At that point, Simons was worth about $23 billion. Somehow, though, each day’s loss felt like a fresh punch to the gut. Part of it was that Simons had made substantial financial commitments to his charitable foundation, which employed hundreds of staffers, and other organizations. That wasn’t really why he was so dismayed, though. Simons knew he’d be more than fine no matter what happened with the market. He just hated losing money, and he was growing anxious about when the pain would stop.

