When Cowan played for the club in the 1890s and early 1900s, they were the giants of the Football League. While at Villa, he won five First Division titles (in 1893–94, 1895–96, 1896–97, 1898–99 and 1899–1900) and two FA Cup winners medals (1895 and 1897, after being a beaten finalist in 1892) and played 354 times in all;[2] he is considered to be one of the finest players of the Victorian era. For four years, his younger brother John also played for Aston Villa.
International
Cowan was selected for Scotland on three occasions, in 1896 being one of a group of five men who were the first to be selected while playing for an English club, in the process becoming Aston Villa's first international for that nation.[3] Controversy dogged him after a disappointing performance in a defeat England in 1898, in which he was the Scottish captain; it emerged that he had not been fit to play through illness (possibly alcohol-related),[4][5] and both the player and the selection committee were heavily criticised in the press for failing to replace him before the match began.[6] He was not selected for international duties again.
Managerial career
After retiring from playing in 1902, he coached the young players at Villa for a few years before deciding to accept the role of manager of Queens Park Rangers in 1907. QPR had just moved to a new ground designed By Archibald Leitch at Park Royal and Cowan was the club's first official manager. In his initial season he led them to the Southern League title and held Manchester United to a fine 1-1 draw in the Charity Shield.
Four years later he led QPR to another Southern League title. Off-the-field problems however prevented him from leading the club into the Football League. Prior to the start of the 1913–14 season he offered his resignation on the grounds of ill health which the directors accepted. He died at St Bartholomew's Hospital, London, in December 1918.
He was renowned for his speed. On one occasion he missed a Villa match due to his attending (and winning) the illustrious 100 yard New Year Sprint event held at Powderhall. The club fined him but he still made a healthy profit due to the prize money.