I'm also in yolo mode, this is the only mode that makes sense for me, if I need to babysit I might as well do it myself.
I run it in a VM so it can install any software needed, yes, there is a risk of escaping, but I'm not giving it impossible tasks so there is no need for it to workaround the jail.
I've been running it in yolo mode straight on my laptop for the whole year. It's fine.
What VM do you run it in?
as context, I build a light weight portable vm designed for this purpose, so genuinely curious.
For running it in yolo mode I set it up in a devcontainer. It takes a bit of figuring out, but once set up the permission prompts go away and claude has no access to anything I haven’t explicitly added to the devcontainer (unless it hacks its way out).