An AIS/AFL Academy graduate and Vic Country representative in 2008, Sidebottom also was selected in the All-Australian team following the 2008 AFL Under 18 Championships.
Sidebottom has been named in the All-Australian team in 2018 on a wing in addition to finishing second in the 2018 Brownlow Medal.
In the semi-final against Adelaide of the 2009 AFL Season, Sidebottom had his first major breakthrough, where he notched up 25 disposals in a come-from-behind win.
[8] Notes Collingwood Individual His older brother Ryan plays cricket for the Victorian Bushrangers.
* denotes rookie listed players * Leon Davis was replaced by Tyson Goldsack in the Grand Final replay