Outflanker, one of Maryland’s stalwart stallions who stood in the state for nearly two decades, was humanely euthanized Aug. 25 from complications of old age at his longtime home Shamrock Farm in Woodbine. He was 29.

A son of Danzig, Outflanker was out of the stakes-placed Alydar mare Lassie’s Lady from one of the most dynamic female lines in the stud book full of classic winners and champions. Lassie’s Lady was a half-sister to Weekend Surprise, the dam of A.P. Indy and Summer Squall; Charming Lassie, the dam of Lemon Drop Kid; European champion Wolfhound and three other stakes performers.

Outflanker was bred in Kentucky by Will Farish and Bill Kilroy and sold for $375,000 to bloodstock agent Demi O’Byrne at the 1995 Keeneland July Yearling Sale. Sent to Europe, he campaigned for Michael Tabor but had an undistinguished racing career. He was winless in 10 starts at 2 and 3 in England and Ireland, although he did hit the board five times.

Pedigree was the draw when he returned to the states. He began his stud career at Bonnie Heath Farm in Ocala, Fla., in 1998 before moving to Sez Who Thoroughbreds in Ocala and then to Cloverleaf Farms II in Reddick, Fla. He arrived in Maryland for the 2004 season, standing that year at Shamrock until the Maryland Stallion Station in Glyndon opened the next year. He remained at Maryland Stallion Station until its doors closed in 2008; still under the Maryland Stallion Station banner, he was relocated to Bonita Farm. In 2011, upon the dissolution of Maryland Stallion Station, he returned to Shamrock where he remained.

From 23 crops of racing age, Outflanker has produced 350 winners, 28 stakes winners, and the earners of more than $30.6 million. Some of his top domestic progeny include graded stakes winners Bayou’s Lassie, Javerre and Bushwacker. Internationally, Dobil Yack (Mex) and Out Tricked were named champions in Mexico and the Dominican Republic, respectively. 

As a broodmare sire, Outflanker is best-known for his daughter Kosmo’s Buddy, who won or placed in 14 stakes, including the 2008 Maryland Million Turf Sprint and went on to produce Maryland-bred 2021 Breeders’ Cup Classic-G1 winner and Horse of the Year Knicks Go. Outflanker’s daughter Harper N Abbey is the dam of 2010 Canadian champion 2-year-old male Madman Diaries.

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