Andy started his career playing for local Loudoun Valley team Newmilns FC before joining Kilmarnock in 1909, where he had 6 successful seasons.
Andy signed for the Glasgow giants in 1915, but his appearances were quite sporadic owing to WW1 and it wasn't until the season 1918 when he established himself as a prolific goal scorer, playing inside-forward, where he was equally adept at setting up goals for other players as well as scoring them.
He also made history in the English League when at the age of 38 became that league’s oldest debutant, when he played for the St James Park outfit as player manager. He was the first manager to be appointed by Newcastle. The Newcastle football club had used a committee from 1892 until 1930 to oversee team affairs. Andy had F A cup success beating Arsenal 2-1 in the cup but also presided over Newcastle being relegated to the second division.
After Andy finished his football career it was ironic that after WW11 that he should pursue a career in football journalism with the Scottish Sunday Express where he was held in high regards by his fellow professional scribes as well as football players and readers alike.
Andy was also famous for wearing a bowler hat.