diff --git a/packages/electron/main.mjs b/packages/electron/main.mjs
index 6d8fb43a..3067a1a0 100644
--- a/packages/electron/main.mjs
+++ b/packages/electron/main.mjs
@@ -4080,11 +4080,21 @@ const resolveTraySurface = () => {
 
 const trayIconAssets = () => {
   const dir = path.join(resourceRoot(), 'icons', 'tray');
+  const statusDir = path.join(dir, 'status');
   return {
     idleIconPath: path.join(dir, 'trayTemplate-idle.png'),
     unseenIconPath: path.join(dir, 'trayTemplate-unseen.png'),
     breathIconPaths: Array.from({ length: TRAY_BREATH_FRAME_COUNT }, (_, i) =>
       path.join(dir, `trayTemplate-breath-${String(i).padStart(2, '0')}.png`)),
+    // Per-session status icons shown in the menu rows (left, vertically centred
+    // across the title + sublabel). 'blank' reserves the gutter for idle rows.
+    statusIconPaths: {
+      busy: path.join(statusDir, 'busy.png'),
+      retry: path.join(statusDir, 'retry.png'),
+      error: path.join(statusDir, 'error.png'),
+      unseen: path.join(statusDir, 'unseen.png'),
+      blank: path.join(statusDir, 'blank.png'),
+    },
   };
 };
 
diff --git a/packages/electron/resources/icons/tray/status/blank.png b/packages/electron/resources/icons/tray/status/blank.png
new file mode 100644
index 00000000..d3e18382
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/blank.png differ
diff --git a/packages/electron/resources/icons/tray/status/blank@2x.png b/packages/electron/resources/icons/tray/status/blank@2x.png
new file mode 100644
index 00000000..8b413cb6
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/blank@2x.png differ
diff --git a/packages/electron/resources/icons/tray/status/busy.png b/packages/electron/resources/icons/tray/status/busy.png
new file mode 100644
index 00000000..3af05cbb
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/busy.png differ
diff --git a/packages/electron/resources/icons/tray/status/busy@2x.png b/packages/electron/resources/icons/tray/status/busy@2x.png
new file mode 100644
index 00000000..f0f1f726
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/busy@2x.png differ
diff --git a/packages/electron/resources/icons/tray/status/error.png b/packages/electron/resources/icons/tray/status/error.png
new file mode 100644
index 00000000..1aabb50d
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/error.png differ
diff --git a/packages/electron/resources/icons/tray/status/error@2x.png b/packages/electron/resources/icons/tray/status/error@2x.png
new file mode 100644
index 00000000..c195337d
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/error@2x.png differ
diff --git a/packages/electron/resources/icons/tray/status/retry.png b/packages/electron/resources/icons/tray/status/retry.png
new file mode 100644
index 00000000..96cacbe0
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/retry.png differ
diff --git a/packages/electron/resources/icons/tray/status/retry@2x.png b/packages/electron/resources/icons/tray/status/retry@2x.png
new file mode 100644
index 00000000..59d90be2
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/retry@2x.png differ
diff --git a/packages/electron/resources/icons/tray/status/unseen.png b/packages/electron/resources/icons/tray/status/unseen.png
new file mode 100644
index 00000000..cb279ab9
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/unseen.png differ
diff --git a/packages/electron/resources/icons/tray/status/unseen@2x.png b/packages/electron/resources/icons/tray/status/unseen@2x.png
new file mode 100644
index 00000000..d22e7bf1
Binary files /dev/null and b/packages/electron/resources/icons/tray/status/unseen@2x.png differ
diff --git a/packages/electron/tray.mjs b/packages/electron/tray.mjs
index b96dbcdd..5a8bb339 100644
--- a/packages/electron/tray.mjs
+++ b/packages/electron/tray.mjs
@@ -26,22 +26,20 @@ const truncate = (value, max) => {
   return `${text.slice(0, Math.max(0, max - 1))}…`;
 };
 
-// Glyph only for sessions that have an actual state; idle sessions get blank
-// indentation so the row reads cleanly without an empty circle.
-const statusGlyph = (session) => {
-  if (session.status === 'busy') return '●';
-  if (session.status === 'retry') return '⟳';
-  if (session.hasError) return '▲';
-  if (session.unseen > 0) return '✓';
-  return '';
+// Which status icon key a session maps to. 'blank' (a transparent image)
+// reserves the same left gutter for idle rows so every row aligns.
+const statusIconKey = (session) => {
+  if (session.status === 'busy') return 'busy';
+  if (session.status === 'retry') return 'retry';
+  if (session.hasError) return 'error';
+  if (session.unseen > 0) return 'unseen';
+  return 'blank';
 };
 
 const sessionLabel = (session) => {
-  const glyph = statusGlyph(session);
-  const parts = [glyph || '   ', truncate(session.title || 'Untitled session', 38)];
-  if (session.branch) parts.push(`⎇ ${truncate(session.branch, 18)}`);
-  if (session.unseen > 0) parts.push(`(${session.unseen})`);
-  return parts.join('  ');
+  // The status is a native left icon (the ✓ already signals unread), so the
+  // label is just the session title.
+  return truncate(session.title || 'Untitled session', 40);
 };
 
 const approvalLabel = (approval) => {
@@ -96,7 +94,7 @@ const toTemplateImage = (p) => {
 // idleIconPath: plain outline (calm state). unseenIconPath: statically filled
 // (a finished session left unread). breathIconPaths: eased outline→fill frames
 // the busy state ping-pongs through.
-export const createTrayController = ({ idleIconPath, unseenIconPath, breathIconPaths, onAction }) => {
+export const createTrayController = ({ idleIconPath, unseenIconPath, breathIconPaths, statusIconPaths, onAction }) => {
   let tray = null;
   let lastTitle = null;
 
@@ -104,6 +102,11 @@ export const createTrayController = ({ idleIconPath, unseenIconPath, breathIconP
   const idleFrame = toTemplateImage(idleIconPath);
   const unseenFrame = toTemplateImage(unseenIconPath);
   const breathFrames = breathIconPaths.map(toTemplateImage);
+  // Per-row status icons (template images, tinted + vertically centred by macOS).
+  const statusIcons = {};
+  for (const [key, p] of Object.entries(statusIconPaths || {})) {
+    statusIcons[key] = toTemplateImage(p);
+  }
 
   let iconState = null;
   let animTimer = null;
@@ -201,6 +204,11 @@ export const createTrayController = ({ idleIconPath, unseenIconPath, breathIconP
 
     const sessionItem = (session) => ({
       label: sessionLabel(session),
+      // Status icon on the left, centred across both lines; idle uses the blank
+      // placeholder so every row keeps the same gutter.
+      icon: statusIcons[statusIconKey(session)] || statusIcons.blank,
+      // Secondary smaller line (macOS): project · branch.
+      ...(session.subtitle ? { sublabel: truncate(session.subtitle, 48) } : {}),
       click: () => onAction({ type: 'focus-session', sessionId: session.id }),
     });
 
diff --git a/packages/ui/src/hooks/useTraySync.ts b/packages/ui/src/hooks/useTraySync.ts
index 72a62bec..076fa1b4 100644
--- a/packages/ui/src/hooks/useTraySync.ts
+++ b/packages/ui/src/hooks/useTraySync.ts
@@ -14,6 +14,12 @@ import {
 } from '@/stores/useGlobalSessionsStore';
 import { useQuotaStore } from '@/stores/useQuotaStore';
 import { QUOTA_PROVIDERS, formatWindowLabel, formatQuotaValueLabel } from '@/lib/quota';
+import { useProjectsStore } from '@/stores/useProjectsStore';
+import { useSessionUIStore } from '@/sync/session-ui-store';
+import { useGitStore } from '@/stores/useGitStore';
+import { resolveProjectForSessionDirectory, normalizeProjectPath } from '@/lib/projectResolution';
+import type { ProjectEntry } from '@/lib/api/types';
+import type { WorktreeMetadata } from '@/types/worktree';
 import { toast } from '@/components/ui';
 import type { PermissionRequest } from '@/types/permission';
 import type { QuestionRequest } from '@/types/question';
@@ -45,6 +51,8 @@ type TraySession = {
   unseen: number;
   hasError: boolean;
   directory: string;
+  // Secondary line for the menu row: "project · branch" (rendered as sublabel).
+  subtitle: string;
 };
 
 type TrayApproval = {
@@ -104,6 +112,48 @@ const questionLabel = (request: QuestionRequest): string => {
 const updatedAt = (session: Session): number =>
   session.time?.updated ?? session.time?.created ?? 0;
 
+const basenameOf = (p: string): string => {
+  const norm = p.replace(/\\/g, '/').replace(/\/+$/, '');
+  const idx = norm.lastIndexOf('/');
+  return idx >= 0 ? norm.slice(idx + 1) : norm;
+};
+
+// Resolve the "project · branch" metadata line for a session from its directory,
+// covering both project-root sessions and worktree sessions (which map back to
+// their parent project). Branch prefers the live VCS value; falls back to the
+// worktree's recorded branch when the directory isn't currently synced.
+const resolveSessionSubtitle = (
+  directory: string,
+  session: Session,
+  projects: ProjectEntry[],
+  worktreesByProject: Map<string, WorktreeMetadata[]>,
+  branchByDirectory: Map<string, string>,
+): string => {
+  if (!directory) return '';
+  const project = resolveProjectForSessionDirectory(projects, worktreesByProject, directory);
+  const globalProjectName = (session as { project?: { name?: string } | null }).project?.name;
+  const projectName = project?.label?.trim() || globalProjectName?.trim() || basenameOf(directory);
+  const normDir = normalizeProjectPath(directory);
+
+  // Branch resolution, most-authoritative first: live VCS from the sync store,
+  // then the git store's cached status (covers project-root sessions whose
+  // directory isn't actively synced), then recorded worktree metadata.
+  let branch = (normDir && branchByDirectory.get(normDir)) || '';
+  if (!branch) {
+    for (const [dir, gitState] of useGitStore.getState().directories) {
+      if (normalizeProjectPath(dir) === normDir) { branch = gitState.status?.current ?? ''; break; }
+    }
+  }
+  if (!branch) {
+    for (const worktrees of worktreesByProject.values()) {
+      const match = worktrees.find((wt) => normalizeProjectPath(wt.path) === normDir);
+      if (match?.branch) { branch = match.branch; break; }
+    }
+  }
+
+  return branch ? `${projectName} · ${branch}` : projectName;
+};
+
 // Build the usage groups exactly like the header/mobile: only providers the
 // user enabled for the dropdown AND that report as configured. Window rows only
 // (the headline limits) — model breakdowns stay in the full UI.
@@ -179,7 +229,9 @@ const collectLiveData = (): LiveData => {
 
   for (const [directory, store] of stores.children.entries()) {
     const state = store.getState();
-    if (state.vcs?.branch) branchByDirectory.set(directory, state.vcs.branch);
+    // Normalize the key so it matches the session directory regardless of
+    // trailing slashes / separators.
+    if (state.vcs?.branch) branchByDirectory.set(normalizeProjectPath(directory) ?? directory, state.vcs.branch);
 
     for (const session of state.session) {
       if (!session?.id) continue;
@@ -249,6 +301,9 @@ const buildSnapshot = (instanceName: string): TraySnapshot => {
     return 'idle';
   };
 
+  const projects = useProjectsStore.getState().projects;
+  const worktreesByProject = useSessionUIStore.getState().availableWorktreesByProject;
+
   const sessions: TraySession[] = allSessions
     .filter((s) => s?.id && !s.parentID) // root rows; sub-session work rolls up
     .slice()
@@ -265,6 +320,7 @@ const buildSnapshot = (instanceName: string): TraySnapshot => {
         unseen: family.reduce((sum, id) => sum + (notif.unseenCount[id] ?? 0), 0),
         hasError: family.some((id) => notif.unseenHasError[id] ?? false),
         directory,
+        subtitle: resolveSessionSubtitle(directory, session, projects, worktreesByProject, live.branchByDirectory),
       };
     });
 
@@ -353,6 +409,11 @@ export const useTraySync = (): void => {
     // The global store drives the session list. It updates instantly via SSE
     // for the active directory; subscribe so those land in the tray at once.
     const unsubscribeGlobal = useGlobalSessionsStore.subscribe(() => scheduleFlush());
+    // Project labels and discovered worktrees feed the "project · branch"
+    // subtitle; refresh the tray when they change (deduped, so cheap).
+    const unsubscribeProjects = useProjectsStore.subscribe(() => scheduleFlush());
+    const unsubscribeWorktrees = useSessionUIStore.subscribe(() => scheduleFlush());
+    const unsubscribeGit = useGitStore.subscribe(() => scheduleFlush());
 
     // Make the tray self-sufficient: load the full cross-project list now
     // (independent of the sidebar) and refresh it periodically so sessions from
@@ -391,6 +452,9 @@ export const useTraySync = (): void => {
       window.clearInterval(usageRefreshTick);
       unsubscribeNotif();
       unsubscribeGlobal();
+      unsubscribeProjects();
+      unsubscribeWorktrees();
+      unsubscribeGit();
       unsubscribeQuota();
       unsubscribeRegistry?.();
       for (const unsub of storeUnsubs.values()) unsub();