From f5d327f5029664bfc46029e30f8a79df778d41b7 Mon Sep 17 00:00:00 2001
From: Neil <neil@stably.ai>
Date: Tue, 10 Nov 2026 02:37:52 -0800
Subject: [PATCH] fix(cli): Couldn't wake state for a failed wake (glossary
 update)

---
 src/cli/cloud/cloud-format.ts        | 14 +++++++++++---
 src/cli/cloud/cloud-glossary.test.ts |  5 ++++-
 2 files changed, 15 insertions(+), 4 deletions(-)

diff --git a/src/cli/cloud/cloud-format.ts b/src/cli/cloud/cloud-format.ts
index 84d65ee351e..bd131d403c4 100644
--- a/src/cli/cloud/cloud-format.ts
+++ b/src/cli/cloud/cloud-format.ts
@@ -116,15 +116,23 @@ export function table(header: string[], rows: string[][]): string {
 /** "Sandbox size: 8 vCPU · 16 GB". There is one size; it always comes from ORCA_CLOUD_SANDBOX_SPEC. */
 export const CLOUD_SANDBOX_SIZE_LINE = `Sandbox size: ${ORCA_CLOUD_SANDBOX_SPEC.vcpus} vCPU · ${ORCA_CLOUD_SANDBOX_SPEC.memoryGb} GB`
 
-/** The API's workspace status in glossary words (Starting, Running, Asleep, Waking, …). */
-export function cloudWorkspaceStateLabel(w: Pick<CloudWorkspace, 'status' | 'archived'>): string {
+/**
+ * The API's workspace status in glossary words (Starting, Running, Asleep, Waking, …). A failed
+ * wake leaves the workspace asleep with lastError resume_failed: that is "Couldn't wake".
+ */
+export function cloudWorkspaceStateLabel(
+  w: Pick<CloudWorkspace, 'status' | 'archived'> & { lastError?: string | null }
+): string {
   switch (w.status) {
     case 'starting':
       return 'Starting'
     case 'running':
       return 'Running'
     case 'sleeping':
-      return w.archived ? 'Archived' : 'Asleep'
+      if (w.archived) {
+        return 'Archived'
+      }
+      return w.lastError === 'resume_failed' ? "Couldn't wake" : 'Asleep'
     case 'waking':
       return 'Waking'
     case 'destroying':
diff --git a/src/cli/cloud/cloud-glossary.test.ts b/src/cli/cloud/cloud-glossary.test.ts
index 6d1880dc14a..c525368f1b5 100644
--- a/src/cli/cloud/cloud-glossary.test.ts
+++ b/src/cli/cloud/cloud-glossary.test.ts
@@ -99,6 +99,9 @@ describe('workspace states and output', () => {
     expect(label('waking')).toBe('Waking')
     expect(label('failed')).toBe("Couldn't start")
     expect(label('destroying')).toBe('Deleting')
+    expect(
+      cloudWorkspaceStateLabel({ status: 'sleeping', archived: false, lastError: 'resume_failed' })
+    ).toBe("Couldn't wake")
   })
 
   it('lists ID NAME STATE REPO BRANCH LAST ACTIVE, falling back to updatedAt', () => {
@@ -123,7 +126,7 @@ describe('workspace states and output', () => {
       { workspace: workspace({ status: 'sleeping', lastError: 'resume_failed' }) },
       NOW
     )
-    expect(text).toContain('State: Asleep')
+    expect(text).toContain("State: Couldn't wake")
     expect(text).toContain('Sandbox size: 8 vCPU · 16 GB')
     expect(text).toContain(
       "The last wake didn't finish. Your files are safe. Run: orca cloud workspace wake sbx_aa11"