“Almost” Champions
The Leafs last won the Stanley Cup in this year, back when people still watched TV in black and white.
What is 1967?
The Leafs blew a 4-1 lead in Game 7 against this team in 2013, breaking fans' hearts worldwide.
Who are the Boston Bruins?
The Leafs famously went 19 years without winning this.
What is a playoff series?
This is the first thing a Leafs fan does after a promising regular-season start.
What is buy playoff tickets prematurely?
This famous Toronto Maple Leafs defenseman scored the overtime goal in game 5 to give the Toronto Maple Leafs their 11th Stanley Cup, shortly after disappeared during the off season and wasn't found until 1962 just before the Toronto Maple Leafs 12th Stanley Cup sparking superstition that they couldn't win until his body was found.
The Leafs’ official slogan might as well be this phrase, given their playoff history.
Maybe next year?
This is the collective sound Leafs fans make when their team has a two-goal lead in a playoff game.
What is nervous groaning?
This is the last time Leafs fans have been able to use the phrase “Stanley Cup Champions” in the present tense.
What is never?
The Toronto Maple Leafs famously lost a game to a zamboni driver, what is his name.
Who is David Ayres?
These two legendary NFL coaches both led the New York Giants to Super Bowl victories.
Who are Bill Parcells and Bill Belichick?
The Leafs haven’t won a Cup in so long that the trophy’s engravings for their last win are now considered this.
What is historical artifacts?
This player leads the Leafs in Stanley Cups won in the 21st century.
Who is literally anyone that left the team?
The Leaf's most realiable postseason tradition is this.
What is "Losing Game 7". Also accepted: "Going out in the first round".
Leafs fans say this phrase every spring, just before ultimate disappointment.
What is “This is our year!”?
This Canadian politician is the longest serving Prime Minister in Canada's history and is featured on the 50 dollar bill.
Who is William Lyon Mackenzie King? (Bill)
The closest the Leafs have come to the Stanley Cup in the last 50 years is when this happened.
What is watching the parade route for other teams?
This is the only way the Leafs can guarantee a deep playoff run.
What is joining the AHL?
The Leafs have “almost” made it to the Stanley Cup Final as many times as this Canadian politician has “almost” won a federal election.
Who is Jack Layton?
This is the official drink of Leafs fans, perfect for drowning their sorrows after yet another playoff failure.
What is a Molson with a side of tears?
David Carradine stars as a villain in this blockbuster movie from the early 2000s.
Kill Bill
Leafs fans have been waiting for a Stanley Cup longer than some people wait for this government process.
What is a passport renewal?
The Leafs set an NHL record for this dubious distinction in 2021, losing to the Canadiens after leading a series 3-1.
What is choking spectacularly?
Leafs fans often joke that their team has been rebuilding since this historical event.
What is Confederation in 1867?
This is the only place quieter than the 19th floor on a friday?
What is the Scotiabank Area during a Leafs game. (Also accepted: "Air Canada Center")
This charismatic leader has piercing blue eyes and silvery white hair, not unlike the colours of his favourite hockey team.
Who is Bill Clinton (New York Rangers)?