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Lauren Theisen

Mitch Marner #93 of the Vegas Golden Knights looks on during warmups ahead of Game One of the Western Conference Final against the Colorado Avalanche at Ball Arena on May 20, 2026 in Denver, Colorado.

Mitch Marner Needed To Get Out Of Toronto

Barry Petchesky

SECAUCUS, NEW JERSEY - MAY 05: Detailed view of the draft board is shown following the 2026 NHL Draft Lottery at the NHL Network Studio on May 5, 2026 in Secaucus, New Jersey. (Photo by Jared Silber/NHLI via Getty Images)

The Leafs Fell Ass-Backward Into Gavin McKenna

Ray Ratto

John Chayka speaks to media at a press conference he was announced as General Manager and Mats Sundin is introduced as Senior Executive Advisor of Hockey Operations of the Toronto Maple Leafs .

Everyone Is Already Mad At The New GM Of The Toronto Maple Leafs

ANAHEIM, CA - MARCH 30: Max Domi #11 of the Toronto Maple Leafs and Radko Gudas #7 of the Anaheim Ducks fight during the first period at Honda Center on March 30, 2026 in Anaheim, California. (Photo by Debora Robinson/NHLI via Getty Images)

What’s The Value Of An Ass-Kicking Freely Offered?

Auston Matthews of the Toronto Maple Leafs kneels on the ice after being kneed by Radko Gudas of the Anaheim Mighty Ducks on March 12, 2026 in Toronto.

Auston Matthews Is Hurt And The Maple Leafs Are Burnt Toast

NEWARK, NJ - MARCH 04: Auston Matthews #34 of the Toronto Maple Leafs chats with William Nylander #88 during a game between the Toronto Maple Leafs and New Jersey Devils at Prudential Center on March 4, 2026 in Newark, New Jersey. (Photo by Andrew Mordzynski/Icon Sportswire via Getty Images)

It’s Angst Day In Canada’s Angst Capital

MONTREAL, QUEBEC - NOVEMBER 22: Dakota Mermis #36 of the Toronto Maple Leafs fights Florian Xhekaj #63 of the Montréal Canadiens during the third period at Bell Centre on November 22, 2025 in Montreal, Quebec. (Photo by Reuben Polansky-Shapiro/NHLI via Getty Images)

You’re Either An Arber Xhekaj Or A Simona Xhekaj

TORONTO, ON - September 17 Head Coach Craig Berube chats to the media.

The Maple Leafs Can’t Seem To Get Out Of The First Round Against Punctuation

Copies of Hillary Clinton's book "What Happened" sit on a shelf

A Short Farewell To The NHL’s Second-Round Losers

TORONTO, CANADA - MAY 18: of the Florida Panthers skates against the Toronto Maple Leafs during the third period in Game Seven of the Second Round of the 2025 Stanley Cup Playoffs at Scotiabank Arena on May 18, 2025 in Toronto, Ontario, Canada. The Panthers defeated the Maple Leafs 6-1. (Photo by Claus Andersen/Getty Images) *** Local Caption ***

Something’s Over In Toronto

TORONTO, ON - May 18: The Toronto Maple Leafs skate off the ice after game 7 of the Eastern Conference Playoffs between the Florida Panthers and Toronto Maple Leafs on May 18, 2025, at Scotiabank Arena in Toronto, ON. (Photo by Mathew Tsang/Icon Sportswire via Getty Images)

Seven Is The Leafs’ Unlucky Number

TORONTO, ON- MAY 14 - Florida Panthers center Sam Bennett (9) and Toronto Maple Leafs center David Kampf (64) battle in the snow in first period action as the Toronto Maple Leafs play the Florida Panthers in game five in the second round of the NHL Stanley Cup play-offs at Scotiabank Arena in Toronto. May 14, 2025. Steve Russell/Toronto Star

Toronto Once Again Wins The Stanley Cup Of Angst

Mikal Bridges celebrates after making a three-point basket against the Boston Celtics during the third quarter in Game One of the Eastern Conference Second Round NBA Playoffs.

The Knicks And Maple Leafs Are Refusing To Stick To The Script

TORONTO, ON - MAY 5 - Referee Chris Rooney (5) blows the play dead as Toronto Maple Leafs goaltender Anthony Stolarz (41) lays on the ice as the Toronto Maple Leafs beat the Florida Panthers 5-4 in the first game of their second round series of the NHL Stanley Cup Play-offs at Scotiabank Arena in Toronto. May 5, 2025. Steve Russell/Toronto Star

It Wouldn’t Be A Panthers Postseason Without A Cheap Shot By Sam Bennett

TORONTO, ON - APRIL 29: John Tavares #91, Max Domi #11 and Scott Laughton #24 of the Toronto Maple Leafs warm-up before Game Five of the First Round of the 2025 Stanley Cup Playoffs against the Ottawa Senators at the Scotiabank Arena on April 29, 2025 in Toronto, Ontario, Canada. (Photo by Mark Blinch/NHLI via Getty Images)

Do Not Say The Leafs Could Blow This Series. Don’t Even Think It!

OTTAWA, CANADA - APRIL 24: Ridly Greig #71 of the Ottawa Senators battles for puck possession during a faceoff against Auston Matthews #34 of the Toronto Maple Leafs in the second period of Game Three of the First Round of the 2025 Stanley Cup Playoffs at Canadian Tire Centre on April 24, 2025 in Ottawa, Ontario, Canada. (Photo by André Ringuette/NHLI via Getty Images)

The Leafs Are In Uncharted Territory

I’m Having Trouble Thinking Of A Funnier Goal

SALT LAKE CITY, UTAH - MARCH 10: Simon Benoit #2 of the Toronto Maple Leafs fights against Michael Kesselring #7 of the Utah Hockey Club during the second period of a game on March 10, 2025 at Delta Center in Salt Lake City, Utah. (Photo by Jamie Sabau/NHLI via Getty Images)

Was It Worth It?

TORONTO, ON - MAY 2: William Nylander #88 of the Toronto Maple Leafs celebrates with mascot Carlton the Bear after defeating the Boston Bruins in Game Six of the First Round of the 2024 Stanley Cup Playoffs at Scotiabank Arena on May 2, 2024 in Toronto, Ontario, Canada. (Photo by Mark Blinch/NHLI via Getty Images)

It’s Autumn And The Leafs Are Falling

BOSTON, MASSACHUSETTS - MAY 04: David Pastrnak #88 of the Boston Bruins celebrates his over time winning goal against the Toronto Maple Leafs in Game Seven of the First Round of the 2024 Stanley Cup Playoffs at TD Garden on May 04, 2024 in Boston, Massachusetts. (Photo by China Wong/NHLI via Getty Images)

The Leafs Are Not Enough

EAST RUTHERFORD, NEW JERSEY - FEBRUARY 18: New York Rangers fans cheer on after the 2024 Navy Federal Credit Union Stadium Series game between the New York Rangers and the New York Islanders at MetLife Stadium on February 18, 2024 in East Rutherford, New Jersey. The Rangers defeated the Islanders 6-5 in overtime. (Photo by Brian Babineau/NHLI via Getty Images)