... is people who became famous after being failures, in one way or another.
It kind of started with Amelia Earhart. For some reason, I became temporarily obsessed with finding out if there was a recording of her voice on the internet. While researching this, I was reading up on her history. She had a strong desire ever since childhood to do big things and didn't seem to have any desire to do the kinds of things women were expected to want to do in those days, but at first flying wasn't one of them. She seems to have tried several things, at first focusing on science, but she kept dropping out of various college programs and taking on various odd jobs. In a way, her early life seems kind of rootless. Around her mid-20s, she finally rides in a plane, then decides that's what she wants to do, so she meets up with an experienced woman pilot and asks her for lessons.
I was also reading about L. Frank Baum. He ran through a series of odd, disconnected jobs, like fancy chicken breeder, which he sometimes became mildly successful at. He was mostly interested in working for newspapers, either as an editor or journalist, and did that off and on; he was also obsessed with the theater, but apparently was ridiculously unsuccessful at that. He published a couple books and stories, hit it semi-big with a prose version of Mother Goose, and decided to concentrate on children's books, which is how he wound up writing The Wizard of Oz. Despite the success of some of the Oz books, he still managed to screw up quite a bit, going back a couple times to his theater obsession and later starting a film company that tanked.
It seems to me I've read another "famous loser" bio recently, although who it was escapes me. What fascinates me, I guess, was that these are people who have a clear talent or skill, but their life story turns out to be a lot rougher than you'd expect. People seem to prefer stories about either hard workers who make it big through perseverance or hugely talented artists who rise rapidly and then crash. They don't seem to talk as much about dabblers, drifters, or losers.