My suggestion for anyone wanting to make Lisp popular: make a Lisp analogue of Mark Pilgrim's "Dive Into Python". Or at least consider whether it is possible to write such a book for Lisp in its current state.
Pretty much. PCL is a great book that did much to bring the O'Reilly flavor to the community. Another good contribution is the Common Lisp Cookbook website, that contains snippets for common tasks.
Sadly, this doesn't seem to have struck the heart of the problem (although Lisp-in-a-box that came with PCL seems to have done it for some people).
Think about why Java is so widely used. I would argue that it's because of one thing: portable packages.
