I was using Gentoo at the time, which meant recompiling the world (in the first case) or everything GUI (in the second case). With a strict order of operations to not brick your system. Back then, before Arch existed (or at least before it was well known), the Gentoo wiki was known to be a really good resource. At some point it languished and the Arch wiki became the goto.
(I haven't used Gentoo in well over a decade at this point, but the Arch wiki is useful regardless of when I'm using Arch at home or when I'm using other distros at work.)
A few years before the Xorg thing there was also the 2.4 to 2.6 kernel switchover. I think I maybe was using Slackware at that point, and I remember building my own kernel to try out the new shiny thing. You also had to update some userspace packages if I remember correctly: things like modprobe/insmod at the very least.