Hitt grew up boating in the Lake of the Ozarks but didn't get his start in sailing until several months before attending the Naval Academy. His short experience was as a mastman aboard an Evelyn 42. Since attending the Academy he has served as a Colgate foredeck and skipper and the jib and offshore spinnaker trimmer aboard the Custom Ker 50 Wahoo. He has competed in the Marblehead to Halifax Race, Edgartown Race Week, Around Long Island Race, as well as various other regattas. Jonathan is currently a Colgate Skipper and the JVOST Team Captain. Majoring in naval architecture and marine engineering.