diff --git a/packages/cli/src/utils/socket/api.mts b/packages/cli/src/utils/socket/api.mts
index 858a7c6ca..ba6abb379 100644
--- a/packages/cli/src/utils/socket/api.mts
+++ b/packages/cli/src/utils/socket/api.mts
@@ -456,7 +456,7 @@ export async function queryApiSafeText(
     return {
       ok: false,
       message,
-      cause: networkDiagnostics,
+      cause: `${networkDiagnostics} (path: ${path})`,
     }
   }
 
@@ -497,7 +497,7 @@ export async function queryApiSafeText(
     return {
       ok: false,
       message: 'API request failed',
-      cause: 'Unexpected error reading response text',
+      cause: `Unexpected error reading response text (path: ${path})`,
     }
   }
 }
@@ -634,7 +634,7 @@ export async function sendApiRequest<T>(
     return {
       ok: false,
       message,
-      cause: networkDiagnostics,
+      cause: `${networkDiagnostics} (path: ${path})`,
     }
   }
 
@@ -677,7 +677,7 @@ export async function sendApiRequest<T>(
     return {
       ok: false,
       message: 'API request failed',
-      cause: 'Unexpected error parsing response JSON',
+      cause: `Unexpected error parsing response JSON (path: ${path})`,
     }
   }
 }
diff --git a/packages/cli/test/unit/utils/socket/api.test.mts b/packages/cli/test/unit/utils/socket/api.test.mts
index 297a88a76..7550846f1 100644
--- a/packages/cli/test/unit/utils/socket/api.test.mts
+++ b/packages/cli/test/unit/utils/socket/api.test.mts
@@ -466,6 +466,9 @@ describe('api utilities', () => {
       expect(result.ok).toBe(false)
       if (!result.ok) {
         expect(result.message).toContain('failed')
+        // The cause must include the request path so the user can tell
+        // which endpoint failed when several calls are in flight.
+        expect(result.cause).toContain('(path: test/path)')
       }
       expect(mockFailAndStop).toHaveBeenCalled()
     })
@@ -490,6 +493,7 @@ describe('api utilities', () => {
       expect(result.ok).toBe(false)
       if (!result.ok) {
         expect(result.cause).toContain('response text')
+        expect(result.cause).toContain('(path: test/path)')
       }
     })
   })
@@ -625,6 +629,8 @@ describe('api utilities', () => {
       expect(result.ok).toBe(false)
       if (!result.ok) {
         expect(result.message).toContain('failed')
+        // Request path must be surfaced in error cause for debuggability.
+        expect(result.cause).toContain('(path: test/path)')
       }
     })
 
@@ -639,6 +645,7 @@ describe('api utilities', () => {
       expect(result.ok).toBe(false)
       if (!result.ok) {
         expect(result.cause).toContain('parsing')
+        expect(result.cause).toContain('(path: test/path)')
       }
     })