hmm

Well FLOSS Manuals provides books too. Our aim is to get to as many people as we can. One method is to have books available in Book Stores as these are excellent promotional avenues.

Since you mention OLPC and how to bridge the gap I thought you might be interested in this:
http://www.lulu.com/content/3865497

Its the sugar manual we have made in FLOSS Manuals which covers how to use the Sugar desktop on the OLPC. It includes chapters on using a terminal, basic python etc...this is one example of how documentation can help bridge this gap. This manual is also available completely free here:
http://en.flossmanuals.net/sugar