The horse racing world is mourning the loss of Leo O'Brien, the pioneering Irish-born trainer who passed away on Thursday at the age of 85 after a long battle with Lewy Body Dementia.
A Life Built Between Ireland and New York
Born in Newcastle, County Dublin, O'Brien's journey in racing began as a jump jockey in his homeland. He then moved to the United States in 1964, where he rode for 12 years until an injury ended his riding career. After a period back in Ireland helping to run a jumps stable with his brother Michael—who was paralysed after a riding accident—Leo returned to make New York his permanent home and training base.
His son, Keith O'Brien, told nyra.com: "He came here from Ireland in 1964 to ride over jumps and fell in love with New York racing – he fell in love with New York, and, in time, he made it his home." He described his father as a quiet, dignified man who gave his all to the sport he loved.
Historic Triumph and Training Legacy
O'Brien trained for 38 years in New York, amassing 568 winners and over £28 million in prize money in the US before retiring in 2022. He was best known for handling the talented siblings Fourstardave and Fourstars Allstar.
Fourstardave, known as 'The Sultan of Saratoga', won at least one race at the famed Saratoga Race Course every year from 1987 to 1994. However, it was his full-brother, Fourstars Allstar, who secured O'Brien's place in the history books.
In 1991, O'Brien boldly shipped Fourstars Allstar to Ireland for the Classic. With jockey Mike Smith in the saddle, the colt triumphed in the Group 1 Irish 2,000 Guineas. This landmark victory made Fourstars Allstar the first American-trained horse ever to win a European Classic.
"Dad was telling me about this idea when Fourstars Allstar was a two-year-old," recalled Keith O'Brien. "He told me he was going to take the horse over to Ireland for the 2,000 Guineas. I said, 'What are you talking about dad, are you crazy?' But he said to me, 'I think this horse is special, he might be able to do it'." His visionary belief was spectacularly vindicated.
A Racing Family Endures
Leo O'Brien's legacy continues within the sport through his family. His daughter, Leona, is married to celebrated US jockey John Velazquez, a Hall of Fame rider. O'Brien's passing marks the end of an era for a trainer whose quiet determination and skill bridged the Atlantic, creating a unique and unforgettable chapter in thoroughbred racing.
His career, spanning from the Irish jumps tracks to the pinnacle of New York and European flat racing, is remembered for its historic achievement, dedication, and profound love for the game.