As a professional, Gaimon rode for Jelly Belly Cycling Team, Kenda–5-hour Energy, Bissell, Optum–Kelly Benefit Strategies and Cannondale–Drapac.

[12] After riding the 2015 season at UCI Continental level, Gaimon announced he would be returning to the World Tour with Cannondale for 2016.

[14] In June 2019, while training for the 2020 Olympics in the Team pursuit, Gaimon suffered a serious crash breaking his collarbone, scapula, 5 ribs, and partially collapsing a lung.

[20] Gaimon is vocal about performing without performance-enhancing drugs, and commissioned a tattoo of a bar of soap with the word "CLEAN" on his right bicep.

[21][22][23] Since retiring from participating in professional event brands,[24][25][26] Gaimon has generated social media engagement by attempting to beat "king-of-the-mountain" (KOM) records on the digital app Strava.