It was nearly two years later that he celebrated his first success when Chon Kina took the Prince of Wales's Plate at Liverpool on March 23, 1899. The winning margin was a head. The runner-up, Bewitchment, was ridden by young Sam’s uncle, Sam Loates, already on his way to being crowned champion jockey that year. The Sporting Life enthused: “A word of praise is due to the boy Heapy for the admirable way he handled the winner.”