After graduating from high school he pursued a riding career and in August 1997 earned his first win at Calder Race Course.
Guerra began riding in the United States in 1979 at Calder Race Course where his success over the years would result in his 1998 induction into the Calder Race Course Hall of Fame.
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The Tropical Park Oaks is an American Thoroughbred horse race run at Calder Race Course in Miami Gardens, Florida usually on New Year’s Day.
The Tropical Turf Handicap is an American Grade IIIT Thoroughbred horse race run on the turf course at Calder Race Course in Miami Gardens, Florida each year.