In 2010, against St. Kilda - they romped it home the second time, after a Grand final replay due to a drawn first Grand final. Before that, it was in 1990, against Essendon, by 58 points. It was their first premiership since 1958, including a heartbreaking draw against North Melbourne in 1977.
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The most recent premiership that Collingwood fc won (besides from 2010) was in 1990!