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Automatic updates for bug fixes (e.g. 1.0.0 to 1.0.1) are usually fine - it's major and minor updates that are scarier. I've never used Watchtower so I'm not sure if it has an option to only allow bugfixes.
That would depend on each project properly using semver, which is unlikely.
Personally, I just risk all the updates. It's not a huge deal to recover.
Yeah, I'm a developer and my teammates don't always follow semver standards. I try to but every now and then it's really hard to know which is the right move. I've also had breaks because of minor increments and the author refused to roll back the change because the new behavior was consistent with the spec [that didn't change].