Teenoso third favourite for the Lingfield Derby Trial in May. He took the lead five furlongs from the finish and stayed on well to win by three lengths from Shearwalk. When Lester Piggott, who had won the race eight times previously, elected to ride Teenoso in the Derby, the colt was strongly supported in the betting and started 9/2 favourite in a field of twenty-one runners. Racing on the heaviest ground seen at Epsom for many years, Teenoso was among the leaders from the start. Piggott sent the colt into the lead early in the straight and he was never in
Lester Piggott winners. His burgeoning new career as a trainer was ended when he was convicted of tax fraud and jailed. He served 366 days. According to Piggott, a commonly held belief that he was prosecuted after using an undeclared bank account to make a final settlement of his tax liabilities is a myth. He resumed his career as a jockey in 1990 and won the Breeders' Cup Mile on Royal Academy within ten days of his return. He was stripped of his OBE (which he had been awarded in 1975). He rode another Classic winner, Rodrigo de Triano, in the 1992