Canadian International Stakes
In 2007, under trainer Frank Kirby, ridden by Ramsey Zimmerman, Cloudy's Knight won the richest and most important race of his career, the $2 million Grade 1 Canadian International Stakes at Woodbine Racetrack in Toronto, Canada. This win combined with his victory in Woodbine's G2 Sky Classic Stakes, contributed to his being voted Canada's Sovereign Award for Champion Male Turf Horse.