With the AFL award season upon us and the Brownlow just a few weeks away, we decided to have a look at some of the most contentious, controversial and unbelievable Brownlow Medal moments throughout history.

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1. Shane Woewodin (2000)

It is hard to look past the 2000 Brownlow Medal night as the most shocking in the award's 95-year history. Although Western Bulldogs great Scott West was the favourite to take home the medal, it was Melbourne's crafty midfielder Shane Woewodin who was awarded the game's highest individual honour after polling 24 votes to West's 22.

Woewodin had a solid season, averaging 22 disposals and kicking 20 goals, but despite the Brownlow success, he wasn't good enough to warrant an All-Australian selection. In fact, of the top 10 vote-getters that season, only Woewodin and Michael Voss did not feature in the All-Australian team.

The midfielder never recreated his blue moon year, and was traded to Collingwood in 2002 before being delisted in 2005. But despite all this, Woewodin will go down as one of the game's greats who pulled off one of the biggest off-field upsets ever seen.

29 Aug 2000: Winner of the 2000 AFL Chas Brownlow Medal, Shane Woewodin of the Melbourne Football Club, speaks to media at a press call held at the Crown Towers Hotel, Melbourne, Australia. Mandatory Credit: Mark Dadswell/ALLSPORT
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