JUMP TO MY BIOGRAPHY

      2004

• On August 6, Bailey became Saratoga’s all-time leading rider when he rode Tattinger Rose to victory, bringing his win total at Saratoga to 641
• Won the All-Star Jockey Championship, October 30 at Lone Star Park     

       2003

• Won the Eclipse Award – Outstanding Jockey
• Won the Belmont with Empire Maker
• Won the Breeders’ Cup Mile with French-bred Six Perfections (this was the record setting 14th Breeders’ Cup victory for Bailey)
• Saturday, November 29, 2003, shattered Mike Smith’s long standing record of most stakes wins in a season (68) on Saturday, November 29, 2003 when he won three stakes races in a row at Aqueduct race track, bringing his 2003 total to 70
• Broke the record for most Grade 1 wins, in a season, in 2003 with a total of 26 victories.
• Broke his own North American earnings record, by earning $23,354,960
• Became the first jockey to wear corporate sponsorship during a major stakes race when he displayed Wrangler’s logo on his breeches during the Belmont Stakes
  

     2002

• Won the Eclipse Award – Outstanding Jockey
• Set a North American earnings record of $22,271,814
• Won the $6 million Dubai World Cup on March 23 aboard Street Cry
• Won the Breeders’ Cup Sprint with Orientate

      2001

• Won the Eclipse Award – Outstanding Jockey
• Became the first jockey in history to pass the $20 million mark when he rode Hap to victory in the Shadwell Keeneland Turf Mile Stakes at Keeneland Race Course on October 7, 2001
• Won the $6 million Dubai World Cup on March 24 aboard Captain Steve
• Won the All-Star Jockey Championship at Long Star Park
• Won the Breeders’ Cup Sprint with Squirtle Squirt
  

      2000

• Won the Eclipse Award – Outstanding Jockey
• Won the Preakness Stakes with Red Bullet
• Won the Breeders’ Cup Juvenile with Macho Uno
• Won the Breeders’ Cup Filly and Mare Turf with Perfect Sting

      1999

• Won the Breeders’ Cup Filly and Mare Turf with Soaring Softly

     1998

• Won the Breeders’ Cup Juvenile with Answer Lively
• Won the Breeders’ Cup Juvenile Fillies with Cash Run
• Won the national jockey earnings title with $17,069,905

     1997

• Won the Eclipse Award – Outstanding Jockey
• ESPY Award – Best Jockey
• Won the $4 million Dubai World Cup on April 3 at Ned Al Sheba, United Arab Emirates aboard Singspeil
• Won the national jockey earnings title with $18,346,282

     1996

• Won the Eclipse Award – Outstanding Jockey
• Won ESPY Award – Best Jockey
• Won the Kentucky Derby with Grindstone
• Won the inaugural $4 million Dubai World Cup on March 27 at Ned Al Sheba, United Arab Emirates aboard Cigar
• Won the Breeders’ Cup Juvenile with Boston Harbor
• Won the national jockey earnings title with $19,465,376

     1995

• Inducted into the Hall of Fame
• Won the Eclipse Award
• Won the Breeders’ Cup Classic with Cigar
• Won the Breeders’ Cup Juvenile Fillies with My Flag
• Went undefeated in 10 races with Cigar, including The Donn Handicap (GI)on February 11 at Gulfstream Park, Gulfstream Park Handicap (GI) on March 5, The Oaklawn Park Handicap (GI) at Oaklawn Park on April 15, The Pimlico Special at Pimlico Race Course on May 13, the July 2 Hollywood Gold Cup (GI) Hollywood Park, the September 16 The Woodward Handicap (GI) at Belmont Park, the October 7 The Jockey Club Gold Cup (GI) at Belmont Park, and the Breeders' Cup Classic (GI) on October 28 at Belmont Park:
• Won an unprecedented seven races in Florida
• Won the national jockey earnings title with $16,308,230
  

     1994

• Won the Breeders’ Cup Classic with Concern
  

     1993

• Won the Kentucky Derby with Sea Hero
• Won the Breeder’s Cup Classic with French import Arcangues
  (at 133-1, Arcangues was the biggest long shot in history to win a Breeders’ Cup race).
• Presented with the Mike Venezia Award from the New York Racing Association

     1992

• Won the Woolf Award from the Jockey’s Guild at Santa Anita Park
  

      1991

• Won the Preakness Stakes and the Belmont Stakes with Hansel
• Won the Breeders’ Cup Classic with Black Tie Affair

     1984

• Won the New York Handicap Triple Crown (the Metropolitan,zSuburban,and Brooklyn Handicaps) with Fit to Fight