A champion on the track. A giant in the breeding shed. And a stallion whose legacy will continue long after his final racehorse has left the starting gate.
South African horse racing is mourning the loss of Trippi, the champion sire and Equus Outstanding Sire whose influence stretched from the United States to South Africa and helped establish Drakenstein Stud as one of the country’s leading thoroughbred nurseries.
Trippi died this week at the age of 29, with Drakenstein Stud announcing his passing with immense sadness.
The American-bred son of End Sweep arrived in South Africa after the 2008 northern-hemisphere breeding season and went on to become the foundation stallion of the Drakenstein operation.
For owner Gaynor Rupert, the decision to purchase Trippi came after she travelled to America following the establishment of Drakenstein in 2003 to inspect 28 potential stallions.
She was immediately captivated by the magnificent bay.
Rupert described Trippi as the most beautiful horse she had ever seen and ultimately chose him as the first sire to stand at Drakenstein.
It proved to be a decision that would shape the farm’s future.
Foaled in Florida in 1997, Trippi was bred by Harry T. Mangurian Jr and raced for Dogwood Stable under trainer Todd Pletcher.
He won seven of his 14 starts, with his career highlighted by victory in the Grade 1 Vosburgh Stakes.
He also won the Riva Ridge Stakes, Tom Fool Handicap, Flamingo Stakes and Swale Stakes before beginning his stud career at Ocala Stud.
His American progeny established him among Florida’s leading sires before he made the move to South Africa.
The change of hemisphere did little to diminish his influence.
Trippi became South Africa’s champion sire in 2015/16 and ultimately produced 857 winners from 1 073 runners worldwide, including 94 stakes winners responsible for 191 stakes victories.
His record included 14 individual Grade 1 winners.
Two of his most significant South African sons became champions in their own right and have now joined him in the breeding ranks.
Charles Dickens captured the Cape Guineas, Gold Challenge and King’s Plate and became renowned for his acceleration and consistency over a mile.
Jet Dark went even further, winning five Grade 1 races, including two Queen’s Plates, two Champions Cups and the Cape Town Met.
Both stallions have since retired to stud, ensuring Trippi’s bloodline will continue to influence future generations.
Another standout was Winchester Mansion, winner of the prestigious 2023 Durban July.
Trippi’s other South African Grade 1 winners included Afrikaburn, Deo Juvente, Inara, October Morn, Real Princess, Chimichuri Run, Lobo’s Legend, For The Lads, Sweet Pepper and Trip Of Fortune.
His progeny demonstrated remarkable versatility, with his offspring capable of succeeding as precocious two-year-olds as well as competing at the highest level over longer distances.
Trippi’s legacy also extends through his daughters.
Miss Macy Sue, one of his early US-bred stakes winners, became the dam of Liam’s Map and Not This Time.
Liam’s Map won the Grade 1 Woodward Stakes and Breeders’ Cup Dirt Mile before establishing himself as a successful Kentucky stallion.
Not This Time, a Breeders’ Cup Juvenile runner-up, has gone on to become one of America’s leading sires.
Trippi also made his mark as a broodmare sire, with his daughters producing 66 stakes winners, including nine Grade 1 winners.
For Drakenstein Stud, however, Trippi’s significance went beyond his statistics.
He was the farm’s first stallion and arrived at a crucial stage in its development.
His success helped give Drakenstein an identity and established the credibility of its stallion operation.
Many of his most celebrated South African runners were bred or raced by Drakenstein, including Charles Dickens, Inara, Winchester Mansion and Trip Of Fortune.
His influence will therefore remain woven into the history of the farm for generations to come.
Trippi’s final South African crop are three-year-olds this season, meaning his story on the racetrack is not quite finished.
And with Charles Dickens and Jet Dark now standing at stud, his influence is already being passed into the next generation.
Trippi was expertly cared for by his long-time stallion handler Schedrick Oerson, who described his daily morning walks with the horse as among his favourite memories.
It was, Oerson said, a privilege and an honour to work with him.
From a Grade 1 winner in America to a champion sire in South Africa, Trippi’s journey became one of international breeding success and a defining chapter in Drakenstein Stud’s story.
Trippi
1997–2026
A champion on the track. A giant in the breeding shed. And a stallion whose legacy will continue long after his final racehorse has left the starting gate.
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