Sure I'll help my family for free if they ask - depending on what it is. I won't, for example, put them in chains. For much the same reason I won't enable them in proprietary software. I'd also discourage others from doing the same.

But the OP is not so much about why we should or should not, but how to go about it if we want to stop others from enabling windows for their families.

Wow, I didn't even know there was still an AOL dial-up!

I remember seeing people talking about pengy http://freshmeat.net/projects/penggy/

Have you tried that?

LOL. Yes.

give a man a fish
teach him how to fish
make a huge deal out of fixing it
then show them how to set a restore point tell them to do it once a week or whenever they do something they want to keep forever or even every night before they go to bed
so when ever they have a problem they can restore the O/S to last weeks state last months state
what ever

or bite the bullet and fix the damn things BEFORE the holidays

Oh yeah, Penggy was the first thing I tried. However, it hasn't been supported in years and years and AOL has since done things that nuked Penggy's ability to log in.