It's been some time since X made me hate computing, but it happened
again today (well, yesterday into the early hours of today,
actually.
I got the stupid idea to upgrade to squeeze from lenny yesterday. I
was at work, but it was actually a holiday in the USA, and I figured it
would be a good time to do some sysadmin work instead of my usual
work.
I admittedly had some things to fix that were my fault: I had backports
and other mess installed, but upon removing, the upgrade itself was
more-or-less smooth. I faced only a minor problem with my MD device for
/boot not starting properly, but the upgrade warned me that I needed to
switch to properly using the UUIDs for my RAID arrays, and once I
corrected that, all booted fine, even with GRUB2 on my old hardware.