I think this is a good feature, but should be gated behind a toggle that is off by default, and designed to be enabled per session via prompt.

There are situations when I want Claude to start working on something just as I'm about to head to bed or otherwise step away. It's kind of annoying to come back only to find that Claude worked for just 5 minutes and then decided to pause and ask a question.

That said, I think certain types of questions should not be automatable. Maybe it's already built that way, but I wouldn't want Claude to go with its recommended direction for anything related to operations like deletions, changing external systems, etc. Basically, things that cannot be undone should be a hard-block and wait for user input always.