Wow, 1 1/2 to 2 hours to upgrade? I haven't upgraded anything in Linux. Anyone know how it compares?
Depends heavily on how long it was since your last upgrde (and which distro you use). Usually the transition is rather gradual, but if you were to move straight from, say, Debian etch to Debian squeeze it can really take quite some time as well. A friend of mine recently made the switch and it took a few hours (including several gigs full download over a wireless though). Since the number of separately created program is so great in Linux, it's very hard to make sure all combinations work, so there's usually some manual fixing involved too (although often all that's required is to re-run the upgrade commando a few times to make sure it works around all it needs).
At any rate, this was a fun video. The dedication to get it done is impressive.
It amazes me how primitive windows95 still was compared to, say AmigaOS, still as late as the mid nineties.