 He played 38 League and six FA Cup games as captain at Elland Road, before leaving the club when the board declined to renew Gillies' contract in March 1908.Ray retired from playing in 1912 and then served in the Royal Army Service Corps during World War I.He was invited to become a member of the original committee that was elected to manage the new Leeds United following Leeds City's expulsion from the Football League in October 1919.