This is the reason I switched over to Arch Linux. I have never been able to upgrade an Ubuntu system without some kind of obscure breakage without a documented fix. I've never encountered this problem with Arch, and archlinux.org both has great documentation and does a great job of alerting users when package upgrades require manual intervention.
Arch is like the CI/CD analogue of operating systems. Small upgrades makes breakages much less common, and much easier to repair. This comes as a trade-off of less battle-tested stability than e.g. Debian, but if you're able to make small repairs proficiently then Arch is the way to go. I'd strongly recommend Arch on a personal computer - it makes a good OS for a pet (although Debian, because versioned releases are much more thoroughly tested, makes for much better cattle OS).
Arch is like the CI/CD analogue of operating systems. Small upgrades makes breakages much less common, and much easier to repair. This comes as a trade-off of less battle-tested stability than e.g. Debian, but if you're able to make small repairs proficiently then Arch is the way to go. I'd strongly recommend Arch on a personal computer - it makes a good OS for a pet (although Debian, because versioned releases are much more thoroughly tested, makes for much better cattle OS).