diff --git a/src/main/ipc/filesystem.test.ts b/src/main/ipc/filesystem.test.ts
index c92083266..99842de0a 100644
--- a/src/main/ipc/filesystem.test.ts
+++ b/src/main/ipc/filesystem.test.ts
@@ -42,7 +42,8 @@ const {
   cancelGeneratePullRequestFieldsLocalMock,
   getSshFilesystemProviderMock,
   getSshGitProviderMock,
-  tryDeleteWslUncPathMock
+  tryDeleteWslUncPathMock,
+  recordCrashBreadcrumbMock
 } = vi.hoisted(() => ({
   handleMock: vi.fn(),
   showSaveDialogMock: vi.fn(),
@@ -82,7 +83,8 @@ const {
   cancelGeneratePullRequestFieldsLocalMock: vi.fn(),
   getSshFilesystemProviderMock: vi.fn(),
   getSshGitProviderMock: vi.fn(),
-  tryDeleteWslUncPathMock: vi.fn()
+  tryDeleteWslUncPathMock: vi.fn(),
+  recordCrashBreadcrumbMock: vi.fn()
 }))
 
 vi.mock('electron', () => ({
@@ -116,6 +118,10 @@ vi.mock('../wsl-unc-delete', () => ({
   tryDeleteWslUncPath: tryDeleteWslUncPathMock
 }))
 
+vi.mock('../crash-reporting/crash-breadcrumb-store', () => ({
+  recordCrashBreadcrumb: recordCrashBreadcrumbMock
+}))
+
 vi.mock('../git/status', () => ({
   commitChanges: commitChangesMock,
   getStatus: getStatusMock,
@@ -247,6 +253,7 @@ describe('registerFilesystemHandlers', () => {
       rmMock,
       realpathMock,
       lstatMock,
+      recordCrashBreadcrumbMock,
       commitChangesMock,
       getStatusMock,
       abortMergeMock,
@@ -325,6 +332,65 @@ describe('registerFilesystemHandlers', () => {
     )
   })
 
+  it('records a redacted breadcrumb when fs:readDir throws on a WSL UNC path', async () => {
+    registerFilesystemHandlers(store as never)
+    const wslPath = '\\\\wsl.localhost\\Ubuntu\\home\\user\\repo'
+    // resolveAuthorizedPath authorizes the path, then readdir fails (distro stopped).
+    realpathMock.mockResolvedValue(wslPath)
+    registerWorktreeRootsForRepo(store as never, 'repo-1', [wslPath])
+    readdirMock.mockRejectedValue(Object.assign(new Error('EIO: i/o error'), { code: 'EIO' }))
+
+    await expect(handlers.get('fs:readDir')!(null, { dirPath: wslPath })).rejects.toThrow(/EIO/)
+
+    expect(recordCrashBreadcrumbMock).toHaveBeenCalledWith('fs_readdir_error', {
+      throwSite: 'readdir',
+      errorName: 'Error',
+      errorCode: 'EIO',
+      hasConnectionId: false,
+      isUNC: true,
+      isWsl: true
+    })
+    // The raw path must never appear in the breadcrumb payload.
+    const [, breadcrumbData] = recordCrashBreadcrumbMock.mock.calls[0]
+    expect(JSON.stringify(breadcrumbData)).not.toContain('user')
+  })
+
+  it('records a breadcrumb tagged ssh-provider when the SSH provider is gone', async () => {
+    registerFilesystemHandlers(store as never)
+    getSshFilesystemProviderMock.mockReturnValue(undefined)
+
+    await expect(
+      handlers.get('fs:readDir')!(null, { dirPath: '/remote/repo', connectionId: 'ssh-1' })
+    ).rejects.toThrow()
+
+    expect(recordCrashBreadcrumbMock).toHaveBeenCalledWith(
+      'fs_readdir_error',
+      expect.objectContaining({ throwSite: 'ssh-provider', hasConnectionId: true })
+    )
+  })
+
+  it('records a breadcrumb tagged authorize when the path is denied', async () => {
+    registerFilesystemHandlers(store as never)
+
+    await expect(
+      handlers.get('fs:readDir')!(null, { dirPath: path.resolve('/etc/passwd') })
+    ).rejects.toThrow()
+
+    expect(recordCrashBreadcrumbMock).toHaveBeenCalledWith(
+      'fs_readdir_error',
+      expect.objectContaining({ throwSite: 'authorize', hasConnectionId: false })
+    )
+  })
+
+  it('does not record a breadcrumb when fs:readDir succeeds', async () => {
+    registerFilesystemHandlers(store as never)
+    readdirMock.mockResolvedValue([dirEntry({ name: 'file.ts', file: true })])
+
+    await handlers.get('fs:readDir')!(null, { dirPath: REPO_PATH })
+
+    expect(recordCrashBreadcrumbMock).not.toHaveBeenCalled()
+  })
+
   it('rejects remote downloads with missing required arguments', async () => {
     registerFilesystemHandlers(store as never)
 
diff --git a/src/main/ipc/filesystem.ts b/src/main/ipc/filesystem.ts
index 2664d00f9..85c0ce56e 100644
--- a/src/main/ipc/filesystem.ts
+++ b/src/main/ipc/filesystem.ts
@@ -115,6 +115,8 @@ import {
   type CommitMessageAgentEnvironmentResolvers
 } from '../text-generation/commit-message-agent-environment'
 import { listRepoWorktrees } from '../repo-worktrees'
+import { recordCrashBreadcrumb } from '../crash-reporting/crash-breadcrumb-store'
+import { buildReadDirErrorBreadcrumb, type ReadDirThrowSite } from './readdir-error-diagnostics'
 import { splitWorktreeId } from '../../shared/worktree-id'
 import { getRuntimePathBasename } from '../../shared/cross-platform-path'
 import type { LocalProjectWorktreeGitOptions } from '../project-runtime-git-options'
@@ -483,27 +485,48 @@ export function registerFilesystemHandlers(
   ipcMain.handle(
     'fs:readDir',
     async (_event, args: { dirPath: string; connectionId?: string }): Promise<DirEntry[]> => {
-      if (args.connectionId) {
-        const provider = requireSshFilesystemProvider(args.connectionId)
-        return provider.readDir(args.dirPath)
-      }
-      const dirPath = await resolveAuthorizedPath(args.dirPath, store)
-      const entries = await readdir(dirPath, { withFileTypes: true })
-      const mapped = await Promise.all(
-        entries.map(async (entry) => ({
-          name: entry.name,
-          isDirectory: await isDirectoryEntry(dirPath, entry, (entryPath) =>
-            resolveAuthorizedPath(entryPath, store)
-          ),
-          isSymlink: entry.isSymbolicLink()
-        }))
-      )
-      return mapped.sort((a, b) => {
-        if (a.isDirectory !== b.isDirectory) {
-          return a.isDirectory ? -1 : 1
+      // Why: a thrown fs:readDir reaches the renderer as the opaque "Error
+      // invoking remote method 'fs:readDir'" (Windows WSL/UNC realpath/readdir
+      // failures, dropped SSH providers). Record which throw site fired plus a
+      // redacted path shape so these are diagnosable without the raw path.
+      let throwSite: ReadDirThrowSite = 'authorize'
+      try {
+        if (args.connectionId) {
+          throwSite = 'ssh-provider'
+          const provider = requireSshFilesystemProvider(args.connectionId)
+          return await provider.readDir(args.dirPath)
         }
-        return a.name.localeCompare(b.name)
-      })
+        throwSite = 'authorize'
+        const dirPath = await resolveAuthorizedPath(args.dirPath, store)
+        throwSite = 'readdir'
+        const entries = await readdir(dirPath, { withFileTypes: true })
+        const mapped = await Promise.all(
+          entries.map(async (entry) => ({
+            name: entry.name,
+            isDirectory: await isDirectoryEntry(dirPath, entry, (entryPath) =>
+              resolveAuthorizedPath(entryPath, store)
+            ),
+            isSymlink: entry.isSymbolicLink()
+          }))
+        )
+        return mapped.sort((a, b) => {
+          if (a.isDirectory !== b.isDirectory) {
+            return a.isDirectory ? -1 : 1
+          }
+          return a.name.localeCompare(b.name)
+        })
+      } catch (error: unknown) {
+        recordCrashBreadcrumb(
+          'fs_readdir_error',
+          buildReadDirErrorBreadcrumb({
+            dirPath: args.dirPath,
+            connectionId: args.connectionId,
+            throwSite,
+            error
+          })
+        )
+        throw error
+      }
     }
   )
 
diff --git a/src/main/ipc/readdir-error-diagnostics.test.ts b/src/main/ipc/readdir-error-diagnostics.test.ts
new file mode 100644
index 000000000..cf599afbd
--- /dev/null
+++ b/src/main/ipc/readdir-error-diagnostics.test.ts
@@ -0,0 +1,69 @@
+import { describe, expect, it } from 'vitest'
+import { buildReadDirErrorBreadcrumb, describeReadDirPathShape } from './readdir-error-diagnostics'
+
+describe('describeReadDirPathShape', () => {
+  it('classifies a WSL UNC path without leaking it', () => {
+    const shape = describeReadDirPathShape('\\\\wsl.localhost\\Ubuntu\\home\\u\\repo', undefined)
+    expect(shape).toEqual({ hasConnectionId: false, isUNC: true, isWsl: true })
+  })
+
+  it('classifies the legacy \\\\wsl$ root as WSL', () => {
+    expect(describeReadDirPathShape('\\\\wsl$\\Ubuntu\\home', undefined).isWsl).toBe(true)
+  })
+
+  it('classifies a plain network UNC share as UNC but not WSL', () => {
+    const shape = describeReadDirPathShape('\\\\fileserver\\share\\dir', undefined)
+    expect(shape).toMatchObject({ isUNC: true, isWsl: false })
+    expect(shape.driveLetter).toBeUndefined()
+  })
+
+  it('extracts an uppercased drive letter for mapped drives', () => {
+    expect(describeReadDirPathShape('z:\\projects\\repo', undefined)).toEqual({
+      hasConnectionId: false,
+      isUNC: false,
+      isWsl: false,
+      driveLetter: 'Z'
+    })
+  })
+
+  it('flags the SSH connection without recording it', () => {
+    const shape = describeReadDirPathShape('/remote/repo', 'ssh-1')
+    expect(shape).toEqual({ hasConnectionId: true, isUNC: false, isWsl: false })
+  })
+
+  it('never includes the raw path in the shape', () => {
+    const shape = describeReadDirPathShape('\\\\wsl.localhost\\Ubuntu\\secret\\path', 'ssh-9')
+    expect(JSON.stringify(shape)).not.toContain('secret')
+  })
+})
+
+describe('buildReadDirErrorBreadcrumb', () => {
+  it('captures throw site, error code/name, and path shape', () => {
+    const breadcrumb = buildReadDirErrorBreadcrumb({
+      dirPath: '\\\\wsl.localhost\\Ubuntu\\home\\u\\repo',
+      connectionId: undefined,
+      throwSite: 'readdir',
+      error: Object.assign(new Error('EIO: i/o error'), { code: 'EIO' })
+    })
+    expect(breadcrumb).toEqual({
+      throwSite: 'readdir',
+      errorName: 'Error',
+      errorCode: 'EIO',
+      hasConnectionId: false,
+      isUNC: true,
+      isWsl: true
+    })
+  })
+
+  it('omits errorCode when the error has none', () => {
+    const breadcrumb = buildReadDirErrorBreadcrumb({
+      dirPath: '/remote/repo',
+      connectionId: 'ssh-1',
+      throwSite: 'ssh-provider',
+      error: new Error('Remote connection dropped.')
+    })
+    expect(breadcrumb).toMatchObject({ throwSite: 'ssh-provider', errorName: 'Error' })
+    expect(breadcrumb.errorCode).toBeUndefined()
+    expect(breadcrumb.hasConnectionId).toBe(true)
+  })
+})
diff --git a/src/main/ipc/readdir-error-diagnostics.ts b/src/main/ipc/readdir-error-diagnostics.ts
new file mode 100644
index 000000000..dd77dda88
--- /dev/null
+++ b/src/main/ipc/readdir-error-diagnostics.ts
@@ -0,0 +1,57 @@
+import type { CrashReportBreadcrumbData } from '../../shared/crash-reporting'
+
+export type ReadDirThrowSite = 'ssh-provider' | 'authorize' | 'readdir'
+
+/**
+ * Redacted shape of a directory path for crash diagnostics.
+ *
+ * Why shape, not the path: "Error invoking remote method 'fs:readDir'" reaches
+ * the renderer with no cause. We want to know *what kind* of path failed (WSL
+ * UNC, network share, drive letter, SSH) without recording the path itself —
+ * even though breadcrumbs are path-redacted downstream, never collecting the
+ * raw path is the safer default.
+ */
+export function describeReadDirPathShape(
+  dirPath: string,
+  connectionId: string | undefined
+): CrashReportBreadcrumbData {
+  const isUNC = /^[\\/]{2}/.test(dirPath)
+  const lower = dirPath.toLowerCase()
+  // \\wsl$\ and \\wsl.localhost\ (either slash direction) are WSL UNC roots.
+  const isWsl = isUNC && (lower.includes('wsl$') || lower.includes('wsl.localhost'))
+  const driveLetterMatch = /^([a-zA-Z]):[\\/]/.exec(dirPath)
+  return {
+    hasConnectionId: Boolean(connectionId),
+    isUNC,
+    isWsl,
+    ...(driveLetterMatch ? { driveLetter: driveLetterMatch[1].toUpperCase() } : {})
+  }
+}
+
+function errorCode(error: unknown): string | undefined {
+  if (error && typeof error === 'object' && 'code' in error) {
+    const code = (error as { code?: unknown }).code
+    if (typeof code === 'string') {
+      return code
+    }
+  }
+  return undefined
+}
+
+/**
+ * Build the redacted breadcrumb payload for a thrown fs:readDir call: which
+ * throw site fired, the error code/name, and the path shape — no raw path.
+ */
+export function buildReadDirErrorBreadcrumb(args: {
+  dirPath: string
+  connectionId: string | undefined
+  throwSite: ReadDirThrowSite
+  error: unknown
+}): CrashReportBreadcrumbData {
+  return {
+    throwSite: args.throwSite,
+    errorName: args.error instanceof Error ? args.error.name : typeof args.error,
+    ...(errorCode(args.error) ? { errorCode: errorCode(args.error)! } : {}),
+    ...describeReadDirPathShape(args.dirPath, args.connectionId)
+  }
+}