The idea is interesting, it had already been suggested some time ago.
But I still don't see how it would work PRACTICALLY. Would you : ask the new members if they need help (how? PMing every new member?), or the opposite?
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I think what we were saying before was that we could have a special "mentors" group on the site/forums, where newbies can send them PM's asking for help. It's just for the sake of who's actually willing enough to do it.
I don't think it will work, they'll probably not notice that group, or be too "shy" for asking someone specifically, especially if they already have troubles with the site.
I don't know, maybe the best would be to include a link to a "help" board in the registration email or PM, where people could post their problems. (but that doesn't make much difference from the "Ask questions" section, don't you think?)