Toronto trades Russ Courtnall to the Montreal Canadiens for Jon Kordic and a 6th Round Pick in 1989 (Mike Doers)
Poor Gord Stellick… he’ll never live this trade down. The Leafs needed a goon, and the Habs were interested in Russ Courtnall. Apparently rather than haggle, the Leafs’ response was “Sure, why not.” How did the trade work out? Sadly, even worse than its reputation. Kordin got 446 penalty minutes and 16 points in 104 games as a Leaf, while Courtnall gradually improved over parts of four seasons with the Habs. He ended up with 82 goals and 195 points in 250 games for Montreal. I know other trades have had closer margins in terms of the numbers, and ranked lower. But this is one of those trades that just lives in infamy. Plus the Leafs have had very, VERY few scoring wingers over the past 20 years, and barely a handful that were drafted by Toronto. What’s worse, the Leafs traded Kordic and Paul Fenton for a 5th round pick for… Alexei Kudashov. Wow. Meanwhile, the Habs turned Russ Courtnall into Brian Bellows, who won a Stanley Cup with the Habs. And Courtnall kept on being a decent offensive player (and I believe an all-star) with the Dallas Stars.