#1 with a bullet: Nicholas whatsisface, the protagonist from the "Hope" mil-SF series. Four books, 40 years, a stellar career, and you're still bashing yourself for something you did when you were only 18? Can you say "No character growth whatsogoddamnever"? And let me tell you, if you think brooding teenage angst is bad in a teenager, it's an order of magnitude worse in a 50-year-old man.

Beyond that, as you say, it would take too much time to narrow it down.