I thought putting on the house wrap would be easy, rather like wrapping a large gift. I was wrong. The roll is heavy and unwieldly, and trying to circle it around the house evenly was a three man job. Or in our case a one man and two and a half women job. But we managed... after a week. In our defense it was a really rainy week, and we couldn't make up our mind about how it should be attached to the house. Rubber covered nails are the best option, but we gave up the water proofing mumbo jumbo method in favor of the nail gun/air compressor. Somewhat frightening but totally worth it.
After that the roof rafters were next. Not much to say besides that they went up fast. Though I noticed later that we spaced ours (for no real reason) together much more closely than Jay. You can see for yourself at his blog: http://tinyhousejournal.com/jays-shafers-fencl/
Oliver has been an integral part of the building process. Without his incessant barking at the neighbor dogs, not to mention the biting incident, we might have finished weeks sooner. Thanks, Oliver!