This is not a SFW instance. NSFW communities will be tagged, and efforts will be made to keep SFW communities clean, but proceed at your own comfort level.
The number of packages installed, the use of externally unsupported repos, the distro you use, reliability of their packaging system, how much you deviated from the baseline customization, and probably more.
Keeping track of everything off what and how much you changed may prove difficult. But it helps taking notes of how you solved the more complicated issues.
With time you learn to live with the inevitability of something breaking. You update less often, and only when you really have to. Repairing stuff becomes less overwhelmeming with time.
So many factors at play.
The number of packages installed, the use of externally unsupported repos, the distro you use, reliability of their packaging system, how much you deviated from the baseline customization, and probably more.
Keeping track of everything off what and how much you changed may prove difficult. But it helps taking notes of how you solved the more complicated issues.
With time you learn to live with the inevitability of something breaking. You update less often, and only when you really have to. Repairing stuff becomes less overwhelmeming with time.