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Pembrook Playboy would never be sold because of the special link the horse had with his family, Alcock said. After Colleen told him to buy a horse he worked out who Southland’s leading trainer was and went to visit him unannounced. The trainer was Nathan Williamson and he had not met Alcock previously. Robyn Edie/Stuff Nathan Williamson drives Pembrook Playboy to victory in the Invercargill Cup in January. The Christchurch yearling sales were a month away and the two men, with input from Christchurch trainer Colin de Filippi, picked Pembrook Playboy as the horse to buy. “I was surprised how cheap he was – $28,000,” Alcock said.

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