Career
Despite managing for 39 years he only ever took charge of two clubs, Stockport County and, and he holds the record for longest serving manager in the history of both clubs. Stewart was appointed manager of Stockport County in 1894 and was in charge of the club when they were elected to The Football League in 1900. He remained in charge of the club until 1911 when he took over as manager of, making his first signing soon after by bringing one of his former Stockport players in Billy Hardy to the club, who would go on to be a lynchpin of the side during the club"s success under Stewart.
Due to the financial plight of the club at the time, Stewart paid Hardy"s £25 transfer fee with his own money.
They went on to lose 1-0 to Sheffield United, with the only goal being scored by England international Fred Tunstall, but it would only take two years before the club returned to a final, this time in 1927. They faced Arsenal and the match was tied at 0-0 until Hughie Ferguson"s shot was fumbled into the Netto by Dan Lewis in the 74th minute, giving Stewart the record of being the only manager ever to take the trophy out of England.
The club"s slide continued and they were relegated again in 1931, this time down into Division Three South. The low point came in 1933 when a 19th-place finish saw Stewart decide to step down and retire.
After his retirement he remained in Cardiff to concentrate on his businesses.
He died in 1954, aged 81. 1921-1922, 1922-1923,,, 1929-1930.