The article chronicles the transformative journey of Terry Henderson and his syndicate OTI Racing, which was catalyzed by the 1995 Caulfield Cup-Melbourne Cup double victory of the horse Doriemus. Starting from a modest deal struck in a McDonald’s carpark in Benalla during an era of primitive communication, Henderson evolved from a businessman and racing enthusiast into a leading figure in global horse syndication. Initially a hobby shared with former cricketer Simon O’Donnell, OTI has grown into a major international operation with over 200 horses worldwide, including significant success in Europe and Australia. Henderson reflects on the changing nature of racing—from a sport to a business dominated by betting companies and commercial interests—while maintaining a purist’s passion for the Cups and traditional racing values.

OTI’s legacy is marked by 18 Group 1 winners and a broad international presence, with horses competing and winning in multiple countries. Henderson’s story highlights the globalization of thoroughbred racing, exemplified by horses like Deakin, bred in France, trained in Ireland, and racing in Australia. The syndicate’s recent licensing in New Zealand symbolizes a full-circle moment, reconnecting with the region where Henderson’s racing journey began. Despite shifts in racing’s cultural landscape, the Cups remain a key aspiration for OTI, underscoring the enduring prestige of these historic races amid a rapidly evolving industry.