The "arguing both sides" thing
When I spend any time studying an issue or debate, especially if it's a small or recent one, I tend to come to a strong conclusion one way or the other pretty quickly. It really seems to me like there is one right answer to a lot of questions. It's consequently maddening to have to argue what I see as clearly the wrong side.
Which reminds me...back when I was a freshman in college and we were all reading Socrates, I was moved to such heights of righteous indignation that I stood in front of the law school, shook my fist, and yelled: "SOPHISTS!!!" Or, at least I thought about doing it.