At the age of ten, Keean White was encouraged to take riding lessons despite his own dislike for the idea. A stubborn pony turned jumping into a game for Keean and helped him to develop a passion for the sport. Keean first qualified for the Royal Horse Show in the Large Pony division at the age of 13 with Daydreamer. The following year, he won the Ontario Large Pony Championship, and, at the age of 15, qualified for the CET Medal Final at the Royal. At just 17 years of age, he won the Junior/Amateur Championship at the 2000 Royal Horse Show, an accomplishment he counts among the highlights of his short career.