He went on to play 156 games for the Tigers, predominantly as a midfielder and lockdown player, and was a member of the club's leadership group from 2009 to 2014.

In 2013, Jackson won the Jack Dyer Medal, making him the oldest player to win the club's Best and Fairest for the first time since Matthew Richardson in 2007.

On 5 September 2014, Jackson announced his immediate retirement from AFL football, citing the toll injuries had taken on his body.

[2] He also travelled and volunteered in Nepal with THISWORLDEXISTS, an Australian nonprofit to hike to Everest Base Camp and support educational improvements in Nepalese communities.

[3] Jackson achieved an ENTER score of 96.65, and has completed Commerce studies at the University of Melbourne.