In 1991 Benton qualified for his first Olympic Trials but failed to make it to the Games. He would go on to compete in the Olympic Trials two more times, in 1997 and 2005, before finding success his fourth time in 2009. Benton's team won the 2009 Trials which earned them a spot representing the United States at the 2010 Vancouver Olympic Games as well as the 2009 World Championship, since the Trials were also that year's National Championship. Benton played as lead on the team, which included John Shuster (skip), Jason Smith (third), and Jeff Isaacson (second). Chris Plys joined the team as alternate after the Olympic Trials.