Undoubtedly his most memorable season was the 1920–21 season. Jimmy made his international debut against Scotland on 9 April 1921 at the age of 20 years and 125 days to become the youngest Spurs player (at that time) to play for England, and a fortnight later he appeared for Spurs in the FA Cup Final against Wolverhampton Wanderers at Stamford Bridge. Despite sustaining an injury early in the game, he scored the only goal of the game to secure a second FA Cup triumph for Tottenham. Surprisingly, he had to wait five years to gain his 2 further international caps, against Wales and Belgium in 1926.