

Neverball.
So gaming on Linux is obviously amazing now, but back in 2006 or so when I started using it, it was less than great. I probably tried every single game in the Ubuntu repos and Neverball entertained the hell out of me.
I spent hours rolling this shiny ball around. I loved Marble Madness on NES as a kid, so it was a natural fit.
A close second was Freeciv, as I had also grown up with a copy of Civilization.
Honorable mentions to Nesticle and Snes9x.
Upgrading an Arch install months or even years out of date is not that big of a deal. That’s one of the benefits of a rolling release platform.
Once after a move, an old desktop sat in a box for at least two years and I had it updated in a hour or so. Yes, you have to review the archlinux.org news feed for breaking changes, but if you follow any steps that pertain to your packages it’ll work fine.