In addition to Barbaro, he trained the 2005 Arlington Million winner Kicken Kris, and shortly after Barbaro's injury, he returned to the scene of his greatest victory to score another major Churchill Downs win at  the 2006 Breeders' Cup Distaff with Round Pond. In 2012 he trained Union Rags to become the winner of the 144th Belmont Stakes.
In addition to Barbaro, he trained Kicken Kris for a significant horse racing event. After Barbaro's injury, he returned to Churchill Downs and achieved another victory with Round Pond in a major race. In 2012, he guided Union Rags to win the prestigious Belmont Stakes.