The son of a trainer, Dale Romans is best known for training the winner of the 2011 Preakness Stakes, Shackleford. He grew up around horse racing at Churchill Downs. At age eighteen he embarked on a career as a trainer, getting his first winner on February 15, 1987 at Turfway Park in Florence, Kentucky. Among his most successful horses, Kitten's Joy won the 2004 Secretariat Stakes and the Joe Hirsch Turf Classic Invitational Handicap. He also ran second to Better Talk Now in the 2004 Breeders' Cup Turf. This was enough to be voted the Eclipse Award for American Champion Male Turf Horse. In 2005 Roses in May provided Romans with the biggest payday of his career to date when he won the $6 million Dubai World Cup. He collected his first Breeders' Cup win in 2009 when Tapitsfly won the Breeders' Cup Juvenile Fillies Turf. In 2012 Dale Romans won three Grade 1 races with just Little Mike alone, winning the Woodford Reserve Turf Classic G1, Arlington Million G1, and Breeder's Cup Turf G1. Also in 2012 Romans also trained Dullahan who won two grade 1 races. The Toyota Blue Grass G1 and The Pacific Classic G1. And in 2012 Shackleford won 1 grade 1 race also one grade 2 race. Being the Metropolitan Mile G1 and also the Churchill Downs G2. In 2013 Romans won only one grade 1 race Little Mike won the Joe Hirsch Turf Classic Invitational Handicap. Little Mike has given Romans his most Grade 1 races by only one horse.
Dale Romans is also the trainer of Keen Ice, notable for his August 2015 win over Triple Crown-winner American Pharoah in the 2015 Travers Stakes. Romans confidently predicted the upset, with Keen Ice winning at 16–1 odds.
- Novak, Claire (August 29, 2015). "Keen Ice Springs Travers Upset on 'Pharoah'". The Blood-Horse. Retrieved August 29, 2015.<templatestyles src="Module:Citation/CS1/styles.css"></templatestyles>
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