diff --git a/apps/web/tests/smoke-real.e2e.ts b/apps/web/tests/smoke-real.e2e.ts
index 5d479e9552..7388453567 100644
--- a/apps/web/tests/smoke-real.e2e.ts
+++ b/apps/web/tests/smoke-real.e2e.ts
@@ -372,7 +372,7 @@ describe('dsh web keyless CLI smoke', () => {
         turn: 1,
         step: 1,
         retry: 1,
-        maxRetries: 2,
+        maxRetries: 5,
         failure: { code: 'TRANSPORT' },
       })
       expect(JSON.stringify(page.events)).toContain('WEB_RETRY_DISCARDED')