Despite playing for Dumbarton and Celtic, both prominent teams of the time (Willie Maley Celtic’s first manager claimed that a major feat of his club’s early days, was that of becoming the first side to defeat the four Dunbartonshire teams, Alexandria, Dumbarton, Renton and Vale of Leven in one season), Madden never acquired a Scottish Cup winners medal. However, in 1893, he was a regular in the Celtic side that won three League Championships in the early 1890s.