Mixed
Claude app can silently fail or run forever when it can't spin up the workspace, wasn't allowed to install Python, or was told it can't read M365 data
Terretta on Hacker News
In the thread “Anthropic Cowork feature creates 10GB VM bundle on macOS without warning”, replying to this comment
Helped: Security stance and M365 connector design.
Got in the way: No clear way to re-trigger rejected prompts or diagnose failures.
… But the converse is, when a user rejects a prompt — or it ends up behind a window — there's no clear way to re-trigger. Claude app can silently fail or run forever when it can't spin up the workspace, wasn't allowed to install Python, or was told it can't read M365 data. Employees who've paid attention to their cyber training (reasonably!) click "No" and then they're stuck without diagnostics or breadcrumbs. …