As a FreeBSD user I am always very frustrated with how out of date the ubuntu packages seem to be (particularly on the lts versions). There's also a surprising number of packages I use that are in FreeBSD repos by default that I have to go find an alternative for (ppa, appimage, compile from source myself, etc). I almost never have to do that on FreeBSD.

That said, I hear you on the upgrades. I've never had an issue with FreeBSD pkg removing my DE (perhaps because I only use a basic window manager) but the video drivers have a habit of breaking across minor OS upgrades forcing me to compile myself from ports, and often not properly documented. Not too often but often enough to be an annoyance, and one of the reasons I'm considering a linux (certainly not ubuntu though, probably fedora or void).