Ubuntu
I finally made the switch to Ubuntu on my server machine. It was running debian before, and I don’t know whose fault it was, but over the years, upgrading packages became more and more impossible. apt would routinely fail, to the point where I said screw it. I’ve heard that Ubuntu’s package managers (as in, humans) are much more careful about package rot.
Smashed a great uptime in the process (although not my record):
$ cat UPTIME
20:48:49 up 342 days, 22:37, 1 user, load average: 6.00, 6.05, 6.05