Throughout the year, the Sip Advisor will alphabetically travel the National Hockey League (NHL), discovering the best and worst each team has to offer in a variety of subjects. We will also feature a drink based off the franchise. Today, we *looks at calendar*… ugh, travel to Toronto to investigate why the Maple Leafs have often been named the “Most Hated Team in Hockey”:

Establishment Story: The Toronto hockey team was founded in 1917. The club was known as the Arenas and later St. Patricks, before finally receiving the Maple Leafs moniker in 1927, when the team was bought by Conn Smythe. An Original Six franchise, the Leafs were rebranded by Smythe to match the national symbol of Canada. They were also to wear red and white jerseys, but briefly wore white and green, before settling on their iconic blue and white.

Stanley Cups: None since 1967 and that’s all that really matters. Seriously, though, the Leafs have won 13 championships, all of which occurred when the league consisted of only six teams. The Leafs have two recognized dynasties, from 1946-51 and 1961-67. Not only has the team not won a Stanley Cup since 1967, they have no Finals appearances since then, as well, with five Conference Finals losses during that time.

Celebrity Fan: Somehow, the Leafs have quite the collection of celebrity supporters. Actors Mike Myers, Jim Carrey, Will Arnett and Keanu Reeves support the team, along with musicians Justin Bieber and Drake. Professional wrestler Edge is a fan, as is astronaut Chris Hadfield. As for female celebs, tennis star Bianca Andreescu can often be seen rocking the blue and white. Personally, I think they’re all nuts!

Super Fan: Steven Glynn, better known by the moniker Steve Dangle, turned his Leafs fandom into a career. Dangle went from posting YouTube videos to becoming an analyst for Sportsnet. His book This Team Is Ruining My Life (But I Love Them): How I Became A Professional Hockey Fan, was released in 2019 to critical acclaim. Today, Dangle co-hosts a podcast and the blooper web series Steve’s Dang-Its.

Mascot: Carlton the Bear is a polar bear, named for the street Maple Leaf Gardens was located. Carlton wears jersey number 60, in homage to the address of the iconic arena. Carlton debuted for the 1995-96 season. At the 2000 NHL All-Star Game in Toronto, Carlton hosted the inaugural Mascot Summit. Carlton is on track to surpass long-time Leafs player George Armstrong for most appearances with the franchise during the 2023-24 season.

Tradition: The Leafs greatest ritual is losing, particularly in the first round of the playoffs, if they even get there. Just kidding! When the team has made the post-season in more recent years, fans have gathered in Maple Leaf Square, located outside Scotiabank Arena. This has provided the Sip Advisor with many moments of schadenfreude, as Toronto supporters have been visibly crushed by losses. I must admit, their tears sustain me!

Appearances in Media: The Leafs most prominent appearance in popular culture is in the Mike Myers’ movie The Love Guru, where Myers plays a guru tasked with fixing the team’s players, particularly star Darren Roanoke. The Leafs were also heavily featured in the 1971 Canadian film Face-Off. Another notable appearance in media is Toronto’s inclusion in the children’s book The Hockey Sweater.

Events/Scandals: The Harold Ballard years as owner of the Leafs were filled with controversies, with perhaps the most notable blemish on the franchise being the Maple Leaf Gardens child sex abuse scandal. Ballard owned the arena during the time a trio of employees abused at least two dozen children. Ballard was also convicted of 47 counts of fraud, theft and tax evasion, during his ownership tenure, serving one-third of a nine-year prison sentence.

Rivalry: Everyone hates the Leafs, right? Okay, they do have a substantial fan base, much of whom probably don’t like me very much, but I’m not wrong that many revile Toronto. Enemy teams include the Ottawa Senators (Battle of Ontario), Montreal Canadiens (only two Canadian clubs, divided by language and other cultural differences, until 1967), Boston Bruins, Detroit Red Wings, and Buffalo Sabres (Battle of the QEW).

Tragedy: Bill Barilko spent his entire NHL career with the Leafs. He was the overtime hero of the 1951 Stanley Cup Finals, but disappeared that off-season while on a fishing trip. In 1962, the wreckage of the plane Barilko had been travelling in was discovered. Barilko is the subject of The Tragically Hip song Fifty Mission Cap, which has become an anthem of sorts for Leafs fans. Also, Leafs prospect Rodion Amirov succumbed to a brain tumour in August 2023.

Player Nicknames: As much as I hate the Leafs, their fans have come up with some creative monikers for players. Tops among them, would be Optimus Reim for goaltender James Reimer. The name was based on Optimus Prime from the Transformers franchise. Other popular culture nicknames for players include The Cat (Felix Potvin), from the character Felix the Cat, Captain Crunch (Wendel Clark), based off the children’s cereal, and Uncle Leo (Leo Komarov), borrowed from Seinfeld.

Line: Many trios in hockey history have been dubbed ‘The Kid Line’, but the original played for the Leafs during the 1930s. Joe Primeau was 23 years old, while his linemates, Charlie Conacher and Harvey Jackson were only 18 when they were put together in late 1929. The unit only won one Stanley Cup together, despite five Finals appearances. The line has remained popular over the years, with a children’s book published in 2001.

Captain: George Armstrong was captain of the Leafs for a club record 12 seasons. He played his entire 21-campaign career with the team, winning four Stanley Cups. Armstrong’s jersey number 10 was retired by the Leafs in 2016. Another notable captain for Toronto was Mats Sundin, who in 1997, became the first non-Canadian to wear the ‘C’ in franchise history. Sundin served in the role for 11 seasons, becoming the longest serving non-North American born captain in NHL history.

Enforcer: Tie Domi is the Leafs single-season and all-time penalty minute king, with 365 and 2,265 minutes in the sin bin. Domi also has the most fighting majors in NHL history with 333, a majority of those recorded during his time with Toronto. Domi was originally drafted by the Leafs in 1988, but didn’t play for them until 1995, after stops with the New York Rangers and Winnipeg Jets.

Family Values: Perhaps the most notable family members to play together with the Leafs were brothers-in-law Shayne Corson and Darcy Tucker, from 2000 to 2003. Tucker is married to Corson’s sister, with the two also previously playing for the Montreal Canadiens together. Father and son combos to play for the Leafs, include Mike and Nick Foligno, Bryan and Mason Marchment and Tie and Max Domi.

Returning Players: Wendel Clark spent three stints with the Leafs. He was drafted first overall by the team in 1985, playing nine seasons (three as captain) in his first tenure. Clark then spent two campaigns with other teams, before returning to Toronto for another go around. Clark retired after the 1999-2000 season, following a final 20 games with the Leafs. Fellow franchise icon Doug Gilmour also ended his career with the Leafs in 2003, injured in his first game back after a trade deadline deal.

Short Stint: For a time, each season seemed to feature the Leafs bringing in an aged star – or two – hoping they would add something to their upcoming playoff chances. This included Tom Barrasso (four games in 2002), Phil Housley (four games in 2003), Glen Wesley (12 games in 2003), Brian Leetch (28 games in 2004), and Ron Francis (24 games in 2004). Another brief tenure with the club, belongs to Joe Thornton, who suited up with Toronto for 51 games in 2020-21.

Undrafted: Borje Salming was brought to the NHL from Sweden as a free agent in 1973. By the end of his long tenure with the Leafs, he changed the perception of European players being seen as soft. This was perhaps best exemplified when Salming had his face accidentally stepped on by a skate in 1986, requiring over 200 stitches and cosmetic surgery to repair. Salming holds a number of Leafs records for a defenseman.

Trade: One of the largest transactions in NHL history was the 1992 10-player deal between the Leafs and Calgary Flames that brought cult hero Doug Gilmour to Toronto. During his first full season with the Leafs, Gilmour recorded 127 points and earned the Frank J. Selke Trophy as the best defensive forward in the league. Gilmour’s tenure would also see the team make back-to-back appearances in the Conference Finals.

Signing: The Leafs struggled mightily from the late 2000s to the mid 2010s, exacerbated by a number of misguided free agent deals. This included contracts for Jeff Finger (four-year, $14 million in 2008), Mike Komisarek (five-year, $21.5 million in 2009) and David Clarkson (seven-year, $36.75 in 2013). Finger played half his contract with Toronto’s minor league affiliate, Komisarek had his contract bought out in the final season and Clarkson was traded after two campaigns.

Draft Pick: The Leafs have picked first overall twice in their history, taking Wendel Clark in 1985 and Auston Matthews in 2016. Some of their other top picks include Darryl Sittler (8^th overall in 1970), Lanny McDonald (4^th overall in 1973), Morgan Rielly (5^th overall in 2012), and Mitch Marner (4^th overall in 2015). Perhaps their greatest diamond in the rough selection was taking Tomas Kaberle 204^th overall in 1996. He would go on to play 12 seasons in Toronto.

Holdouts: During the 1981-82 season, Darryl Sittler requested a trade due to the deterioration of his relationship with Leafs management and ownership. When no deal was reached after months of waiting, Sittler left the team, at the advice of his doctor, on the basis he was “mentally depressed”. Sittler was eventually dealt to the Philadelphia Flyers, ending his 12-season tumultuous stint with the franchise.

Buyouts: Mikhail Grabovski had completed the first season of his five-year, $27.5 million contract, when the Leafs surprisingly used one of their compliance buyouts from the 2012-13 lockout on him. This meant Grabovski was due $14.33 million over the next eight seasons. Two days earlier, the Leafs used their other compliance buyout on defenseman Mike Komisarek, owing him $2.33 million over two years.

Unique Game: Given the Leafs profile, the team has been used for many marquee NHL events. This included the 2014 Winter Classic and 2017 NHL Centennial Classic, both against the Detroit Red Wings, a 2018 Stadium Series contest versus the Washington Capitals, and the 2022 Heritage Classic opposite the Buffalo Sabres. Toronto also played two 1993 pre-season games against the New York Rangers in London, United Kingdom.

Goal: Each game of the 1951 Stanley Cup Finals went to overtime, with the Leafs pulling off a 4-1 series victory over the Montreal Canadiens. Bill Barilko scored the Stanley Cup-clinching goal at 2:53 of Game 5’s extra period. Another famous tally in Leafs lore is the one Bobby Baun scored in overtime of Game 6 of the 1964 Stanley Cup Finals, while playing with a broken ankle. The Leafs would win Game 7 4-0, earning their third consecutive championship.

Fight/Brawl: Things got out of hand during a 2013 pre-season game versus the Buffalo Sabres, leading to a brawl. When Buffalo enforcer John Scott went after Toronto star Phil Kessel, newly-signed Leaf David Clarkson left the bench to protect Kessel. This resulted in an automatic 10-game suspension for Clarkson, who never got going in Toronto, and was traded to the Columbus Blue Jackets after 118 games and only 15 goals and 26 points, despite an annual salary of $5.25 million.

Injury: When Leafs forward Ace Bailey suffered a severe head injury, following a hard check by Eddie Shore of the Boston Bruins, two major developments came from the incident. First, the inaugural NHL all-star game was played months later to raise money for Bailey and his family. Second, at that all-star benefit game, Bailey’s number 6 jersey was retired, becoming the first player in professional sports history to receive such an honour.

Penalty: Leafs enforcers have a history of getting into trouble. Tiger Williams was charged with assault (later acquitted) for a 1977 stick hit on Dennis Owchar, which required 46 stitches to seal. A decade later, John Kordic high sticked Keith Acton, resulting in a 10-game suspension. Tie Domi had two infractions earn him lengthy bans, one for sucker punching Ulf Samuelsson in 1995 (eight games) and another for elbowing Scott Niedermayer in the 2001 playoffs (rest of series and eight games the following season).

Wildest Story: When Brian Spencer was to make his debut with the Leafs on December 12, 1970, he informed his father, Roy, of the good news. Later, Roy tried to watch the game on TV, but was greeted with a Vancouver Canucks-California Golden Seals contest instead. Upset, Roy drove 135 km to the closest TV station, where he threatened employees at gunpoint to air the Leafs game. A standoff with police and shootout ensued, resulting in Roy’s death. Brian would later also die by gunshot during a drug robbery.

Blooper: In one of the most viewed NHL videos of all-time, enforcer Tie Domi was banished to the penalty box during a game in Philadelphia. A Flyers fan was heckling Domi, so the enforcer squirted his water bottle into the crowd. Another angered fan ended up falling into the penalty box when the pane of glass separating players from the audience gave way. Domi punched the fan multiple times before being pulled away. Domi was fined $1,000 for the incident.

Miscellaneous: In an event that would make international headlines, the Leafs lost a 2020 game with Emergency Back-up Goalie David Ayres in net for the opposing Carolina Hurricanes. Worst of all, Ayres was employed by the Leafs, as a building operator/Zamboni driver. Ayres became a legend following the 6-3 victory, receiving his own day in Raleigh, North Carolina, and the story is set to become a Disney feature film.

Toronto Maple Leafs: Toronto Maple Leafs

• 0.75 oz Blue Curacao
• 0.75 oz Irish Cream

I still find it hard to believe, as a youngster, I was a fan of the Leafs. Today, everything about Toronto and their sports landscape irks me. This is because the sports networks are all based there and we who live elsewhere in the country are treated to an unwanted deluge of coverage on Toronto teams.