Well, the first thing to do to start is boot the live CD and find out how well Trisquel works with your hardware. If something seems to not work, ask here or on the #trisquel IRC channel and someone will probably help you find out if it just doesn't work or if it can be made to work somehow, or if you just didn't know how to use it properly.

You won't have much trouble with the installation itself; the worst that's happened to me is causing a Windows XP partition to not be bootable after sizing it down (this has only happened to me once, and only with Windows XP; I imagine some sort of Windows utility would correct the problem if I had it).

Regarding VoIP: there are a lot of VoIP programs that can replace Skype; what you want depends on your needs. The major issue is Skype doesn't support any standard protocols, just its own secret protocol, so you won't be able to use any of them to communicate with Skype users; the people you want to communicate with will have to also use some VoIP program other than Skype. Anyway, some that I've heard of are Ekiga, Jitsi, Linphone, and Mumble, and I know that Empathy supports VoIP as well. I don't know how good any of them are because I don't use VoIP myself (though I've tested Mumble briefly), but I'm sure someone else will have more to say about them.

One thing to keep in mind is that Adobe Flash is proprietary, so it is not included in Trisquel. Websites are getting better at this, but some still refuse to work without Flash. Trisquel ships with Gnash, which is compatible with pretty much any Flash 8 and older stuff and also works with YouTube, but very little else. With a lot of video sites, you can get around only supporting Flash by using UnPlug (an Abrowser/Firefox extension), which allows you to download the videos (or "open" them, which in practice causes them to be streamed like an HTML5 video) or ViewTube (a Greasemonkey script), which replaces the Flash-based video players on certain sites with an HTML5/Javascript-based one. Disabling the Gnash plugin (called "Shockwave Flash" in the list of plugins) can also help in some cases, because some video players do support Javascript/HTML5-based fallback, but only use them when Flash is unavailable.

Also, welcome!

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