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Jerry D. Bailey (born August 29, 1957) is a retired American
Hall of Fame A hall, wall, or walk of fame is a list of individuals, achievements, or other entities, usually chosen by a group of electors, to mark their excellence or Wiktionary:fame, fame in their field. In some cases, these halls of fame consist of actu ...
jockey A jockey is someone who rides horses in horse racing or steeplechase (horse racing), steeplechase racing, primarily as a profession. The word also applies to camel riders in camel racing. The word "jockey" originated from England and was used ...
and current
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thoroughbred racing analyst. He is widely regarded as one of the greatest jockeys of all time.


Early years

Bailey was born in
Dallas, Texas Dallas () is a city in the U.S. state of Texas and the most populous city in the Dallas–Fort Worth metroplex, the List of Texas metropolitan areas, most populous metropolitan area in Texas and the Metropolitan statistical area, fourth-most ...
but raised in
El Paso El Paso (; ; or ) is a city in and the county seat of El Paso County, Texas, United States. The 2020 United States census, 2020 population of the city from the United States Census Bureau, U.S. Census Bureau was 678,815, making it the List of ...
. He had a pony as a child and became interested in thoroughbred racing at age 11 when his father, James, a dentist, claimed some horses at nearby
Sunland Park Racetrack Sunland Park Racetrack & Casino is a racino located in Sunland Park, New Mexico, a suburb in southern New Mexico. Opened in 1959 as a Thoroughbred racing track, Sunland Park was the only legalized gambling venue in the region for many years. In ...
in New Mexico. He began riding
Quarter horses The American Quarter Horse, or Quarter Horse, is an American breed of horse that excels at sprinting short distances. Its name is derived from its ability to outrun other horse breeds in races of or less; some have been clocked at speeds up to . ...
at the age of 12 and started riding Thoroughbreds competitively at 17 in 1974. Bailey took his first racetrack job at Sunland Park as a
groom A bridegroom (often shortened to groom) is a man who is about to be married or who is newlywed. When marrying, the bridegroom's future spouse is usually referred to as the bride. A bridegroom is typically attended by a best man and Groomsman, ...
for trainer J.J. Pletcher and an occasional babysitter for Pletcher's son, Todd, then in the second grade, who later would follow in his father's footsteps and eventually become one of America's most successful trainers.


Career

Bailey's first official ride came on November 2, 1974, on Pegged Rate at Sunland. That horse finished unplaced, but Bailey won with both his mounts the next day, scoring his first career victory aboard Fetch. He had no grand ambitions: "I didn't think I'd ever leave New Mexico", he told an
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interviewer. The next year, Bailey was the leading apprentice jockey at Sunland and Ak-Sar-Ben, where he rode his first stakes winner, Pletcher-trained 3-year-old filly Bye Bye Battle, in the $25,000 His Majesty's Council Handicap on May 24, 1975. After briefly attending college that fall at the
University of Texas at El Paso The University of Texas at El Paso (UTEP) is a public university, public research university in El Paso, Texas, United States. Founded in 1913 as the State School of Mines and Metallurgy, it is the third oldest academic component of the Univers ...
, Bailey returned to the saddle to be leading apprentice at
Oaklawn Park Oaklawn Racing Casino Resort, formerly Oaklawn Park Race Track, is an American thoroughbred racetrack and casino in Hot Springs, Arkansas. It is the home to "The Racing Festival of the South", a four-day series of races that concludes with the ...
in 1976. In the fall of 1976, Bailey moved to the south Florida circuit of
Calder Race Course Calder Casino is a casino located in Miami Gardens, Florida. It includes slots, electronic table games, and bingo. The casino opened in 2010 and features a gaming floor with 1,100 slot machines, including video poker, as well as electronic rou ...
,
Gulfstream Park Gulfstream Park is a Thoroughbred racing, Thoroughbred horse race track, casino and outdoor entertainment and shopping destination in Hallandale Beach, Florida, Hallandale Beach, Florida, United States. It is among the most important venues for ...
and
Hialeah Park The Hialeah Park Race Track (also known as the Hialeah Race Track or Hialeah Park) is a historic racetrack in Hialeah, Florida. Its site covers 40 square blocks of central-east side Hialeah from Palm Avenue east to East 4th Avenue, and from East ...
, and over the next few years also raced at Hollywood Park,
Monmouth Park Monmouth Park Racetrack is an American race track for thoroughbred horse racing in Oceanport, New Jersey, Oceanport, New Jersey, United States. It is owned by the New Jersey Sports and Exposition Authority and is operated under a five-year lease ...
,
Hawthorne Race Course Hawthorne Race Course is a racetrack for horse racing in Stickney, Illinois, near Chicago. The oldest continually run family-owned racetrack in North America, in 2009 the Horseplayers Association of North America introduced a rating system for ...
and
Arlington Park Arlington Park (formerly known as Arlington International Racecourse) is a former horse race track in the Chicago suburb of Arlington Heights, Illinois. Once called the ''Arlington Park Jockey Club'', it was located adjacent to the Illinois Rou ...
. In 1982, Bailey began riding regularly at the major New York tracks –
Belmont Park Belmont Park is a thoroughbred racing, thoroughbred horse racetrack in Elmont, New York, just east of New York City limits best known for hosting the Belmont Stakes, the final leg of the American Triple Crown of Thoroughbred Racing (United Stat ...
,
Aqueduct Racetrack Aqueduct Racetrack is a Thoroughbred horse racing facility and casino in the South Ozone Park, Queens, South Ozone Park and Jamaica, Queens, Jamaica neighborhoods of Queens, New York City, United States. Aqueduct is the only racetrack within ...
, and Saratoga – while returning to Florida in the winters, a popular circuit he would continue riding the remainder of his career, and would later dominate.


Career accomplishments

Regarded as one of the world's all-time greatest jockeys, Bailey's mounts won 5,894 races and more than $296 million during a 31-year riding career, second only to jockey
Pat Day Patrick Alan "Pat" Day (born October 13, 1953, in Brush, Colorado) is a retired American jockey. He is a four-time winner of the Eclipse Award for Outstanding Jockey and was inducted into the National Museum of Racing and Hall of Fame in 1991 an ...
at the time of Bailey's retirement. At the time of his retirement in January 2006, he ranked No. 2 on the career North American money list and still ranks No. 3. He won each Triple Crown race twice (his winning
Kentucky Derby The Kentucky Derby () is an American Graded stakes race, Grade I stakes Thoroughbred racing, race run at Churchill Downs in Louisville, Kentucky. The race is run by three-year-old Thoroughbreds at a distance of . Colt (horse), Colts and geldin ...
rides through traffic on Sea Hero in 1993 and
Grindstone A grindstone, also known as grinding stone, is a sharpening stone used for grinding or sharpening ferrous tools, used since ancient times. Tools are sharpened by the stone's abrasive qualities that remove material from the tool through friction ...
in 1996 are considered two of the best in modern Derby history); and scored a record five wins in the
Breeders' Cup Classic The Breeders' Cup Classic is a Grade I Weight for Age thoroughbred horse race for 3-year-olds and older run at a distance of on dirt. It is held annually at a different racetrack in the United States as part of the Breeders' Cup World Champion ...
, the richest race in the U.S., along with other Breeders' Cup categories, totalling 15 victories in all, a record Bailey shares with only Hall of Fame jockey Chris McCarron. He earned a record four victories in the
Dubai World Cup The Dubai World Cup (Arabic: كأس دبي العالمي) is a Thoroughbred horse race held annually since 1996 and contested at the Meydan Racecourse in Dubai, United Arab Emirates. The race is operate ...
, the world's richest race, and is the only jockey ever to win America's Eclipse Award for Outstanding Jockey seven times, including an unprecedented four straight years (2000–2003). Bailey had many prominent mounts, but will be best remembered as the regular jockey of
Cigar A cigar is a rolled bundle of dried and Fermentation, fermented tobacco leaves made to be Tobacco smoking, smoked. Cigars are produced in a variety of sizes and shapes. Since the 20th century, almost all cigars are made of three distinct comp ...
, who tied the modern North American record for sixteen consecutive wins, including an undefeated Horse of the Year campaign in 1995, capped by a win in the Breeders Cup Classic. The next spring, jockey and horse teamed to win the inaugural
Dubai World Cup The Dubai World Cup (Arabic: كأس دبي العالمي) is a Thoroughbred horse race held annually since 1996 and contested at the Meydan Racecourse in Dubai, United Arab Emirates. The race is operate ...
. After Cigar retired to stud, Bailey visited him regularly in Lexington, Kentucky, up until he died in 2014. Bailey said, "He was just a cool horse. He was charismatic and he loved people. We know how good he was on the track, how he dominated horses. I was just always interested in what he was doing at the barn." Bailey was inducted into the American Racing Hall of Fame in 1995. He was chosen by his peers to receive the
George Woolf Memorial Jockey Award The George Woolf Memorial Jockey Award has been presented by Santa Anita Park in Arcadia, California, annually since 1950 to the thoroughbred horse racing jockey in North America who demonstrates high standards of personal and professional conduct ...
in 1992, which honors riders whose careers and personal character earn esteem for the individual and the sport of racing. In 1993, he received the
Mike Venezia Memorial Award Mike Venezia Memorial Award is an American Thoroughbred horse race, Thoroughbred horse racing honor given annually by the New York Racing Association to honor a jockey who exemplifies extraordinary sportsmanship and citizenship. The award was creat ...
, honoring jockeys who exemplify extraordinary sportsmanship and citizenship, from the
New York Racing Association The New York Racing Association, Inc. (NYRA) is the not-for-profit corporation that operates the three largest thoroughbred horse racing tracks in the state of New York (state), New York, United States: Aqueduct Racetrack in South Ozone Park, Q ...
. Bailey also won the All-Star Jockey Championship in 2001 and 2004 at Lone Star Park.


1993 Breeders' Cup Classic

Bailey's 1993 win in the
Classic A classic is an outstanding example of a particular style; something of Masterpiece, lasting worth or with a timeless quality; of the first or Literary merit, highest quality, class, or rank – something that Exemplification, exemplifies its ...
, riding French horse
Arcangues Arcangues (; ) is a Communes of France, commune in the Pyrénées-Atlantiques Departments of France, department in the Nouvelle-Aquitaine region of southwestern France in what was formerly the Basque province of Labourd. Geography Location Arc ...
, ranks as one of the biggest upsets in Thoroughbred racing history. The races were held at the
Santa Anita Derby The Santa Anita Derby is an American Grade 1 thoroughbred horse race for three-year-olds run each April at Santa Anita Park in Arcadia, California. It is currently run at a distance of miles on the dirt and carries a purse of . It is one of t ...
. Arcangues was a tremendous long shot. Bailey had never before ridden Arcangues and was given the ride only nine days before the race. The colt's groom tried to give Bailey instructions in French in the paddock, and Bailey was able to speak only briefly to trainer
André Fabre André Fabre (; born 9 December 1945) is a French thoroughbred horse racing horse trainer, trainer. The son of a diplomat, Fabre graduated from university with a law degree but then decided to pursue a career in thoroughbred horse racing. He beg ...
while he was already on Arcangues' back in the walking ring. He had to determine his own race plan. Bailey glanced at the odds board during the post parade and decided he needed to stay close to the rail as long as possible in hopes of cracking the top five positions on the board. Arcangues stormed past favorite
Bertrando Bertrando (February 18, 1989 – March 27, 2014) was an American Thoroughbred Champion racehorse. A tall colt that grew to 16 hands 2 inches, Bertrando was bred by Ed Nahem at River Edge Farm in Buellton, California. He was sired by Skywal ...
in the stretch to win comfortably at 133-to-1 odds, paying a Breeders' Cup-record $269.20 for a $2 win ticket. (The odds were so high the tote board at Santa Anita Park could not encapsulate them, reading 99-to-1.) Bailey described the two-minute race on video later. Among his comments: About Arcangues, "I still don't know how to pronounce his name," Bailey joked afterwards. The Total Horse Channel calls it iconic, one of "four of the best moments that fans still remember," on a par with the Belmont Stakes win of
Secretariat Secretariat may refer to: * Secretariat (administrative office) * Secretariat (horse) Secretariat (March 30, 1970 – October 4, 1989), also known as Big Red, was a champion American thoroughbred horse racing, racehorse who was the ninth winn ...
in 1973. In 2023, the website America's Best Racing rated it at #1 of "14 Amazing Upsets in the Breeders' Cup." ''Essentially Sports'' writes that "his 1993 Breeders Cup win was one-of-a-kind and will forever go down in the annals of history for being his most legendary in" The announcer for the race, Tom Durkin called it an "absolutely shocking, impossible victory."


2003 season

From a statistical perspective, Bailey's best season in the saddle was 2003, due in large part to his growing association with late trainer Robert Frankel, whose stable during that time was one of the most formidable in the modern history of the sport. That year, Bailey won a career-high $23,354,960 million in purses, a North American record that stood until broken in 2012 by Ramon Domínguez. Included in his 2003 victories were 26 wins in Grade 1 stakes races, a record that still stands. Fourteen of those Grade 1 victories were on horses trained by Frankel, including Empire Maker, Medaglia d'Oro, Sightseek and Aldebaran.


Bailey at Saratoga

Through his own words and actions, Bailey was most fond of riding in the summers at
Saratoga Race Course Saratoga Race Course is a Thoroughbred horse racing track located on Union Avenue in Saratoga Springs, New York, Saratoga Springs, New York (state), New York, United States. Opened in 1863, it is often considered to be the oldest major sporting v ...
– America's most prestigious race meeting. "I am worn out at the end of (Saratoga)", Bailey once said. "I try to pace myself all year to get ready for that one meet." His seven Saratoga riding championships – second only to Ángel Cordero Jr.'s 14 titles – came in an eight-year span between 1994 and 2001, a streak interrupted in 1998 when
John Velazquez John R. Velazquez (born November 24, 1971) is a Puerto Rican jockey in Thoroughbred horse race, Thoroughbred horse racing. He began his career in Puerto Rico and moved to New York in 1990. In 2004 and 2005 he was the United States Champion Jockey ...
topped the standings. On August 6, 2004, Bailey rode Taittinger Rose to his 641st Saratoga victory, surpassing Cordero's career record – although Cordero's totals were remarkable considering Saratoga raced only 24 days a year until 1991. Bailey's career total of 693 Saratoga wins lasted until broken in 2013 by Velazquez – whose agent is Cordero. Bailey scored 109 victories in Saratoga stakes races, including 35 Grade 1 wins: the
Test Stakes The Test Stakes is an American Thoroughbred horse race open to three-year-old fillies and run each summer at the Saratoga Race Course in Saratoga Springs, New York. It is contested at a distance of seven furlongs on the dirt and is an influentia ...
(six times),
Hopeful Stakes The Hopeful Stakes is an American Thoroughbred horse race run annually at Saratoga Race Course in Saratoga Springs, New York. Open to two-year-old horses, the Hopeful is the first Grade I stakes for two-year-olds each season and historically has ...
(six),
Whitney Handicap The Whitney Stakes (run as the Whitney Handicap through 2013 and still sometimes referred to as such) is an American Grade 1 stakes race for Thoroughbred racehorses four years of age and older run at a distance of miles. The current purse is $1, ...
(five),
Alabama Stakes The Alabama Stakes is an American Thoroughbred horse race open to three-year-old fillies. Inaugurated in 1872, the Grade I race is run over a distance of one and one-quarter miles on the dirt track at Saratoga Race Course. Held in mid August, i ...
(four),
Travers Stakes The Travers Stakes is an American Graded stakes race, Grade I Thoroughbred horse race held at Saratoga Race Course in Saratoga Springs, New York. It is nicknamed the "Midsummer Derby" and is the third-ranked race for American three-year-olds accor ...
(three), Forego Handicap (three),
Go For Wand Handicap The Go For Wand Stakes is an American Thoroughbred horse race established in 1954 for fillies and mares age three and up. Raced in the fall, it is a Grade III race (Grade I before 2010) on dirt at a distance of one mile. Inaugurated in 1954 a ...
(three), Sword Dancer Invitational Handicap (once), Personal Ensign Stakes (once),
Jim Dandy Stakes The Jim Dandy Stakes is an American Thoroughbred horse race. The Grade II race has been held annually since 1964 at Saratoga Race Course in Saratoga Springs, New York. The race is open to horses age three over one and one-eighth miles on the dirt. ...
(once),
King's Bishop Stakes The H. Allen Jerkens Memorial Stakes is a Graded stakes race, Grade I American thoroughbred horse race for three-year-olds run over a distance of seven furlongs on the dirt held in August at Saratoga Race Course in Saratoga Springs, New York. The ...
(once) and the
Ballerina Stakes The Ballerina Handicap is a Grade I American Thoroughbred horse race for fillies and mares that are three years old or older over a distance of seven furlongs on the dirt track scheduled annually in August at Saratoga Race Course in Saratoga Spr ...
(once). He also won the Grade 2
Bernard Baruch Handicap The Bernard Baruch Stakes is a Listed American Thoroughbred horse race for three-years-old and older run over a distance of miles on the turf annually in early August at Saratoga Race Course in Saratoga Springs, New York. The event currently off ...
seven times, and the Grade 2 Lake Placid Stakes six times.


Hall of Fame connections

Bailey's most enduring and successful professional relationships were with
Hall of Fame A hall, wall, or walk of fame is a list of individuals, achievements, or other entities, usually chosen by a group of electors, to mark their excellence or Wiktionary:fame, fame in their field. In some cases, these halls of fame consist of actu ...
trainers MacKenzie Miller, Bill Mott and Frankel, and with
Sheikh Mohammed bin Rashid al Maktoum Sheikh Mohammed bin Rashid Al Maktoum (; born 15 July 1949) is an Emirati politician and royal who is the current ruler of Dubai, and serves as the vice president and prime minister of the UAE. Mohammed succeeded his brother Maktoum bin Rashid ...
, the ruler of
Dubai Dubai (Help:IPA/English, /duːˈbaɪ/ Help:Pronunciation respelling key, ''doo-BYE''; Modern Standard Arabic, Modern Standard Arabic: ; Emirati Arabic, Emirati Arabic: , Romanization of Arabic, romanized: Help:IPA/English, /diˈbej/) is the Lis ...
who with his brothers and family operates a global racing and breeding powerhouse. Bailey made a stop at Miller's barn every morning for coffee and conversation, and riding for Miller and owner
Paul Mellon Paul Mellon (June 11, 1907 – February 2, 1999) was an American philanthropist and a horse breeding, breeder of thoroughbred horse racing, racehorses. He is one of only five people ever designated an "Exemplar of Racing" by the National Muse ...
helped take his career to new heights. He rode Fit to Fight, who in 1984 swept what was then known as the New York Handicap Triple with wins in the
Metropolitan Handicap The Metropolitan Handicap, frequently called the "Met Mile", is an American Grade I Thoroughbred horse race held at Belmont Park in Elmont, New York. Open to horses age three and older, it is contested on dirt over a distance of one mile (8 furl ...
,
Suburban Handicap The Suburban Stakes (also known Suburban Handicap) is an American Grade II Thoroughbred horse race run annually at Belmont Park in Elmont, New York. Open to horses age three and older, it is now run at the mile distance on dirt for a $350,000 pu ...
and
Brooklyn Handicap The Brooklyn Stakes (formerly known as the Brooklyn Handicap) is an American Thoroughbred horse race run at Belmont Park in Elmont, New York, on Long Island. It currently is a Grade II event open to four-year-olds and up willing to race one and ...
. He also would carry Mellon's silks to Grade 1 victories aboard Hero's Honor, Danger's Hour, Eastern Echo, You'd be Surprised – and Sea Hero, who gave Bailey, Miller and Mellon their first Kentucky Derby wins. Mott began to take closer notice of Bailey in the early 1990s, using him for nine stakes wins in a three-year period. But the combination would begin to soar in the fall of 1994, when Mott picked Bailey to ride his improving 4-year-old Cigar in the NYRA Mile after Mike Smith instead chose to ride multiple stakes winner Devil His Due. At 8-to-1 odds, Cigar romped to a seven-length win over Devil His Due, the 2-to-1 favorite, for the second of his 16 consecutive victories. "I'd been riding Smith", Mott said, "and I was starting to take a back seat to the Phipps outfit. We were running into each other and Jerry wanted to ride a few. I was watching him and I said, 'Man, he laid some good rides on these horses.' That kind of started it out." Bailey would go on to win 96
graded stakes race A graded stakes race is a thoroughbred horse race in the United States that meets the criteria of the American Graded Stakes Committee of the Thoroughbred Owners and Breeders Association (TOBA). A specific grade level (I, II, III or listed) is th ...
s for Mott, notching Grade 1s (other than Cigar's 11) aboard
Fraise Fraise (1988–2005) was an American Thoroughbred racehorse best known for winning the 1992 Breeders' Cup Turf. Background Fraise was a bay horse bred by Allen E. Paulson. He was sired by Strawberry Road, the 1983 Australian Horse of the Year ...
, Wekiva Springs, Geri, Escena, Confessional, Yagli,
Royal Anthem The anthem for a person, office or rank is music played on formal or ceremonial occasions in the presence of the person, office-holder, or rank-holder, especially by a military band. The head of state in many countries is honored with a prescrib ...
, Snow Polina, Stroll, Sweet Symphony and Shakespeare. Bailey began riding regularly for Frankel in 2000, after parting ways with his longtime agent Bob Frieze and hiring Ron Anderson, whose connections and handicapping talents would help fuel Bailey's best seasons. Anderson had developed a friendship with Frankel from his time in Southern California as agent for Gary Stevens. That friendship would pay off handsomely in July, when Bailey watched a Del Mar race in which Frankel-trained turf star Chester House lost a stakes he should have won. Bailey had won only one previous stakes race for Frankel nearly four years earlier, but asked Anderson to contact the trainer and try to get the mount. Three weeks later, Bailey gave what he called one of the best rides of his life on Chester House in an
Arlington Million The Arlington Million is a Grade 1 flat horse race in the United States for thoroughbred horses aged three years and upward on turf. It was originally raced at Arlington Park in Arlington Heights, Illinois over a distance of miles. The Arling ...
win that would be the horse's final race. Frankel's stable rapidly developed into one of the strongest in the sport's history, and Bailey became a key element in its success. Together they had a gaudy win rate of 38% in graded stakes races, teaming to take 32 Grade 1s in a five-year span with Flute, Lido Palace, Squirtle Squirt, Aptitude, You, Beat Hollow, Medaglia d'Oro, Empire Maker, Sightseek, Aldebaran, Denon, Spoken Fur, Wild Spirit,
Peace Rules Peace Rules (bred and foaled in Florida at Newchance Farm on April 26, 2000), is a multiple Grade I-winning American Thoroughbred race horse. By Jules, a "black type" winner and classic sire in Brazil, Peace Rules' grandsire was Forty Niner, a ...
,
Intercontinental InterContinental Hotels & Resorts by IHG is a British-American luxury hotel brand created in 1946 by Pan Am founder Juan Trippe. It has been part of UK-based InterContinental Hotels Group since 1998. As of January 2023, there were 208 InterC ...
and I'm the Tiger. Bailey won eight stakes races on Sightseek and seven on Intercontinental. Among their many successes were the
Belmont Stakes The Belmont Stakes is an American Graded stakes race, Grade I stakes Thoroughbred racing, race for three-year-old Thoroughbreds run at Belmont Park in Elmont, New York. It is run over the worldwide classic distance of . Colt (horseracing), Colt ...
(Empire Maker),
Kentucky Oaks The Kentucky Oaks is a Grade I stakes race for three-year-old Thoroughbred fillies staged annually in Louisville, Kentucky, United States. The race currently covers at Churchill Downs; the horses carry . The Kentucky Oaks is held on the Frida ...
(Flute) and Breeders' Cup Sprint (Squirtle Squirt). "Jerry puts a lot of time and effort into what he does", said Frankel, who died in 2009 after a battle with leukemia. "He's very well-prepared going into every race. By the time he gets to the paddock, he knows everything there is to know about the horse he's riding, and he knows everything about the horses he's riding against." After winning the inaugural Dubai World Cup on American-owned Cigar to help put the event on the international racing map, Bailey returned the next year to ride for Dubai's home team. He won the second running of the then-$4 million race for Sheikh Mohammed aboard
Singspiel A Singspiel (; plural: ; ) is a form of German-language music drama, now regarded as a genre of opera. It is characterized by spoken dialogue, which is alternated with ensembles, songs, ballads, and arias which were often strophic, or folk- ...
, who was running on dirt for the first time. The 1997 edition had to be delayed four days due to torrential rains in the desert. Their lucrative partnership continued the next year when Bailey rode Daylami to a win in the 1998
Man O' War Stakes The Man o' War Stakes is a Graded stakes race, Grade II American thoroughbred horse race for horses aged four-years-old and older. It is run over a distance of one and three-eighth miles on grass, turf and is scheduled annually for early May at Be ...
. Bailey rode Godolphin's Worldly Manner to a seventh-place finish in the 1999 Kentucky Derby, giving up the mount on winner
Charismatic Charisma () is a personal quality of magnetic charm, persuasion, or appeal. In the fields of sociology and political science, psychology, and management, the term ''charismatic'' describes a type of leadership. In Christian theology, the term ...
, whom he had ridden two weeks earlier to win the Lexington Stakes at
Keeneland Keeneland Association, Inc. is an equine business based in Lexington, Kentucky. It includes two distinct divisions: the Keeneland Race Course, a Thoroughbred racing facility, and Keeneland Sales, a horse auction complex. It is also known for ...
. In 2000, Sheikh Mohammed flew Bailey to England to ride Godolphin Racing superstar
Dubai Millennium Dubai Millennium (2 March 1996 – 29 April 2001) was a British-bred Thoroughbred racehorse and sire. The colt was trained in the United Kingdom and Dubai during his racing career from 1998 and 2000. He is notable for winning a series of major ...
in the
Prince of Wales's Stakes The Prince of Wales's Stakes is a Group 1 flat horse race in Great Britain open to horses aged four years or older. It is run at Ascot over a distance of 1 mile 1 furlong and 212 yards (2,004 me ...
at
Royal Ascot Ascot Racecourse is a dual-purpose British racecourse, located in Ascot, Berkshire, England, about 25 miles west of London. Ascot is used for thoroughbred horse racing, and it hosts 13 of Britain's 36 annual Flat Group 1 races and three Gra ...
after regular stable rider
Frankie Dettori Lanfranco "Frankie" Dettori (; born 15 December 1970), is an Italian jockey who was based in England for a career spanning over 35 years. He was British flat racing Champion Jockey three times (1994, 1995 and 2004) and rode the winners of 287 ...
was injured in a plane crash three weeks earlier in Newmarket. Bailey consulted with Dettori about the horse, then rode him to an impressive victory. In the winners' circle, Bailey imitated Dettori's trademark flying dismount and the two jockeys hugged. That fall, Bailey also rode Fantastic Light to a win in the Man O'War. Bailey teamed with the Maktoums to win the $6 million World Cup in 2002 on Godolphin's Street Cry, when Dettori decided to ride the stable's Sakhee instead. Almost three months later, Street Cry and Bailey won the Grade 1
Stephen Foster Handicap The Stephen Foster Stakes is a Grade I American Thoroughbred horse race for horses aged three and older over a distance of miles on the dirt run annually in mid-June at Churchill Downs in Louisville, Kentucky. The race is named in honor of famed ...
at Churchill Downs. With Bailey's retirement looming in three weeks, he took a January 7, 1996, mount at
Gulfstream Park Gulfstream Park is a Thoroughbred racing, Thoroughbred horse race track, casino and outdoor entertainment and shopping destination in Hallandale Beach, Florida, Hallandale Beach, Florida, United States. It is among the most important venues for ...
on Bernardini, owned by Sheikh Mohammed's Darley Stable. Trainer Tom Albertrani told Bailey that Bernardini "will make you postpone your retirement", but Bernardini finished fourth that day in his career debut and Bailey retired as planned. Bernardini then reeled off six straight wins, including the
Preakness Stakes The Preakness Stakes is an American thoroughbred horse race held annually on Armed Forces Day, the third Saturday in May at Pimlico Race Course in Baltimore, Maryland (except in 2026 when it will move to Laurel Park (race track), Laurel Park dur ...
, Travers Stakes and
Jockey Club Gold Cup The Jockey Club Gold Cup, established in 1919, is a thoroughbred flat race, held at the Saratoga Race Course in the United States, that is open to horses of either gender three-years-old and up. It has traditionally been the main event of the fal ...
, ending his championship 3-year-old season and his career with a second-place finish in the Breeders' Cup Classic to Invasor, owned by Sheikh Mohammed's brother, Sheikh Hamdan bin Rashid Al Maktoum.


2004 controversies

Bailey was vilified by many racing fans for his ride on Eddington in the 2004 Belmont Stakes, which Birdstone won with a late surge to deny wildly popular
Smarty Jones Smarty Jones (February 28, 2001) is a champion Thoroughbred racehorse who won the 2004 Kentucky Derby and Preakness Stakes and came second in the Belmont Stakes. Background Born at Fairthorne Farm in Chester County, Pennsylvania, the horse was ...
a Triple Crown sweep. Smarty Jones was pressured early on the backstretch of the mile-and-a-half race by Bailey from the outside and from the inside by Alex Solis aboard Rock Hard Ten. That pressure caused Smarty Jones to impatiently rush to the front with jockey
Stewart Elliott Stewart Elliott (born March 1, 1965) is a Canadian jockey in thoroughbred horse racing. Elliott was born in Toronto, Ontario, Canada. He grew up in horse racing; his father was a jockey for many years, his mother rode horse show, show horses an ...
, and he blew a 3½-length lead entering the stretch to lose by a length. Eddington and Rock Hard Ten faded badly to finish a nose apart in fourth and fifth, respectively, beaten 12 lengths. John Servis, trainer of Smarty Jones, accused Bailey of "sacrificing" Eddington. Bailey said, "I'm sorry he feels that way, but that's not the case." Bailey defended his aggressive tactics by saying that to have any chance of winning, he and Solis had to turn up the heat on Smarty Jones, the 1-to-9 favorite who in Bailey's estimation was having an easy trip in slow fractions up to that point. Three weeks before that Belmont, Bailey and Solis were also involved in a controversy involving advertising patches on jockey pants. They joined four other riders as plaintiffs in a suit against the Kentucky Horse Racing Authority, whose prohibition on such patches they alleged to be a violation of their First Amendment rights. Two days before the Kentucky Derby, U.S. District Judge John G. Heyburn II sided with the jockeys. Bailey, who wore a Wrangler patch on his right leg during his 2003 Belmont Stakes win aboard Empire Maker, was scheduled to wear the same patch in the 2004 Derby but his mount Wimbledon was scratched the day before the race with an injury.


Retirement

Bailey announced his retirement January 19, 2006. His farewell mount was January 28 in a $500,000 stakes at Gulfstream Park aboard Silver Tree – fittingly for Mott, former trainer of Cigar. In the paddock before the race, Silver Tree kicked Bailey in the hip – "I guess I went out with a bang", Bailey said – and they went on to finish second as the odds-on favorites. In the summer of 2006, Bailey began his second career as a thoroughbred racing analyst for ESPN. When ESPN discontinued its horse racing coverage in 2012, Bailey moved to NBC. Bailey's final mount as a jockey would actually come on October 18, 2008, at Santa Anita in the "Living Legends Race", in which he joined seven fellow retired Hall of Fame riders to celebrate the 25th anniversary of the Breeders' Cup. Mounts were selected by random draw for the seven-furlong allowance sprint, which was open to pari-mutuel betting and thus considered an official race and not an exhibition. Bailey rode Dee Dee's Legacy to a second-place finish behind Tribal Chief, ridden by Sandy Hawley.


Accolades

Trainer Bill Mott said of Bailey, "He trains hard. He thinks about it, he works at it, he doesn't smoke, drink or stay up late. He's a dedicated athlete. I think he realizes there's a certain amount of time he can do this, and he's going to make all the best of it. He wants to be as good as he can be for as long as he can do it. He wants to be the best. For my money, day-in and day-out, he's as good as there is." Trainer Bobby Frankel said, "He's very well-prepared going into every race. By the time he gets to the paddock, he knows everything there is to know about the horse he's riding, and he knows everything about the horses he's riding against." Trainer Fred Danley has said that Bailey worked horses perfectly and knew how to handle them because he could analyze the horse's speed and capabilities. He often knew how a race would shape up and what the other riders would do.


Personal life

Bailey met New York-based SportsChannel reporter Suzee Chulick when she interviewed him in the Hialeah Park winners' circle after his victory in the 1984 Flamingo Stakes with Time For a Change. The two were married in
Great Neck, New York Great Neck is a region contained within Nassau County, New York, Nassau County, New York (state), New York, on Long Island, which covers a peninsula on the North Shore (Long Island), North Shore and includes nine incorporated villages, among th ...
on December 17, 1985. Their son, Justin Daniel, was born in 1992. In Bailey's autobiography, ''Against the Odds: Riding for My Life'', which he co-wrote with ''USA Today''s Tom Pedulla, he chronicled in great detail his battle with alcoholism that nearly cost him his marriage and his career. Bailey says he took his last drink on January 15, 1989, and continues to regularly attend
Alcoholics Anonymous Alcoholics Anonymous (AA) is a global, peer-led Mutual aid, mutual-aid fellowship focused on an abstinence-based recovery model from alcoholism through its spiritually inclined twelve-step program. AA's Twelve Traditions, besides emphasizing anon ...
meetings. Most jockeys become racers because they love horses; Bailey has said that he never really loved horses until he met the champion Cigar. He became a jockey because he enjoyed the thrill of competition more than anything else, and horses were a means to that end. Bailey earned a reputation for being aloof at times. He was often so focused on recalling the tactics and analyses he had studied to prepare for a race that he didn't socialize beforehand, and chose not to go out partying with other jockeys after races. He told an interviewer who asked if he bets on races, "I don't go to the track when I'm off. And I wouldn't consider betting. Jockeys are the worst handicappers in the world." Bailey donated $19,000 to the Jockeys' Guild Disabled Fund when he won the Preakness in 1992, and again the next year after winning the Derby. As President of the Jockey's Guild from 1989 to 1996, Bailey became an official advocate for improved health and safety standards in racing. He also championed the use of flak jackets, protective vests worn by jockeys to protect against injuries to the torso and especially the spine.


References

*Jerry Bailey with Tom Pedulla. ''Against the Odds: Riding for My Life'' (2005)
G.P. Putnam's Sons G. P. Putnam's Sons is an American book publisher based in New York City, New York (state), New York. Since 1996, it has been an Imprint (trade name), imprint of the Penguin Group. History The company began as Wiley & Putnam with the 1838 part ...


External links


Jerry Bailey's official websiteBio at NTRA.comProfile at Racing Hall of Fame
{{DEFAULTSORT:Bailey, Jerry American jockeys Eclipse Award winners American Champion jockeys United States Thoroughbred Racing Hall of Fame inductees Sportspeople from Dallas Sportspeople from Saratoga Springs, New York 1957 births Living people American horse racing announcers