Are the Leafs Going to Win the Stanley Cup?

In a record-breaking 2021-22 NHL season, Toronto Maple Leafs superstar Auston Matthews scored more goals than any other Leaf in history, and the team finished with more wins than in any other season. But for some fans, those accomplishments will only make the loss even more painful if the Leafs can’t succeed in the playoffs. The Leafs haven’t won the Stanley Cup since 1967, and haven’t won a single playoff series since 2004. Toronto is now tied 1-1 in its first-round series against the defending Cup champions, the Tampa Bay Lightning, after one decisive win and one wildly uneven loss. Today, a staple of the Maple Leafs fandom joins us to explain the modern history of Leafs losses, and why his growing frustration has given way to greater optimism than ever. Steven Glynn — better known as Steve Dangle — is the host of a podcast, Sportsnet live streams and a YouTube channel that’s been reacting to the Leafs for 15 seasons.