Glen made twenty appearances for County, scoring three goals, in the 1903–04 season, before a move to Tottenham Hotspur, then of the Southern League.

He joined Southampton in time for their summer tour of Germany, where his fluent German led to him becoming the club's official interpreter.

For the next match, Glen switched to inside-right, where he soon formed a strong partnership with Frank Jefferis on the right side of the Saints attack, with Fred Harrison in the centre.

Although Harrison was to finish the season as top-scorer with 12 league goals, Glen contributed 10, including two in a 5–1 defeat of Millwall on 6 October 1906.

[3] He later served as a lieutenant in the Royal Army Medical Corps during the First World War and committed suicide with a razor while in camp at Ripon on 21 September 1916.