Wines' standout 2021 season earned him a Brownlow Medal with a then record-tying 36 votes (a record shared with Dustin Martin's 2017 tally).

[1] As a kid, Wines would often call into Rex Hunt's talk back radio show on 3AW where he would ask questions about Andrew Walker's statistics.

In an impressive debut, Wines finished the game with 24 disposals including 16 contested possessions and one goal,[5] earning him the Round 1 nomination for the 2013 AFL Rising Star.

He started the season strongly, averaging 28 disposals and a goal across the first two games before injuring his wrist in Round 2 against North Melbourne, sidelining him for a month.

Unfortunately for Wines, his season came to a premature end in Round 18 when he dislocated his shoulder early against St Kilda, requiring a full reconstruction.

Wines endured a frustrating 2019 season, with an injury-interrupted pre-season occurred due to a shoulder operation as a result of a waterskiing incident over the Australia Day weekend.

In June 2020, Wines was suspended for one match for breaching AFL COVID-19 protocols, after he conducted an interview with Channel Seven at the front of his house, with this suspension causing him to miss the season's only Showdown.