I haven't been on news.YC very long, so maybe that was mentioned as an issue a while ago. When Rails first came out, there was a paucity of documentation. The book "Agile Web Development" came out to meet the need. Now when I go into a bookstore or search through Amazon, I'm shocked by the number of books on Rails and Ruby. Truly amazing. Then there are the self-published outlets like peepcode.com, flexiblerails.com, etc. Rails and Ruby coders are also active bloggers and IRCers. The folks at Caboo.se, in particular, have been working on internals documentation. (http://www.caboo.se/documentation)