Sidebottom was selected by Collingwood with selection 11 in the 2008 AFL Draft. Sidebottom had a 10-goal best-on-ground performance in the 2008 TAC Cup Grand Final.[3] He is strong overhead and in one-on-one contests. 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.[4]
A midfielder, Sidebottom became a star player for Collingwood. He has won the Copeland Trophy twice as the club's best and fairest (2017, 2018) and also played in premierships in 2010 and 2023. Sidebottom has been named in the All-Australian team in 2018 on a wing in addition to finishing second in the 2018 Brownlow Medal. He has been the co-vice captain of Collingwood since the 2015 season to 2022.
Career
Sidebottom made his AFL debut vs St Kilda in Round 7, 2009, where St Kilda defeated Collingwood by 88 points.
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.
In 2010, Sidebottom played in all but one game for the Magpies, including both the drawn Grand Final and Grand Final replay. At 19 years of age, he was the youngest member of Collingwood's 2010 Premiership side.
In the 2018 Brownlow Medal count, Sidebottom finished in second place (his career best).[6]
In 2020, Sidebottom was handed a four match suspension for breaching the AFL's COVID-19 protocols, after he and teammate Lynden Dunn had shared an Uber together and visited several homes, with the night concluding with Sidebottom being driven home by police.[7]
In 2023, Sidebottom played his 300th AFL game, becoming the 4th Collingwood player to ever do so. He injured his MCL and did not play until Round 18. Sidebottom later kicked a 60-meter bomb in the final to give Collingwood the premiership.
^The 2020 season was played with 17 home-and-away matches per team (down from 22) and 16-minute quarters with time on (down from 20-minute quarters with time on) due to the impact of the COVID-19 pandemic.
Anzac Medals were awarded from 2000 onwards, with medals for the first five matches awarded retrospectively. No Anzac Day match was played in 2020 due to the COVID-19 pandemic.
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