Pay the Butler

1986 & 1987: two- and three-year-old seasons

As a two-year-old, Pay the Butler raced in France and failed to win in five races although he finished third in the Listed Prix Herbager at Maisons-Laffitte Racecourse. In the following year was unplaced in eight of his nine races but recorded his first victory when he won the Listed Grand Prix de Strasbourg on 28 May.^[9][10]

1988: four-year-old season

In the early part of 1988, Pay the Butler raced three times in France, winning a handicap race at Longchamp Racecourse on April 4 and was then sent to the United States to be trained by Robert J. Frankel. On his first appearance for his new trainer Pay the Butler contested the Grade II Red Smith Handicap over ten furlongs at Belmont Park on May 28, winning by a neck over Equalize after a strong charge in the final stretch of the race;^[11] a victory that resulted in the then-largest pick-six payoff in New York racing history at $500,000 (equivalent to $1,361,000 in 2025).^[12] He continued to run well in the United States, finishing second in both the Bowling Green Handicap and the Man o' War Stakes before running unplaced in the Canadian International Stakes on October 16.^[9]

Pay the Butler was sent to Japan to contest the eighth running of the Japan Cup at Tokyo Racecourse on November and started at odds of 13.9/1 in a fourteen-runner field. There was a strong European contingent comprising Tony Bin from Italy, Moon Madness and Shady Heights (International Stakes) from Britain and Kondor (Preis von Europa, Aral-Pokal) from Germany. The other North American contenders were Salem Drive (Gulfstream Park Turf Handicap) and My Big Boy (Bernard Baruch Handicap) whilst the Southern hemisphere was represented by the New Zealand-bred gelding Bonecrusher. The best of the "home team" appeared to be Tamamo Cross, who started favourite after wins in the Takarazuka Kinen and the Tenno Sho and the three-year-old Oguri Cap. Ridden by Chris McCarron, Pay the Butler won by half a length from Tamamo Cross, with Oguri Cap taking third just ahead of My Big Boy, Tony Bin and Moon Madness, earning $1,033,000 (equivalent to $2,810,000 in 2025).^[13][14] During his time in Japan with Pay the Butler for the event, McCarron was impressed with the Japan Racing Association's racing program, leading to his eventual founding of the North American Racing Academy.^[15]

On his final appearance of the year, Pay the Butler finished sixth behind the Breeders' Cup Turf winner Great Communicator in the Hollywood Turf Cup Stakes at Hollywood Park Racetrack on December 24.

1989: five-year-old season

Pay the Butler failed to win in nine starts as a five-year-old in 1989 but ran well in several major turf races, with the exception of the Arlington Million, having been a last minute replacement in the race.^[16] He finished second in the Pan American Handicap and the Oak Tree Invitational Stakes as well as running third in the John Henry Handicap and the Bowling Green Handicap.^[9] On his final start of the year he attempted to repeat his 1988 success in the Japan Cup. He was again ridden by McCarron and finished third of the fifteen runners behind Horlicks and Oguri Cap.^[17] Despite not winning any of his races in the year, Pay the Butler's annual purse winnings for the year was nearly $509,000.^[18]

1990: six-year-old season

Pay the Butler began his 1990 campaign by winning an allowance race at Hollywood Park in May but failed to make any impact in five subsequent races. On his final appearance he finished fourth in an allowance at Hollywood in November.^[9]