The Painful Existence of a Toronto Maple Leaf Fan

When I was a boy, the Toronto Maple Leafs were an important part of my life. I knew every player’s stats, bio and background. When they won the Stanley Cup in 1967, the schools were closed early to attend the victory parade. I was there hours before. It was their 4th Cup in 6 years. I thought they good times would never end. But it did. 54 years have passed, and they haven’t returned to the Cup finals let alone winning Lord Stanley’s fabled trophy.

The franchise is over 100 years old having been established in 1917. Conn Smythe purchased the team in 1927 and it was a dominant franchise is the original NHL six-team league that didn’t expand until 1967. By then the Leafs had won 13 Stanley Cup championships. But in 1961, Conn Smythe decided to cash out and sold the team to a partnership of sone Stafford Smythe, John Bassett and Harold Ballard. By 1971, Ballard was the sole owner after Bassett sold out after a dispute and Stafford Smythe had passed away. That’s when the franchise went into a death spiral that it has never fully recovered despite new owners and a parade of general managers, coaches, failed saviours, bad trades, and horrible draft picks. There have been seasons that have look promising that ended in failure and frustration. It’s been hard on Leafs fans. Meanwhile the owners rake in the money with season after season of sell outs along with the highest ticket prices in the NHl.

I’ve compiled a list of the worst moments in the franchise’s history.


In 1978-79, Neilson’s second behind Toronto’s bench, Ballard fired his head coach after a bad stretch of games. However, he was unable to find a new coach in time to get behind the bench for Toronto’s next game, so he re-hired Neilson. Trying to take advantage of the publicity, Ballard wanted Neilson to return with a bag over his head as The Mystery Coach. Neilson refused. He didn’t last the rest of the season anyway.


In the 1979-80 owner Harold Ballard had brought Punch Imlach back as general manager, his third go-around with the team, and he immediately went to war on his players, more notably his star player Darryl Sittler. Since Imlach couldn’t get rid of Sittler due to the captain’s no-trade clause, he instead traded Sittler’s friend Lanny McDonald. In response, Sittler took scissors to his jersey and cut the ‘C’ right out. Citing the stand-off with his GM, Sittler resigned the captaincy.


It’s the play that has made Kerry Fraser an embedded piece of Leafs Lore. In 1993 we nearly got a Leafs-Canadiens Stanley Cup Final, which of course under the modern league alignment can never happen. With Doug Gilmour, Wendel Clark, Dave Andreychuk, Glenn Anderson, etc., the Leafs had one hurdle between them and their first Cup final appearance since 1967: Gretzky’s Los Angeles Kings.

With the Leafs leading the series 3-2 and Game 6 tied in overtime, Gretzky high-sticked Leafs captain Doug Gilmour, which went uncalled by referee Fraser. Toronto should have been put on the man advantage and a goal would have clinched a berth in the final. Instead, the unpenalized Gretzky scored the game-winning goal shortly after. Los Angeles went on to win Game 7 in Toronto 5-4…Gretzky scored three times and added an assist.


The Leafs had another golden opportunity to reach the Stanley Cup Final in 1994. Toronto finished third in the Western Conference with 98 points but didn’t face either of the conference’s top two seeds because both Detroit and Calgary were upset in the first round. In the conference final, Toronto faced the seventh-seeded Vancouver Canucks, who Toronto accumulated 13 more points than in the regular season. Toronto won Game 1 in overtime but scored just three goals over the next three games to fall behind the Canucks 3-1 in the series. In Game 5, Toronto took a 3-0 lead and seemed poised to head home for the last two games of the series. The Leafs being cursed and all, they coughed up the lead and lost 4-3 in overtime. The team wouldn’t win a playoff series for another five years.


The Leafs won their division with a 100-point season in 1999-2000, and after getting past Ottawa in the Battle of Ontario in Round 1, they faced the Dead Puck Devils, a defensively stout team with one of the all-time greatest goalies in Martin Brodeur behind it all. It was a close series, with four of the first five games being decided by one goal. But Toronto had managed just 21, 20, 23, 22 and 25 shots against Brodeur in the first five games, but were still in it, down 3-2 in the series heading back to New Jersey. Game 6 is where it all fell apart though, and it really distinguished how far apart these teams actually were. Toronto was embarrassed and put only six shots on goal all game, ultimately falling 3-0.


On Feb. 1, 2012, things weren’t so bad for the Leafs. Their 28-20-6 record was good enough for sixth place in the Eastern Conference and, unlike all the teams chasing them, they had a positive goal differential.

But, of course, it didn’t finish so smoothly. Toronto won just once over its next 11 games. The bad stretch pushed the Leafs all the way to 12th in the conference. Head coach Ron Wilson was fired, and then-GM Brian Burke uttered these now-famous words, which you’ll commonly see referred to in Leaf Land in nervous.

“I’ve never had a team fall off a cliff like this before, I’ve had dips, slumps, rough patches, but this is akin to an 18-wheeler going right off a cliff, I don’t know what happened.”


After missing the playoffs for several years, in 2013, the Maple Leafs were back and up against the Boston Bruins. The Leafs had a 4-1 lead in Game 7 with five minutes to go. After a nine-year post-season hiatus, it looked like Toronto was set for a playoff run. The fans in Boston were streaming into the exists.

But then, an epic collapse. The Bruins scored three goals in quick succession to tie the game 4-4. The game went to overtime, and Boston centre Patrice Bergeron, who had the game-tying goal, scored 6:05 into OT to leave the Leafs and their fans stunned.


When the Leafs brought in Tim Leiweke as the new CEO of MLSE, he came with bold ideas of where to take the company and he had special plans for the Maple Leafs. Just a couple months after blowing that 4-1 lead mentioned above, Leiweke mentioned that he already had a parade route planned out for when the team did win the Stanley Cup. Leiweke had great success leading the Los Angeles Kings to Stanley Cup glory, so he came in full of confidence. And while he should be considered a success overall in his time with MLSE, he, obviously, wasn’t able to get that Cup. The parade route is something that just shouldn’t be mentioned with the Leaf fans, not even as a joke.


It happened again. The Maple Leafs run roughshod in the Canadian Division formed during the Covid-shortened 2021 season. It was their best chance at a Stanley Cup in decades. After a 3-1 series lead and all the momentum to boot, the Toronto Maple Leafs’ path to a deep playoff run never seemed so clear. But Toronto’s history repeated itself in a cruel manner as they dropped three consecutive games to the bottom-ranked Montreal Canadiens to bow out of the opening round of the 2021 playoffs. It was the Habs who seemingly figured out how to stop Toronto’s potent offense dead in its tracks in a 3-1 victory on Monday to take Game 7.


The worst event Maple Leaf history emerged in 1997, when it was learned that some employees of the Maple Leaf Gardens had sexually abused young boys in the 1970s and 1980s. Martin Kruze was the first victim to come forward. His story of abuses beginning in 1975 prompted dozens of other victims to come forward. In October 1997, Gordon Stuckless pleaded guilty to sexually abusing 24 boys dating back to 1969 and was sentenced to a jail term of two years less a day. Three days later, Kruze committed suicide. In 1999, former usher John Paul Roby was convicted of sexually molesting 26 boys and one girl. He was subsequently declared a dangerous offender and could have been kept in prison for the rest of his life. Roby died in Kingston Penitentiary from an apparent heart attack in 2001. In 2002, former Gardens security guard Dennis Morin was found guilty of sexual assault, indecent assault and gross indecency for incidents involving teenage boys.

3 thoughts on “The Painful Existence of a Toronto Maple Leaf Fan

  1. Matt Berger says:

    I did not become a hockey fan until the mid-90s when my then-girlfriend played with a pick-up team at MIT – and my hometown Philadelphia Flyers had the Legion of Doom. John LeClair is still my favorite hockey player. I followed them cosely for about 10 years, then slowly lost interest after returning to Boston for another round of grad-schooling.


    As someone who inherited his commitment to the Philadelphia Phillies from his father (and, possibly, grandfather), I understand “long-suffering.” I was born two years after the epic collapse of 1964, and I never knew the truly lean decades when the team vanished to the bottom of the National League – but I vividly recally the team blowing an 8th-inning 14-9 lead against the, umm, Toronto Blue Jays in Game 4 of the 1993 World Series. With due respect to the great Joe Carter, *that* was when the series ended. The Phillies then faded badly in the second half in 2001 and 2003, finally returning to the postseason in 2007, though they were three and out. Still, the years 2001-11 were magical…and then came the St. Louis Cardinals in the 2011 NL Division Series. Up 2 games to 1 – with Cliff Lee ominously blowing a 4-0 lead in Game 2 – we had Roy Owsalt and the late great Roy Halladay (another Toronto connection) in games 4 and 5. After losing Game 4 5-3, Halladay allowed just one run over 8 innings, But after nicking Chris Carpenter for four runs in Game 2, we could not score at all in Game 5. The game literally ended with first baseman Ryan Howard lying in a crumpled, injured heap on first base, while the Cardinals celebrated on OUR field. The glorious run ended that quickly.

    The Phillies have managed just one winning season – and zero postseaon appearances – since then.

    So, yeah, brother – I know the pain. 🙂


      • Matt Berger says:

        There is losing…and there is losing. When Carter’s home run sailed over the left-field fence, I turning off the television and said to my friends, “We have nothing to be ashamed of.” Yes, losing in 3 games in the 2007 NLDS hurt, but simply making the playoffs for the second time since 1983 was a win. And then the Phillies basically romped to a WS championship in 2008–returning to lose to the Yankees in 2009. The 2011 collapse hurt so much because of the 102 wins with perhaps the best regular-season team the Phillies have ever had.

        Closely following a sports team means learning to deal with a LOT of disappointment and heartbreak; in fact, that may be the single best reason to do so. Red Sox fans took decades to get past Billy Buckner’s 1986 WS error. Cubs fans had to wait how many years until winning it all in 2016? The Flyers have not won the Stanley Cup since 1975. Losing in four to the Red Wings in 1997 stung for a long time…but we always move on.

        There is always a next game, a next season, a next batch of players to root for.

        Just like there is always another publisher…or agent…or venue…or website…through which to produce and sell one’s books or other literary works. If not…then you create your own.

        Sorry, went a bit off-topic there. 😉


Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s