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As has been said, in an ideal
As has been said, in an ideal world the move to Linux would be painless but alas it isn't. I run both Vista and Fedora desktops at home (as well as a Fedora server) and as much as I have tried to eliminate the Windows machine it just won't give up easily. I'm not a huge gamer but the games I play (WoW, LOTRO) won't play well under Linux and music recording software is incomparable across the two OS. My mobile will not sync properly under Linux either, although *most* should do so.
My wife tries her hardest on Linux but it's just "not quite there", it's still a little too techy (fine by me) but your average user/children may have problems?
Either get a new machine and dual boot or stick with Windows, the time isn't totally right to ditch MS support :(