Beginning his playing years at the North Hobart in the SFL in Tasmania, Garland was recruited by the Demons from the TAC Cup side Tassie Mariners at pick No.

He became the first player since the late Troy Broadbridge to wear this jumper, after it was retired for the previous two years (2005–2006).

Garland received a NAB Rising Star nomination (round 14, 2008) for his consistent efforts playing in the Demons backline.

[1] Garland announced his retirement from the game on 19 October 2017, after missing the entire season due to a knee injury.

[3] Garland has also played and been an assistant coach at the Clarence Football Club in the TSL.