Earth caught a lucky break when Clark Kent grew up to be the kind of man who could earn the nickname of the Big Blue Boy Scout. This story could be considered a look at whether that was something inevitable and irreversible.
Gilderoy Lockhart was a successful con man, but that's all he was. So how did he talk Dumbledore into hiring him? And why was he such a failure as a teacher that a bunch of twelve year olds could see through him? One shot.
... How I Learned to Stop Worrying and Love the Cruciatus. Albus Dumbledore always worried about the parallels between Harry Potter and Tom Riddle. But let's be honest, Harry never really had the drive to be the next dark lord. Of course, things may have turned out quite differently if one of the other muggle-raised Gryffindors wound up in Slytherin instead.
Ron never wanted to be a crime boss. Pity he was so good at it. Even if he did spend most of his time worrying about what would happen when his mother found out.