I think there is a difference though. Any individual could discriminate in buying stocks because they don't like the head of the organization for whatever reas

I think there is a difference though. Any individual could discriminate in buying stocks because they don't like the head of the organization for whatever reason regardless of the moral implication. I don't think anybody would say this would be a violation of the civil rights law. YC is slightly different because the relationship is closer, sure, but it is still an investor/investee relationship. I think its still a case like the former. I'm not sure I'd agree entirely that its a loophole.