Career
He currently holds the record for the most Scottish Cup goals scored by a Rangers player, with 44. Fleming made his Rangers debut against Dundee in October 1925 and scored in a 2–1 defeat at Ibrox. His last appearance was in October 1935 against Queen of the South.
His usual position was centre forward.
In one memorable match he got possession of the ball in defence and worked his way down the pitch, avoiding all tackles, to score a spectacular goal. He represented Scotland three times between 1929 and 1930, scoring three goals.
Two of these goals were scored in a 5–2 defeat by England at Wembley.