Ahead of tonight's massive grudge match between Collingwood and Richmond, we've taken a look at some of the biggest moments between the two sides over the last few years.

From some thrilling contests to unprecedented outcomes, here are four moments fans of both the Magpies and Tigers might remember from recent seasons.

Grundy's match-winner, 2016ย 

Saturday will mark seven years to the day since this iconic moment, as Collingwood stole the win from Richmond via a Brodie Grundy goal in the game's dying stages.

A second-year Darcy Moore sent the ball deep into Collingwood's forward half off a deliberate free kick, with nobody marking the pill before it spilt to the ground.

Somehow, Grundy managed to grab the ball out of the pack and kick a remarkable goal with four seconds to go and hand the Pies a one-point victory.

It was a big night for forwards at either end as well, with Tigers champion Jack Riewoldt kicking three in the final term and Alex Fasolo kicking six goals for the Magpies, including five in the second half.

The 2018 preliminary final

Richmond had won 22 games in a row, had built an MCG fortress and were searching for back-to-back premierships until Collingwood pulled off an upset for the ages, led by American Mason Cox.

The Pies won by 39 points, with Jordan De Goey starring to kick four, but it was Cox's efforts that had the MCG crowd chanting "USA! USA! USA!"

Cox kicked the first three goals of the second quarter to put the Pies 42 points up. His most memorable moment was his contested specky in attack before strutting back to kick a set shot and exposing Richmond's defence.

Another key story out of the game was Richmond's decision to play Dustin Martin. There had been talk of concerns about Dusty's corkie all week. Was he fit? Would he play? Neil Balme and Damien Hardwick had both shrugged off concerns, however, it was evident Dusty was under an injury cloud as he recorded zero clearances and was tagged by Levi Greenwood.

MELBOURNE, AUSTRALIA - SEPTEMBER 21: Mason Cox of the Magpies marks during the AFL Preliminary Final match between the Richmond Tigers and the Collingwood Magpies on September 21, 2018 in Melbourne, Australia. (Photo by Quinn Rooney/Getty Images)

The 2020 season restart

The first game after the season originally paused in 2020 in front of what usually would've been 80,000 fans - except it was an empty stadium.

The strange atmosphere resulted in an even stranger outcome - a low scoring 36-36 draw was recorded, recording a tie for the second time between these two sides since 1917.

Richmond would've been wondering what could've been, leading the inside 50 count 43-32 and Tom Lynch kicking three goals.

Collingwood also had the potential to win the game, desperately rushing a behind in Richmond's forward half with two minutes to go, levelling the scores.

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Higgins' 'snag' of the year

Jack Higgins won the 2018 Goal of the Year for a remarkable goal against Collingwood in Round 19.

Many had originally thought the goal wasn't actually a goal, instead suggesting that Higgins had thrown the ball before his boot made contact with it mid-air. However, the AFL confirmed it was a "clear goal."

Higgins tapped the ball upwards and somehow scissor-kicked it over his head to go through for a goal, with his teammates giving him the nickname 'snags,' delivering a memorable speech for the award at the 2018 Brownlow count.