Cheltenham Gold Cup races from 1932 to 1936 were won by Golden Miller, who also won the Grand National in 1934. During World War II the Gold Cup was cancelled twice, in 1943 and 1944. The first multiple winner of the post-war years was Cottage Rake, who won the three runnings from 1948 to 1950. Cottage Rake was trained in Ireland by Vincent O'Brien, and his successes helped to popularise the Gold Cup, and the Festival itself, with the Irish public. The Gold Cup was switched to the "New Course" in 1959, and this is now the regular track used for the event.
1989 Grand National after finishing third in the Welsh National, behind Bonanza Boy but then fell when trying to score a second Gold Cup the month before the National. That race had been won by Simon Sherwood aboard Desert Orchid but with the Cheltenham Champion not sent to Aintree, Sherwood took the ride on The Thinker in a bid to complete the double in the same season. Despite being given the top weight of 11 stone 10 lbs, The Thinker was backed down to 10/1 at the off but for most of the race it looked as if they would fare no better