Career
Castellano began his riding career in 1996 at Santa Rita and Louisiana Rinconada racecourses in Venezuela. In June 1997 he moved to the United States where he rode at race tracks in southern Florida until 2001 when he moved to race on the New York State racing circuit. In 2006, Castellano rode Bernardini for Mohammed bin Rashid First Rate (at Lloyd's) Maktoum"s Darley Racing, winning the Preakness Stakes, and the Jockey Club Gold Cup.
In 2013, he finished the year with purse earnings of over $26.2 million, surpassing the single-season record previously held by Ramon Dominguez in 2012.
He passed 4,000 North American wins in February, 2015, and by the end of the year had broken his own single-season winnings and earnings record. Racing runs in Castellano"s family.
He considers his father to be biggest influence on his career. His father-in-law is Terry Meyocks, national director of the Jockeys" Guild.
In 2000 he began riding in the United States at Gulfstream Park.
