This Saturday, May 5, marks the 144th year of the Kentucky Derby, the longest-running sports event in American history. Since the famed race’s inception in 1875, there have only been a select few horses that have earned the prestigious Triple Crown honor, which entails winning the Kentucky Derby, Preakness Stakes, and Belmont Stakes all in the same season.

24/7 reviewed the 12 horses that have ever accomplished the feat of winning the Triple Crown, according to Kentucky Derby Woodford Reserve’s comprehensive list. The first horse earned the title in 1919 and the last in 2015.

The first year of the Kentucky Derby welcomed some 10,000 spectators. Today, an estimated 150,000 pack into the Churchill Downs track every spring to watch the year’s elite group of horses race to the finish.

Thoroughbred horse Secretariat still holds the 1.25-mile course record, smashing the 2-minute barrier in 1973 with a time of 1:59.40. Secretariat was the ninth horse to win all three races. His predecessors, while not as fast, come with their own set of accolades and stories rich in flavor and triumph. Most of these horses were not even considered race favorites.

For example, Assault, winner of the 1946 Triple Crown, was crippled at the onset of his career. His trainer, Max Hirsch, never would have suspected his wobbly steed would stand a chance against fierce competitors. Assault ended up overcoming the odds, making his mark in history as one of the greatest racehorses ever with a racing career of 18 wins.

Click here to see the 12 horses that have won the Triple Crown.

1. Sir Barton
> Won Triple Crown in: 1919
> Trainer: H. Guy Bedwell
> Jockey: John Loftus

Sir Barton was the first to earn the prestigious Triple Crown honor. Right when the thoroughbred turned three in 1919, he competed in the Kentucky Derby and beat the race favorite, Billy Kelly, by an impressive five lengths on a sloppy track. At the Preakness Stakes, Sir Barton led the entire way, beating out competitor Eternal by four lengths. He won the Belmont Stakes by five lengths over Sweep On, setting an American record.

Before Sir Barton turned four, the horse had already been recognized as the best horse of the year and racked up a total of $88,250 in earnings, making him the leading money winner of his time.

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2. Gallant Fox
> Won Triple Crown in: 1930
> Trainer: Jame Fitzsimmons
> Jockey: Earl Sande

Also known as the Fox of Belair, Gallant Fox was the second racehorse in history to win the Triple Crown title. Legendary jockey Earl Sande actually came out of retirement just so he could ride the horse while in its peak shape. In 1930, Fox won the Preakness Stakes, which at the time was scheduled before the Kentucky Derby. The steed went on to win the Derby and the Belmont Stakes.

Gallant Fox kept his winning streak going, finishing first in both the Dwyer Stakes and Arlington Classic, but he was defeated by Jim Dandy on a muddy track at Travers. Fox made a comeback, winning three consecutive races after his defeat. He became the first racehorse to accumulate more than $300,000 in earnings in one year.

3. Omaha
> Won Triple Crown in: 1935
> Trainer: Jame Fitzsimmons
> Jockey: William Saunders

Omaha was the offspring of former winner of the Triple Crown, Gallant Fox, and they are the only father and son duo to win the Triple Crown. Needless to say, Omaha’s trainer James Fitzsimmons — who had also trained Fox — had high expectations for the racehorse. By 1935, Omaha was expected to finish second at the Kentucky Derby, behind the female horse Nellie Flag, whose parents were both successful racehorses. It was Omaha who came from the outside and took the lead, winning the race by over one length.

Omaha went on to win the Preakness Stakes by six lengths just one week after the Derby. Racing conditions were far from ideal at the 1935 Belmont Stakes, which was Omaha’s final challenge in following his father’s footsteps in acquiring the Triple Crown. The rain-saturated track didn’t thwart Omaha from beating out his biggest competitor, Firethorn, and earning the Triple Crown title.

4. War Admiral
> Won Triple Crown in: 1937
> Trainer: George Conway
> Jockey: Charle Kurtsinger

War Admiral was one of the many successful racehorses that was the son of the 1920s superstar horse and Hall of Famer, Man o’ War. For perspective on the kind of genes War Admiral had, Man o’ War was an equine freight train that set many records, including two American records and three world records. Admiral may not have been as big in size as his father, but his innate talent and disposition were enough to win him the Kentucky Derby, a race Man o’ War never competed in. To say this racehorse was tenacious is an understatement.

Admiral injured himself just minutes before the start of the Belmont, the final leg of the Triple Crown. The horse slashed his right forefoot while acting out in the starting gate, but he still won the race by three lengths.

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5. Whirlaway
> Won Triple Crown in: 1941
> Trainer: Ben A. Jones
> Jockey: Eddie Arcaro

The fifth horse to win the Triple Crown, Whirlaway, was a difficult horse to train. In the early stages of coaching, trainer Ben Jones had to design a blinker device so that Whirlaway wouldn’t bolt to the outside rail of the racetrack. The horse’s behavior was so unpredictable, some even described it as bratty, that jockey Eddie Arcaro evidently never looked forward to riding Whirlaway. However, Arcaro — like many horse-racing fans in the early 1940s — anticipated the results.

Besides winning the Triple Crown in 1941, the strong-willed steed reached the winner’s circle for the Travers, American Derby, Dwyer, Saranac, and Lawrence Realization races.

6. Count Fleet
> Won Triple Crown in: 1943
> Trainer: G. D. Cameron
> Jockey: John Longden

The famed Count Fleet is the offspring of 1928 Kentucky Derby champion, Reigh Count. Count Fleet was bred and owned by Fannie Hertz, wife of John D. Hertz, who founded the Hertz rental car company. Hertz had been keen on selling the horse, but Fleet’s jockey John Longden persuaded him to keep the thoroughbred. This push by Longden was a smart move considering Fleet found success early on in his career, earning $76,245 in prize money in his juvenile season alone.

By the age of three, Count Fleet was unstoppable. He won the Derby by three lengths, the Preakness by eight, and then dominated the field at the Belmont by finishing in an impressive 25 lengths ahead of the runner-up. Count Fleet became the sixth Triple Crown champion and sired nearly 40 foals that became stakes winners.

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7. Assault
> Won Triple Crown in: 1946
> Trainer: Max Hirsch
> Jockey: Warren Mehrtens

Just three years after Count Fleet became the sixth Triple Crown winner, Assault galloped into the spotlight as the next Triple Crown champion. Similar to Count Fleet, Assault was the offspring of a former Kentucky Derby champion. Assault’s father, Bold Venture, won the 1936 Kentucky Derby. However, trainer Max Hirsch did not have high hopes for Assault. The colt received the nickname “The Club Footed Comet” after stepping on a surveyor’s stake and crippling himself. Hirsch and those betting on Assault were pleasantly surprised when this partially disabled steed won the August 5 Flash Stakes with starting odds of 70 to 1.

Assault went on to win the Triple Crown in 1946, but he received backlash for posting unremarkable times at each race. At the time, the public wrote him off as the best horse in a poor pool of three-year-olds.

8. Citation
> Won Triple Crown in: 1948
> Trainer: Ben A. Jones
> Jockey: Eddie Arcaro

Citation is the fourth racehorse of the 1940s to earn the Triple Crown title — and the last to earn it until 1973. Even though Citation’s claim to fame at the time stemmed from his Triple Crown win, he is more well-known today for breaking another kind of record. Citation was the first racehorse in history to win a total of over $1 million in his 45-race career.

Citation competed from 1947 to 1951, winning 32 times and only finishing out of the money once. In his peak, Citation had seven consecutive wins leading up to the Triple Crown in 1948. Unfortunately, Citation’s devoted jockey, Al Snider, did not get to join the steed in the remainder of his triumphant career. Snider drowned on a fishing trip off the Florida Keys just a few months before Citation began his quest for the Triple Crown. Trainer Ben Jones, also known as Jimmy, asked Eddie Arcaro to ride Citation in the 1948 Kentucky Derby. Arcaro, who was the jockey for the 1941 Triple Crown champion Whirlaway, led Citation to victory in all three races.

9. Secretariat
> Won Triple Crown in: 1973
> Trainer: Lucien Laurin
> Jockey: Ron Turcotte

Also known as Big Red, Secretariat may be the greatest race horse ever to compete. The 1973 Kentucky Derby Race goes down in history as one of the most exciting races of all time. During the race, Secretariat pulled ahead of his competitor Sham to break the two-minute barrier, finishing 2.5 lengths ahead of Sham in a time of 1:59.40, a Derby record that still stands. Sham was arguably the race favorite, having defeated Secretariat in the Wood Memorial race just a few weeks prior.

Secretariat’s racing career lasted for 16 months, in which the horse competed in 21 races. The talented horse may not have gone undefeated, but that achievement would have lacked in comparison to his record-shattering wins at both the Kentucky Derby and Belmont Stakes. Secretariat won the 1.5-mile race at Belmont in a time of 2:24, a full 31 lengths ahead of the runner-up. Secretariat, who ended the 25-year Triple Crown drought, remains one of the most idolized horses today.

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10. Seattle Slew
> Won Triple Crown in: 1977
> Trainer: William H. Turner, Jr.
> Jockey: Jean Cruguet

Seattle Slew is the first winner of the Triple Crown to have gone undefeated prior to the Triple Crown races. And there’s a reason this horse went 9-for-9. In the 1977 Kentucky Derby race, Seattle Slew outpaced his opponent For The Moment on the final stretch to the finish line.
About half way through the race, For The Moment’s jockey, Angel Cordero peered to the side and saw Slew’s head bobbing up beside his boot. He was astonished and nearly frightened when he noticed it was not For The Moment he was looking at, but directly at Cordero. Slew’s trainer William H. Turner, Jr. feared that the ruthless Slew would be so competitive he’d have the audacity to grab onto a rider’s leg and yank him off his horse.

11. Affirmed
> Won Triple Crown in: 1978
> Trainer: Lazaro Barrera
> Jockey: Steve Cauthen

Before American Pharoah claimed the Triple Crown title in 2015, Affirmed was the last horse to win it, 37 years earlier. Affirmed won the Kentucky Derby, Preakness, and Belmont Stakes in 1978. The chestnut-colored beauty was retired the following season, with 14 stakes race wins under his belt and more than $2.3 million in prize money.

Affirmed had gone head-to-head with the runner-up of the Belmont, Alydar, in a total of 10 races. In seven of the 10, Affirmed came out as the winner. The horses’ 10th and final meeting was at the Saratoga Travers Stakes, and Alydar didn’t go down without a fight. Alydar seemingly challenged Affirmed by moving to the rail but fell short when Affirmed cut him off, almost causing him to collapse. Affirmed surged ahead to win the race. However, he was disqualified for the infamous cut-off.

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12. American Pharoah
> Won Triple Crown in: 2015
> Trainer: Bob Baffert
> Jockey: Victor Espinoza

The most recent horse to win the Triple Crown is American Pharoah, who won it in 2015. American Pharoah ended the 37-year drought for the Triple Crown — the last to win it was Affirmed in 1978. His Triple Crown win racked up more than $8 million in prize money. The stallion didn’t stop racing after the monumental win. He finished out the season in the fall of 2015 with another win at the Breeders’ Cup Classic. By winning that race and the Triple Crown, American Pharoah won horse-racing’s inaugural Grand Slam.

Like most horses with such accolades, American Pharoah’s offspring sold for a hefty chunk of change. One of the steed’s female foals sold for a whopping $1 million. One of his male foals sold for a little over half a million dollars, and another offspring sold for as much as $375,000.

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