I'm not sure if I should elaborate further, but in the last years of Loopt, it actually devolved into a hook-up app servicing the gay community, basically Grindr before Grindr: https://news.ycombinator.com/item?id=385178
I guess he was ahead of his time, in a way? Still, I've never forgotten that this silly "success" was the first big exit of the most touted YC founder, ever.
I guess, but I remember even as far back as 2007, pg was excessively touting sama. During an interview, when asked which founder(s) impressed him most, he immediately replied, almost cutting the interviewer off, "Sam Altman." Which struck me as odd then since reddit (same batch) seemed much bigger, and Scribd and Justin.tv (later Twitch) had started to take off. Then there was that "Sam Altman for President" post, announcing him as the next YC president, but the subtext seemed to be that pg thought sama would make a good POTUS as well. Then there was actual talk that Sam would run for Governor: https://www.vox.com/2017/5/14/15638046/willie-brown-column-s...
It's as if his success was predestined. Loopt should have been a failure, but instead it ended up being a successful exit, made him rich(er), and became a stepping stone to greater things.
I guess he was ahead of his time, in a way? Still, I've never forgotten that this silly "success" was the first big exit of the most touted YC founder, ever.