Top 100 Players of 2013
Orb's win set off a huge celebration among friends and family of owners Stuart Janney III and Ogden Mills "Dinny" Phipps. It just so happened that some of those friends appeared to be Brady and some of his former Patriots buddies -- who were a few of the NFL players in attendance at Churchill Downs.
Brady's connection to Orb's people was unclear. Maybe he's longtime friends with the Phipps family, or maybe he's just a huge racing fan who decided to surprise the winners. The Boston Herald, among others, reported that Brady put down $4,700 on Orb, giving him a nice $25,000 payday, though we cannot verify that. If true, it certainly might explain at least part of his excitement.