Brennan was born and raised in Darwin in the Northern Territory, where he played rugby league[1] and Australian football at junior levels. Brennan grew up a passionate rugby league supporter, but also supported the Essendon Football Club in the AFL.[2]
Brennan was first identified as a potential AFL talent during his All-Australian performance at the AFL Under 18 Championships and was co-captain of the Northern Territory side. Brennan's unique ball skills and agility displayed his indigenous heritage with a liking to Daryl White.
Inconsistent form in his early career led to speculation that Brennan would be traded to another club. Coach Leigh Matthews, switched him to the forward line in mid-2007, and against West Coast Eagles in Round 14, Brennan appeared to come of age, leading the charge with four goals.
Season 2008 was arguably Brennan's most consistent to date. Used predominantly as an impact player in the midfield, Brennan proved himself to be a capable clearance winner and played a decisive hand in several close victories. Brennan capped off his 2008 season with a top 5 placing in the 2008 Brisbane Lions best and fairest and selection in the Australian International Rules squad.
Brennan is well known for his flashy, unorthodox playing style and his tendency to carry the ball in one hand.
He is often compared to former Brisbane premiership player Darryl White due to a similar playing style and the ability to play different positions.
Gold Coast career (2011–2013)
On 7 October 2010, a complicated three-way deal between the Gold Coast Suns, the Brisbane Lions and Collingwood saw Brennan traded to the Suns.[6]
At the end of the 2013 season Brennan retired from the game.