Lots of software has tutorials...for Powerpoint for example, Google 'Powerpoint Tutorial Free' and get links like -
http://www.gcflearnfree.org/powerpoint2010

What skills exactly do you want him to gain?

I also love the idea of www.xtranormal.com but haven't tried to use it.

How about find a resource like 'Khan Academy' and suggest he create something similar for vocabulary, writing or grammer?

Or create a website to present info about his favorite subject?

Good luck,
Grinity

Coaching available, at SchoolSuccessSolutions.com