 In 2008 Osborne played in 20 of the 22 home-and-away games, and was part of Hawthorn's premiership team and finished 5th in the Peter Crimmins Medal.Osborne suffered a season-ending ACL injury in Round 7 of the 2012 season.He was delisted at the end of the 2012 season, but was redrafted with pick 70 in 2012 draft.