    resolveWatch(unwatchMock)
+    await Promise.all([firstWatch, secondWatch])
+
+    const onEvents = watchMock.mock.calls[0][1]
+    onEvents([{ path: '/home/me/repo/file.txt', type: 'update' }])
+    expect(senderOne.send).not.toHaveBeenCalled()
+    expect(senderTwo.send).toHaveBeenCalledTimes(1)
+
+    handlers['fs:unwatchWorktree']({ sender: { id: 2 } }, args)
+    expect(unwatchMock).toHaveBeenCalledTimes(1)
+  })
+
   it('registers one destroyed listener for many SSH worktree watches', async () => {
     const destroyedCallbacks: (() => void)[] = []
     const sender = {
diff --git a/src/main/ipc/filesystem-watcher.ts b/src/main/ipc/filesystem-watcher.ts
index 9f93cbaa7..030c28472 100644
--- a/src/main/ipc/filesystem-watcher.ts
+++ b/src/main/ipc/filesystem-watcher.ts
@@ -518,6 +518,10 @@ async function installRemoteWatcher(
     const inFlight = inFlightRemoteInstalls.get(key)
     if (inFlight && !sender.isDestroyed()) {
       inFlight.listeners.set(sender.id, sender)
+      // Why: a new watcher can join after all previous pending listeners
+      // unwatched but before provider.watch() resolves; revive that install
+      // instead of inheriting the stale cancellation.
+      inFlight.cancelled = false
     }
     const result = await pendingInstall
     if (