Win Willy worked five furlongs at Churchill Downs April 27. <br><a target="blank" href="">Order This Photo</a>

Win Willy worked five furlongs at Churchill Downs April 27.
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Anne Eberhardt

Win Willy Preps for Kentucky Derby

Monarchos colt posted huge Rebel Stakes upset.

Win Willy, the son of Monarchos who entered the Triple Crown picture with an upset victory in the Rebel Stakes (gr. II), turned in his final preparation for the May 2 Kentucky Derby Presented by Yum! Brands (gr. I) with a five-furlong work in 1:02 2/5 April 27 at Churchill Downs. The time ranked 20th among 26 horses working the distance.

According to Churchill clockers, the colt posted fractions of :13 1/5, :25 3/5, and :37 4/5, while galloping out six furlongs in 1:15 3/5.

Trained by Mac Robertson for the Jer-Mar Stable of Jerome and Marlene Myers, Win Willy was purchased for $25,000 at the 2007 Keeneland September yearling sale.

“He looked good, went along nice and smooth,” Robertson said. “It looked like he finished strong, which is what I wanted to see. We’ve done all we can do, and now he’s gonna belong in there, or he isn’t.”

After winning two of his first three starts, Win Willy posted a huge upset over then-Derby favorite Old Fashioned when he took the Rebel by 2 ¼ lengths at odds of 57-1. He subsequently finished fourth in Papa Clem’s Arkansas Derby (gr. II) victory.

Bred in Kentucky by Overbrook Farm, Win Willy is the second foal produced from the stakes-winning Carson City mare City Fair. Campaigned four seasons, City Fair won the Correction Handicap and placed in six stakes en route to compiling a bankroll of $299,527.