this is more or less how my flatmate is going to do it.
he has got mandrake and is going to test it on a few gigs at the end of his drive, taking his time about it. he has used linux years ago in university but wasn't really interested at the time. his girlfriend will be a tougher nut to crack. she's done Computing atuniversity too, but is very stuck in her ways. she was moaning about some rubbish in IE, popups or some security issue or something the other day, no i remember it was something about the firewall wouldn't let IE see any websites, so she had to disable the firewall (!!!!!) and i said "why don't you use a decent browser and you wouldn't have that problem, and then your security wouldn't be compromised?" and she said (after a perfect 1.5 second blank stare) "oh well, it could be the firewall that's at fault, and we'll be upgrading it on the weekend".
what can you do? i only suggested a decent browser! if people will use windows and IE, i think they deserve what they get.
this is the same person who said 2 days later "well i thought about computer security but then i thought well what have i got to hide?", to which i answered "well, it's not so much that as having your machine compromised and used in a distributed denial of service attack implicating you as an accessory to the crime". Another blank stare, not so long this time and then "oh well, there is that i suppose..."
again, what can you do?
even mandrake's too good for them in a way...