At 13, Stout moved to England to attend boarding school at Cheltenham College, where alongside squash he also began playing the sport of rackets, coached by Mark Briers.
[6] In 2003, at the age of 19, he moved to Belgium to pursue his professional squash career, basing himself in the city of Antwerp and competing on the PSA tour internationally.
He moved to the United States in late 2006 after being offered a teaching professional position at the New York Racquet and Tennis Club.
Stout continued to play competitive doubles and won the World Championship with Jonathon Larken in 2016 and again in 2018 before losing it to Tom Billings and Richard Owen in 2021.
Recently Stout has played with new partner Peter Cipriano and they were the holders of the US open doubles where they defeated Benjamin Cawston and Mike Bailey 3-1 in New York, losing to the same pair in Detroit in 2023.