In 2016, he was assistant coach at Balwyn in the EFL where the club won their 4th premiership in 5 years under the tenure of Daniel Donati.
Recruited from Labrador, Queensland, Osborne debuted for Hawthorn Football Club in 2001 after being elevated from the rookie list.
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.
"[3] He played 5 senior games in 2013, spending most of the season with Hawthorn's affiliate VFL side Box Hill.
[6] Based in North Melbourne, and based on a US college model, the Australian Rules Football College focuses on developing the football skills of their students, whilst also placing an emphasis on education, through offering certificates in health, personal training, massage, leadership, management and diplomas in business.