Speaking of older distros, I have a Fedora Core 9 box still in production.

The lost+found folder shows a date in 2008 so I'm guessing that's when I installed the distro, but not sure if that's the best way to check. Needless to say the repositories don't work anymore. They worked for quite a long time surprisingly though. I think it was just in the last few years that they were pulled.
I made a VM with CentOS to replace most of the stuff that box did such as DNS and local web based tools, but I still have to migrate mail, which is always a tedious task. I decided to go to a virtual user setup on new box as creating unix accounts for each email is kinda dirty, and there does not seem to be any system for per mailbox mail delivery rules as procmail only does unix accounts, so I have to code my own mail transport and just been lazy.
I'm looking forward to being able to fully retire that server since despite being an old machine, it has 8 gigs of ram and the CPU has VT-D, so it makes a nice sandbox for testing out a new VM solution. I just threw VMware on the new VM server because it was turn key but eventually want to move to KVM/Qemu once I can take the time to learn it.