In April 2006, Couples challenged at Augusta, making a Sunday run at what would have been his second green jacket before finally losing to eventual winner Phil Mickelson, with whom he was paired in the final round. Had Couples won, he would have been the oldest player ever to win the Masters at age —supplanting Jack Nicklaus, who, coincidentally, won his final Masters 20 years earlier and also at the age of 46. His competitiveness in the tournament was an encouraging sign for his career. "I didn't hit the ball like I was 46," Couples said.