In 1922 Gentry joined Surrey County Cricket Club, making his debut for the county against a touring Scotland side. Gentry played eight first-class matches for Surrey in 1922 and followed that up with two further appearances for Surrey in 1923, with his final appearance for the county coming against Leicestershire. During the 1922 season, Gentry took 31 wickets at a bowling average of 21.54 and coming second in Surrey's averages that season.
