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Shoe is here, Aqueduct opened March 14
Peb's caricature/humorist artwork depicts Bill Shoemaker crying outside of Aqueduct, begging for change to be dropped in his jockey cap.
"Shoe" 5,000 Wins
Bill Shoemaker enjoys a cigar as he kicks back to celebrate 5,000 winners as bug boy Ronnie Ferraro buzzes overhead as a fly.
"Shoe" Breaks a Leg
Hall of Fame jockey Bill Shoemaker rests on a pillow of his career earnings as his leg is propped up in a horse shaped cast. The cast is signed with names of various stakes races.
1982 Preakness Jockeys
A packed jockey room at the 1982 Preakness is depicted in this caricature artwork by Peb. Jockeys filling out the room include: Oswaldo Rosaldo, Kennard William “Kenny” Knapp, Lester Keith Piggott, Laffit Alejandro Pincay, Jr., Jorge Luis Velasquez,…
Julie Krone and Bill Shoemaker on computers
Peb's caricature/humorist artwork depicts Hall of fame jockeys Julie Krone and Bill Shoemaker typing on computers as horses run in the background.
Bill Shoemaker smoking a cigar
Peb's caricature/humorist artwork depicts Hall of Fame jockey William Lee "Bill" Shoemaker smoking a cigar. The cigar and smoke rings form "$100,000,000" in reference to Shoemaker becoming the first jockey to surpass that number in career earnings.
"Best of the Blue Grass Stakes" on WVLK with Tom Leach
In 1991, radio personality Tom Leach produced this top ten ranking of Blue Grass Stakes races. The ranking was voted on by a panel of featured interviewees including legendary racing jockeys, owners, trainers, and farm managers including former…
Arts and Letters at the finish in 1969 Blue Grass Stakes
Arts and Letters, Bill Shoemaker up, in a commanding 15-length Blue Grass victory. Campaigned by Rokeby Stables, Arts and Letters gave Shoemaker his fifth Blue Grass win. The Racing Hall of Fame jockey would claim a sixth victory in 1982 aboard…
Lucky Debonair with Bill Shoemaker up at Keeneland
Lucky Debonair was the third consecutive runner to claim the Kentucky Derby after securing a Blue Grass win. The betting favorite, piloted by Bill Shoemaker (up), bested Swift Ruler by 1/2 length. Shoemaker’s Derby victory the following week was the…
Tomy Lee in the Keeneland Paddock
This photograph shows Tomy Lee in Keeneland’s paddock before the Blue Grass in 1959. Bred in England and owned by Texans Fred Turner Jr. and his wife Juliette, Tomy Lee, piloted by Bill Shoemaker, broke a track record in Keeneland’s Forerunner Stakes…