UnrequitedHope comments on Low Hanging fruit for buying a better life - Less Wrong Discussion
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I second the use of Ubuntu :)
I cannot recommend Ubuntu unless they have absolutely erased Unity and use a proper desktop environment for beginners. LXDE gives a reasonable Windows-like experience and seems like a good match for newbies.
I would recommend Ubuntu MATE Remix. It uses a renamed version of the Gnome 2 desktop environment.
Mint is pretty tolerable, too.
Xubuntu / Lubuntu, then.