Re: Upgrading
It is really not that complicated, and usually works flawlessly. One caveat: It is a Bad Idea to skip version numbers when upgrading. I did that, it was a bad idea, and I had to reinstall - but then the system had been upgraded continously from about Debian 3.0 (or so) to 5.0, and the main (OS) harddisk had been moved into a new box at least once... it was time for a reinstall, and thankfully I did not break too much. The machine was our group's mail and web server (well, still is, though most of the stuff has been absorbed into the university's system by now)...
Yes, I know, don't do such things on a production system, but with only a handful of users it is not problematic... and maybe I should also tackle the upgrade to the current stable soon-ish.