Purchased for just 320 guineas by fruit merchants John Mason and John Henderson, Whenby went onto become a multiple winner. He was bought in a consignment of six horses, along with Revlow who was sent to be trained by Peter Easterby.
Whenby made his debut at Catterick in March 1976 and won his first race at Redcar in May 1976. His win was in selling race and trainer and owner had to go to 1,900 guineas to keep him.
Whenby won three times as a two year old. His win at Ayr in September saw him backed from 15-1 to 7-2. Bookmakers hailed it as the biggest gamble of the year in the north. His owners admitted to having won around £70,000 when Revlow had won a few days previously so the scale on the Whenby gamble was clear!
In 1977 he won the Singleton Handicap at Goodwood and the Alexandra Handicap at Doncaster.
Whenby's biggest win came in the 1978 Gosforth Park Cup when he was first home at odds of 10-1 ridden by Mark Birch.
Whenby left the yard after the 1978 season, having won six races from 45 starts.