Phil Gaimon is an American cyclist and noted author and blogger on the sport. He retired from a successful road-racing career in 2016 but has since started Worst Retirement Ever, a popular YouTube vlog in which he cycles around his home state of Los Angeles and tries to beat hill-climbing records set on the cycling-and-running tracking app Strava. His YouTube content is hugely popular, having attracted over 90,000 subscribers. He has also written pieces for Bicycling magazine, ESPN, Sports Illustrated, and VeloNews.

Gaimon was born in the city of Columbus, Ohio in 1986. He joined his first amateur cycling team in 2005 and began making an impression on the world scene, finishing eighth in the 2006 Tour of the Bahamas and winning the white youth jersey in the 2007 Univest Grand Prix. In 2009, he turned professional and joined the Jelly Belly Cycling Team and, the following year, finished runner-up in the Tour de Taiwan. In 2012, he won his first classic, the Redlands in California, a feat he repeated in 2015. In 2014, he joined cycling’s big league when he signed for Garmin-Sharp, former home to world-beaters such as Bradley Wiggins, Thor Hushovd, and Tyler Farrar. The year also saw the publication of Gaimon’s first book: Pro Cycling on $10 a Day.

2017 was Gaimon’s final year as a road cyclist, and he went out in style, winning the USA Cycling Hill Climb National Championship and his third Mount Washington Hillclimb. He remained active as a member of Team USA and was training for the Olympics during 2019 when a serious injury forced him off the road. Now back on his bike, Gaimon has become one of world cycling’s most entertaining characters.