I'd suggest three things: 1 - subscribe to http://codeyear.com/ http://codeyear.com/ (or similar) 2 - take a couple of hours every weeks to do pair-work (not

I'd suggest three things: 1 - subscribe to http://codeyear.com/ http://codeyear.com/ (or similar) 2 - take a couple of hours every weeks to do pair-work (not only programming, but also estimating etc) so he get a better idea of the daily tradeoffs 3 - let him pick a couple of screencasts at times (see http://www.learnivore.com/ http://www.learnivore.com/ for instance) to follow from a high level view at his own pace If you do 2, be ready to question your own assumptions; you'll likely get "fresh" questions that will teach you just as much as him.