@MichaelSomething and Kzach on restarting using similar characters in old school gaming:
Not trying to derail this thread or open a can of worms, but have to make a quick and (hopefully) constructive comment based on my experience in "old school" gaming. In my old groups, the characters we played developed uniqueness through playing - they didn't really bring it in with them pre-game. Usually "He's a fighter from X" was enough pre-play history and flavor. If they lived long enough, THEN we started fleshing them out more, usually using their actual in-game experiences as inspiration. So yeah, you might play a fighter with stats a,b,c,d,e,f and a slightly different name three times in a row, but you didn't bother with an elaborate history. Now, rich histories eventually became part of the game for us, but like I said, usually not until it was clear the poor fool would live past level one.
I suppose my point is that we weren't playing Barrick, then Carrick, then Darrick, then Eric, then Farrick, all with the same elaborate personal history. Honestly, he's a level one guy, how varied and interesting could his personal history possibly be? Haha.
We cared about characters, but usually it was about he ones that had actually done something interesting, I guess. Until then, they were just cannon fodder.