Wouldn't it be best to simply link them to posts relevant to the current topic, whatever that is? (Politics, pundit's predictions, how much information evolution can maintain, the usefulness of knowing simple equations for Fermi calculations, etc.) At least, that's what I tend to do on the DNB ML or Reddit or my own site, and it seems to generally work well.
I agree. I do not link people to LW unless there is an LW article that strongly relates to the topic of discussion; but there is quite often a LW article that strongly relates to the topic of discussion. Earlier today, for instance, a friend complained on Facebook that the nation is obsessed with a murder trial and all but ignores several larger-scale tragedies both at home and abroad. I talked about scope insensitivity for a bit, and linked to the LW article on it.
I've recently been trying to introduce some of my friends to less wrong. As a starting point I've linked them to HP:MOR and 'Three worlds collide' on the basis that they are both entertaining and accessible. But I'm not sure where to go next. Sending them to a main index page would likely be overwhelming, so could you suggest some sample articles to give them a general flavour of less wrong and envourage them to read more?
Qualities for such articles would probably include being:
What would you suggest?
[As I'm still a relative novice myself, apologies if a similar discussion has been had in the past and I haven't stumbled across it.]