The Lesswrong community is often a dependable source of recommendations, network help, and advice. When I'm looking for a book or learning material on a topic I'll often try and search here to see what residents have found useful. Similarly, social advice, anecdotes and explanations as seen from the point of view of the community have regularly been insightful or eye-opening. The prototypical examples of such articles are, on top of my head :

http://lesswrong.com/lw/3gu/the_best_textbooks_on_every_subject/

http://lesswrong.com/lw/453/procedural_knowledge_gaps/

the topics of which are neatly listed on

http://lesswrong.com/lw/a08/topics_from_procedural_knowledge_gaps/

And lately

http://lesswrong.com/r/discussion/lw/c6y/why_do_people/

the latter prompted me to write this article. We don't keep track of such resources as far as I know. This probably belongs in the wiki as well.

Other potentially useful resources were:

http://lesswrong.com/lw/12d/recommended_reading_for_new_rationalists/

http://lesswrong.com/lw/a93/existential_risk_reduction_career_network/

Entertainment

http://lesswrong.com/r/discussion/tag/recommendations/?sort=new