He became a professional triathlete, and for a while had his sights set on the Olympics, but eventually turned away from competitive sports. It came to a point, he said, where he thought, "This is amazing, but I wonder if there's a way in which I can use my athleticism for more than just my own personal success or failure on the race course."
In preparing for his Grand Slam attempt, O'Brady and his partner and fiancee Jenna Besaw partnered with the Alliance for a Healthier Generation, and began touring schools in Oregon and Washington, encouraging kids to lead more active, healthy lifestyles, and to follow him on his world record bid. "It was an opportunity to showcase the human spirit," he said. "The inspiration to live an active, healthy life, to eat well, to play hard, to explore the world, to explore your backyard, anything."