I haven't tried uv but my biggest pain point with Python has been the way env works. I always find it painful and odd.
Backward compatibility, which I suppose is closely related to needing to use env, is also a pain. In my experience you can't go forward or backward in many cases. It's especially painful on projects that don't change very often. I'm sure that an active codebase can probably be kept updated from version to version, but if you've waited a bunch of versions, it seems painful.
But, I'm not sure I've given it a fair shake because I haven't needed to. It's use in AI does make it an attractive option, now more than ever.
Backward compatibility, which I suppose is closely related to needing to use env, is also a pain. In my experience you can't go forward or backward in many cases. It's especially painful on projects that don't change very often. I'm sure that an active codebase can probably be kept updated from version to version, but if you've waited a bunch of versions, it seems painful.
But, I'm not sure I've given it a fair shake because I haven't needed to. It's use in AI does make it an attractive option, now more than ever.