Jenkins is fundamentally broken. Upgrade any plugin and you risk everything breaking. And you won't necessarily know until you run every corner case of your build system.
After I changed to the LTS release channel, I have yet to suffer from that. I think it has been a couple of years without a hassle.
I do wish Jenkins to be a little less high-maintenance, like say having a postgres backend and a docker image for the master. I hate having a different backup routine for each thing.
