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In the summer of 2005 he was working as an apprentice jockey at Colonial Downs racetrack in New Kent County, Virginia.
In the summer of 2007, he ran second in both the grade three Colonial Turf Cup at one mile and three sixteenths (9.5 furlongs) in mid-June and the Virginia Derby at one mile and a quarter (10 furlongs) in Mid-July, both run at Colonial Downs in New Kent County, Virginia on the turf course.