MidnightCowboy,
I always clean install. I have never attempted an upgrade install and so I don't no if system updates will fix your problems with like VLC crashing or Firefox extensions malfunctioning. I usually apply system updates, but have never experienced them helping me with many problems I may have encountered previously. Yet I have been lucky, I guess, because I have had very few problems and most of them minor. I have had some bad experiences with other distros, one of the more common has been streaming media. As for my physical system I usually buy stuff that has been out for a while ( = Cheeper) and is already well supported by the Linux community. I did buy a netbook, Acer Aspire One, and while the wireless works great, I have never been able to get Ethernet to work with Ubuntu, which is oddly backwards from what most users experience.
Anyway I have found Ubuntu 9.04 "minty flavor" (Linux Mint 7) very stable on my machine and am sticking with it for now until I see the bug reports settling down a bit.
-Ritho
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The smallest good deed is better than the greatest intention.
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