The Triple Crown is the ultimate prize in thoroughbred horse racing. To claim this fabled title, the horse-and-jockey team has to win the Kentucky Derby, Preakness Stakes and Belmont Stakes. Back in 2008, one horse, Big Brown, had already won the first two races and was favored 4-1 to take the crown.

Days before Belmont, trainer Rick Dutrow Jr. was already preparing for victory. “I feel like it’s actually a foregone conclusion,” Dutrow told the Associated Press. “To me, I just see the horses he’s in with, and I see our horse so I expect him to win this race.”

If you follow the sport, you already know what happened. Big Brown placed dead last. The winner was a 38-1 long shot named Da’ Tara.