[2][3] In 2018, Van Dyke tied the record for most Del Mar races won in one day with Victor Espinoza.
[5] In Hot Springs, Van Dyke did not receive a spot to a high school basketball team due to his height.
[6] During his early teens, Van Dyke began his equestrian career as a hot walker before he wanted to become a jockey like his father.
[7] For his training, Van Dyke was an exercise rider for James Baker at Oaklawn Park before he started working at Churchill Downs for Tom Proctor.
[8] On November 21, 2013, at Hollywood Park Racetrack, aboard only the second mount of his career, Drayden Van Dyke won his first race.
He earned his first riding title in 2018 when he was the leading jockey at Del Mar Racetrack for both the summer and fall meets.
[11][12] As a grade II jockey, Van Dyke first won the 2015 Santa Ana Stakes before becoming a four-time winner at the Yellow Ribbon Handicap.
[17][18] In additional Triple Tiara races, Van Dyke competed at the 2015 Alabama Stakes and had a fifth-place finish.
[27] As a competitor at the 2019 Breeders' Cup in five events, Van Dyke's highest result was eighth place in the Filly & Mare Sprint race.
[32] That year, Van Dyke tied the record made by Victor Espinoza for most Del Mar races won in one day.