Bizarrely, I was able to live-CD boot to my newer machine fine. I even ran Ubuntu as my main OS for about 3 months until there was something I needed to do that wouldn't run under Wine. It worked "ok".
- I needed to reboot it 3 or 4 times a day because the sound would just stop working for no reason I was ever able to resolve.
- I could never get it to use the native resolution of my monitors. I suspect it was driver issues with my perfectly normal nvidia card.
- Video playback, flash, etc. all ran unacceptably slow.
To be honest, I'm willing to accept that not everything will "just work" perfectly out of the box. But if it takes me longer than a 2 or 3 hours to resolve a minor issue, I'm done.
One thing that still befuddles me to this day is the plethora of perfectly earnest looking GUI configuration odds and ends in Ubuntu which seem to have virtually no effect. Anything that I was able to resolve had to be done by opening up an xterm and editing some config file someplace (which usually wasn't in the place pointed to by most of the online help I could find).
I'm honestly interested in what problems people have under Windows or OS X that drives them to Linux. I hear a lot about insurmountable issues with these OSs, hardware that won't work or whatever. But I've almost never had an issue I couldn't resolve by downloading the correct driver for the device, clicking setup.exe and rebooting. The few times I couldn't it was because the hardware was bad.
(though there was one time I was trying to get bluetooth to work on a laptop I had, I did the above, but it borked the machine and I got a bluescreen. 30 minutes of googling gave me the magic incantations to fix it and get me back up and running...turns out the laptop was one of the submodels that didn't actually have bluetooth hardware...meh)
Now finding the drivers can sometimes be hard, especially if the hardware is oddball or very old.