You're really just making shit up here. He didn't get $50 million for his startup within 15 minutes of meeting Paul Graham. YC's deal back then was for about $15k per startup for 7%. Loopt didn't even over its several years raise $50 million -- it was around $30 million, and that happened over a space of several rounds over several years.
I was in YC a few batches later and met Paul Graham and Sam in that era. I remember walking around San Fracisco with Sam and him telling me about Loopt. He was a few years younger than me (I was 29, he was 24), and I remember being impressed by him.
And it's possible that Sam listed his age at 19 on his YC application, and that's what PG was going on. He would have probably still been 19 when he filled out the application. Again, this isn't hard to verify -- his birthday is on Wikipedia, and he was in the summer batch of 2005. Interviews are about a month before the batch starts. But there's not really a lot of my point that hinges on if it was a month before or a month after his birthday when they met. More my point was that the stuff about him investing in Stripe as a teenager because PG "gave" it to him is completely bogus.
It really seems like you have an axe to grind here, and I'm not completely sure why. Again, I think some of the stuff that's happened later in OpenAI is worthy of criticism, but that doesn't mean you have to reinterpret everything that happened before that through some bogyman lens.