I've got some answers for Matthew
1. Driscoll is making yet another implicit comparison between himself and Jesus, maybe.
2. Driscoll may watch a lot of Scrubs. Let the viewer understand
3. Driscoll teaches from a position of practical wisdom and having learned by doing ... so maybe he knows from experience what it means to be educated beyond his intelligence?
4. Since the second "his" isn't capitalized Driscoll must not be referring to Jesus.