Instead of going to bed at 10:30, I stayed up with this thing until after midnight. I've checked out almost all the playing examples/playalong sections, and they do indeed become more challenging and inspiring. The odd meter tracks are fun (one of them, in 11/4, is based on his tune "5 in the morning, 6 in the afternoon"). He also brings in three other compositions of his, one called Fallen Angels, and the other two I didn't catch the names of. I'll have to track them down. The latter two are very difficult, in fact quite a bit out of my reach at the moment. I'll have to work at those.
There was at least one "a-HA" moment for me: in the discussion about odd meters, he said that the way to play fluently on them is to find a "transition point", by which he meant a beat or beats inside the bar that you can play towards the upcoming "one" from. This was something I figured out back when we were working up our tune "Meet Me @ 11". Nice to get confirmation that way.
One thing I wish this set came with is a book containing all the exercises and chord charts. That would have been very helpful, though probably more expensive.