Good hero choices to practice itemization on

I'm watching a vod of Purge playing Bristleback yesterday, and I'm wondering if Bristleback might be a good choice of hero for Sean to learn for itemization choices? Instead of the usual choices of which damage item to go for, on say a Wraith King, the core choices on Bristleback are always defensive: Vanguard, Blademail, Lotus Orb, etc. It might be harder to fall into the "trap" of going the same item build every single game. Plus, it seems like the early game item choices are flexible as well (are all boots viable on him?).

Just a thought! I look forward to Wednesday, so happy that my favorite streamer paired up with my favorite Dota streamer to make a series for learning a game I love but suck at :D