Show’em Who’s Boss was bred in Maryland by Lady Olivia at Northcliff LLC and becomes the 6^th winner from 7 of racing age for her dam, White Eye Julia I (Tapit).

Holy Boss broke his maiden by 10 1/4 lengths in his racing debut at 2 going six furlongs on dirt in 2014 at Churchill Downs. At three, he strung together three straight black-type stakes wins that began at Oaklawn Park in the Bachelor Stakes, continued in the Chick Lang Stakes at Pimlico Race Course, and ended with his first graded win in the Amsterdam Stakes (G2) at Saratoga Race Course.

Holy Boss next finished third behind eventual champion Runhappy in the NYRA.com King’s Bishop Stakes (G1) and contested the TwinSpires Breeders’ Cup Sprint (G1), in which he finished 3 1/2 lengths behind Runhappy in fourth.

At 4, Holy Boss placed in three graded stakes—finishing second in the Alfred G. Vanderbilt Handicap (G1) behind A.P. Indian and third in the True North Stakes (G2) and the Commonwealth Stakes (G3). 

“There’s been a lot of buzz about Holy Boss the last few months once his kids starting making their way to the tracks, and I hope this proves rightfully so,” said Grace Merryman of Anchor & Hope Farm. “He has one of the best syndicates. They are great people who supported him in his first years to help get to this point. To be able to have his first starter be his first winner is exactly what they deserve.”