Simple-yet-Wahoo? Seriously?

Based on everyone else's post I read the Full Monte post and have two questions:1. Why the hell would I want to play a character that didn't match what the DM wanted to do with their game/campaign? That doesn't seem like very good gamesmanship.2. Say for example you have a group playing largely new school characters and an old school character. What the hell are you going to do when the group