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100 greatest moments in NHL history
Geoff Burke-USA TODAY Sports

100 greatest moments in NHL history

Some moments ended happy. Others ended in controversy. They all had a monumental impact on the century-old National Hockey League. Here are the 100 greatest moments in NHL history.

 
1 of 100

The 1942 Toronto Maple Leafs

The 1942 Toronto Maple Leafs
(B Bennett/ Bruce Bennett/ Getty Images)

In what is considered one of the greatest comeback stories in sports history, the '42 Leafs overcame a three-games-to-none deficit to win the Stanley Cup.

 
2 of 100

Gordie Howe sets the record

Gordie Howe sets the record
(B Bennett/ Bruce Bennett/ Getty Images)

On Nov. 10, 1963, Mr. Hockey scored his 545th goal to break the record previously held by Maurice Richard.

 
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Ray Bourque raises the Cup

Ray Bourque raises the Cup
(B Bennett/ Bruce Bennett/ Getty Images)

Bourque had a heavily decorated career but was on the verge of retiring without winning a championship. That changed in June 2001, when he finally raised Lord Stanley's Cup with the Colorado Avalanche.

 
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"The Hook"

"The Hook"
(Reuters via CBC.ca)

Quite possibly the greatest photo of NHL greats to date: A young Wayne Gretzky met his idol, Gordie Howe, and snapped a photo.

 
5 of 100

Bobby Orr's great game-winner

Bobby Orr's great game-winner
(B Bennett/ Bruce Bennett/ Getty Images)

At the top of every Bobby Orr highlight reel should be his game-winning goal in overtime of Game 4 of the 1970 Stanley Cup Final.

 
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The fastest hat trick

The fastest hat trick
(B Bennett/ Bruce Bennett/ Getty Images)

Chicago Blackhawks captain Bill Mosienko cemented his place in NHL history on March 23, 1952, when he tallied three goals in 21 seconds.

 
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Brodeur becomes winningest goalie

Brodeur becomes winningest goalie
(Andy Marlin/ National Hockey League/ Getty Images)

In March 2009, Martin Brodeur broke the record for most wins by an NHL goalie with his 552nd victory. He remains the winningest goalie since retiring with 691 wins.

 
8 of 100

"The Guarantee"

"The Guarantee"
(Steve Babineau/ National Hockey League/ Getty Images)

Reportedly, Mark Messier regretted making his prediction back in 1994 that the Rangers would win the Stanley Cup. It has since gone down as one of the most remembered moments in the history of the league.

 
9 of 100

Bob Baun scores with broken leg

Bob Baun scores with broken leg
(Bob Olsen/ Toronto Star/ Getty Images)

Maple Leafs defenseman Bob Baun broke his leg during Game 6 of the Stanley Cup Final in 1964 but continued playing. And he scored a goal in the process.

 
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First televised NHL game

First televised NHL game
(CBC.ca)

Long before "Hockey Night in Canada" and "Wednesday Night Rivalry," the first NHL game was televised on Oct. 11, 1952.

 
11 of 100

Dave Andreychuk finally wins it all

Dave Andreychuk finally wins it all
(Jeff Gross/ Getty Images Sport)

It took 22 seasons, but Dave Andreychuk finally lifted the Stanley Cup in 2004.

 
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Ovechkin scores 500

Ovechkin scores 500
(Patrick McDermott/ National Hockey League/ Getty Images)

The Washington captain joined the 500 club in January 2016, becoming the first Russian-born NHLer to hit the marker.

 
13 of 100

Ovation for Koivu

Ovation for Koivu
(Dave Sandford/ Getty Images Sport)

Upon his first time on the ice since battling cancer, Montreal Canadiens captain Saku Koivu was welcomed by the crowd with a nine-minute standing ovation.

 
14 of 100

(Coach) Patrick plays goalie

(Coach) Patrick plays goalie
(B Bennett/ Bruce Bennett/ Getty Images)

Lester Patrick's playing days were over, but when his team lost its goalie to injury during the 1928 playoffs, Patrick put the pads back on and played goalie himself.

 
15 of 100

Jagr's greatest?

Jagr's greatest?
(B Bennett/ Hulton Archive/ Getty Images)

It is arguably Jaromir Jagr's most splendid goal, notched in the 1992 Stanley Cup Final.

 
16 of 100

The Easter epic

The Easter epic
(B Bennett/ Bruce Bennett/ Getty Images)

Pat LaFontaine scored the game-winner in quadruple-overtime in April 1987, ending the long game between the Islanders and Capitals at 1:58 a.m. on Easter Sunday.

 
17 of 100

The pregame fight

The pregame fight
(thefangrave.wordpress.com)

Possibly the best fight in NHL history, this took place before the game even started. What began as a tussle between Claude Lemieux and Ed Hospodar turned into a full-on brawl between the Flyers and Canadiens. Some players were not even dressed yet.

 
18 of 100

Mario Lemieux's return from lymphoma

Mario Lemieux's return from lymphoma
(B Bennett/ Bruce Bennett/ Getty Images)

There are few comebacks like that of Lemieux's, who returned to the ice from treatment for cancer in 1993 to go on a scoring rampage.

 
19 of 100

Auston Matthews' NHL debut

Auston Matthews' NHL debut
(Andre Ringuette/ National Hockey League/ Getty Images)

The first overall draft pick from the 2016 NHL Draft set a league record in his first game by scoring four goals, the most by a rookie in a debut.

 
20 of 100

Retiring No. 99

Retiring No. 99
(NHL Images/ National Hockey League/ Getty Images)

The entire NHL took part in Wayne Gretzky's retirement, even raising a very large No. 99 jersey during the 2000 All-Star Game.

 
21 of 100

The missed empty-netter

The missed empty-netter
(Jeff Vinnick/ Getty Images Sport)

One of the greatest blunders in the league's history was on Jan. 4, 2007, when Dallas Stars center Patrik Stefan bumbled a shot at an empty net and missed. The Stars lost that game to the Oilers.

 
22 of 100

The Brett Hull goal

The Brett Hull goal
(Joe Traver/ Hulton Archive/ Getty Images)

Perhaps the most controversial goal scored and still discussed: Brett Hull's game-winner in the 1999 Stanley Cup Final that he scored with his skate in the crease, which was against the rules at the time.

 
23 of 100

The "too many men" call

The "too many men" call
(Boston Globe/ Getty Images)

The Bruins were about to end the Canadiens' reign in 1979 until they got called for "too many men" on the ice and Montreal scored on the power play.

 
24 of 100

Domi vs. the fan

Domi vs. the fan
(J Leary/ Bruce Bennett/ Getty Images)

Maybe Tie Domi shouldn't have squirted water at the Flyers fan who was heckling him. But then we would have been robbed of the hilarious scene of the fan falling into the penalty box.

 
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The Avery rule

The Avery rule
Jim McIsaac/ Getty Images Sport)

Sean Avery committed the greatest and most bizarre incident of "goalie interference" when he turned his back on a play to screen Devils netminder Martin Brodeur.

 
26 of 100

Benn breaks the glass

Benn breaks the glass
(Sharon Ellman/ AP Photo via The San Diego Union-Tribune)

Some checks are a little harder than others, like when Dallas Stars forward Jamie Benn checked Chicago's Niklas Hjalmarsson so hard that it broke the glass.

 
27 of 100

Bruins in the stands

Bruins in the stands
(B Bennett/ Bruce Bennett/ Getty Images)

The scene of the Boston Bruins jumping into the stands to tangle with fans in 1979 is worth watching on repeat, especially the snippet where Mike Milbury hits a fan with his own shoe.

 
28 of 100

Detroit retires Mr. Hockey's sweater

Detroit retires Mr. Hockey's sweater
(B Bennett/ Bruce Bennett/ Getty Images

It was quite the scene at Joe Louis Arena on New Year's Day 1980, when the Red Wings raised Gordie Howe's No. 9 into the rafters.

 
29 of 100

Rob Ray vs. the fan

Rob Ray vs. the fan
(Benhur333 via YouTube.com)

On April 14, 1992, a hockey fan hopped onto the ice and ended up in front of the Sabres' bench. Then Buffalo's Rob Ray proceeded to pummel him.

 
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The Rocket vs. Mr. Hockey

The Rocket vs. Mr. Hockey
(B Bennett/ Bruce Bennett/ Getty Images)

Maurice Richard and Gordie Howe were faces of the Canadiens-Red Wings rivalry in the 1950s, even dropping the gloves on one occasion.

 
31 of 100

Willie O'Ree takes the ice

Willie O'Ree takes the ice
(Don Smith/ National Hockey League/ Getty Images)

O'Ree broke the color barrier in the NHL when he debuted for the Boston Bruins on Jan. 18, 1958.

 
32 of 100

McDavid scores in return

McDavid scores in return
(Codie McLachlan/ Getty Images Sport)

As a rookie for the Edmonton Oilers, top pick Connor McDavid scored at 9:58 into second frame in his first game back after missing 37 games due to an injured clavicle.

 
33 of 100

Grosenick pitches a shutout

Grosenick pitches a shutout
(Gregg Forwerk/ National Hockey League/ Getty Images)

While not the first rookie netminder to register a shutout, San Jose's Troy Grosenick was the last line of defense for the Sharks in his first NHL game when he tallied 45 saves in a 2-0 victory over the Carolina Hurricanes.

 
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Jagr's 500th goal

Jagr's 500th goal
(Mitchell Layton/ National Hockey League/ Getty Images)

The goal was part of a huge game for Jaromir Jagr in February 2003, when he also scored his 30th goal of the season and his 11th career hat trick.

 
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Teemu Selanne's rookie record

Teemu Selanne's rookie record
(Doug Pensinger/ National Hockey League/ Getty Images)

The Finnish Flash started his NHL career off spectacularly with a 76-goal campaign.

 
36 of 100

The Sid-Ovi hat trick duel

The Sid-Ovi hat trick duel
(Mitchell Layton/ National Hockey League/ Getty Images)

Nothing was quite like the 2009 semifinals when Sidney Crosby and Alex Ovechkin notched hat tricks in the same game.

 
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Crosby's first goal

Crosby's first goal
(Gregory Shamus/ National Hockey League/ Getty Images)

It was Oct. 8, 2005, when Sid the Kid tallied his first NHL goal.

 
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First outdoor game in California

First outdoor game in California
(Andy Marlin/ Getty Images Sport)

The West Coast finally got to experience the Winter Classic in 2014 when the Kings and Ducks played the first outdoor game in California at Dodgers Stadium.

 
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Sharks grant fan's wish

Sharks grant fan's wish
(Nick Lust/ National Hockey League/ Getty Images)

In 2014, the San Jose Sharks teamed up with Make-A-Wish Foundation to make die-hard fan Sam Tageson a "Shark for a day." Tageson was the first non-NHLer to skate through the Sharks' head at SAP Center in San Jose.

 
40 of 100

McDonald reaches 500 Club

McDonald reaches 500 Club
(B Bennett/ Bruce Bennett/ Getty Images)

What makes Lanny McDonald's milestone 500th goal so amazing was that it almost didn't happen. He notched the marker just four days before retiring from the game.

 
41 of 100

Selanne's 600th

Selanne's 600th
(Deborah Robinson/ Getty Images Sport)

Anaheim's Teemu Selanne became just the third European-born NHLer to reach 600 goals during a Sunday night game in March 2010, when he notched a power-play goal against the Colorado Avalanche just 34 seconds into the second frame.

 
42 of 100

Zetterberg's elusive Stanley Cup winner

Zetterberg's elusive Stanley Cup winner
(Bill Smith/ National Hockey League/ Getty Images)

Henrik Zetterberg has an endless highlight reel of amazing goals. But his snipe that went five-hole on Marc-Andre Fleury in the 2008 Stanley Cup Final will live in infamy.

 
43 of 100

Syl Apps for ROY

Syl Apps for ROY
(B Bennett/ Bruce Bennett/ Getty Images)

It was in 1936 that the NHL awarded its first Rookie of the Year Award, with the honors going to Toronto Maple Leaf Syl Apps.

 
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The Ted Lindsay Award

The Ted Lindsay Award
(B Bennett/ Bruce Bennett/ Getty Images)

After being instrumental in forming the NHL Players' Association, the Lester B. Pearson Award — the only NHL award in which the ballot is filled out by players themselves — was renamed in Ted Lindsay's honor following the 2008-09 season.

 
45 of 100

Forsberg for three

Forsberg for three
(Brian Bahr/ Getty Images Sport)

Of the most memorable moments in Peter Forsberg's Hall of Fame career, the hat trick he scored during Game 2 of the 1996 Stanley Cup Final is probably at the top of the list.

 
46 of 100

Normie Smith's saves

Normie Smith's saves
(hockeyinsideout.com)

Smith still holds the NHL record for most saves in a game, an incredible 92 during a tilt that had six overtimes.

 
47 of 100

The "OG" shutout streak

The "OG" shutout streak
(thirdstringgoalies.com)

In 1928, Alec Connell set the first longest shutout streak at 461:29 minutes.

 
48 of 100

MacInnis's long overdue Norris

MacInnis's long overdue Norris
(J Giamundo/ Getty Images)

It is a wonder to many why it took so long for stellar defenseman Al MacInnis to win the Norris Trophy, though he finally did in 1999.

 
49 of 100

Bourque on the board

Bourque on the board
(Steve Babineau/ Getty Images)

Ray Bourque's first NHL goal was a beauty, notched on Oct. 11, 1979.

 
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Gilmour's point streak

Gilmour's point streak
(Bruce Bennett/ Getty Images)

Toronto Maple Leaf Doug Gilmour made quite the scoring impact when he registered 1,414 points in 1,474 games.

 
51 of 100

Datsyuk's filthiest shootout goal

Datsyuk's filthiest shootout goal
(Len Redkoles/ National Hockey League/ Getty Images)

Pavel Datsyuk will forever be known as a shootout magician, but his nastiest came against Minnesota's Josh Harding in 2009, when the tremendous Red Wing beat the netminder with four dekes and a sly dangle of the puck before chipping it over his skate and into the net.

 
52 of 100

Henri Richard's jersey retired

Henri Richard's jersey retired
(B Bennett/ Bruce Bennett/ Getty Images)

Henri Richard battled through being smaller in stature to play 1,256 career games and raise an NHL-high 11 Stanley Cups. He was honored on Dec. 10, 1975, when the Canadiens retired his No. 16 sweater.

 
53 of 100

Jacques Plante rocks a full mask

Jacques Plante rocks a full mask
(Pictorial Parade/ Archive Photos/ Getty Images)

After having many stitches from taking a puck to the face, Montreal Canadiens goalie Jacques Plante became the first netminder to wear a mask full time in the NHL.

 
54 of 100

Bobby Clarke's finest quote

Bobby Clarke's finest quote
(B Bennett/ Bruce Bennett/ Getty Images)

The Flyers' captain scored impressive goals and notched his fair share of penalty minutes, but he was also known as a heck of a quote. But his best was to comment on his keeping quiet: "I've discovered that the less I say, the more rumors start."

 
55 of 100

Hainsworth's legacy

Hainsworth's legacy
(B Bennett/ Bruce Bennett/ Getty Images)

Despite playing all the way back in the 1920s, George Hainsworth still holds the league's single-season shutout record (22) and lowest goals-against average (0.92), which were both achieved during his 1928-29 campaign.

 
56 of 100

Mullen for America

Mullen for America
(B Bennett/ Bruce Bennett/ Getty Images)

Joe Mullen was the first U.S.-born player to score 500 goals and reach 1,000 points in his career.

 
57 of 100

Gartner contributes in OT

Gartner contributes in OT
(B Bennett/ Bruce Bennett/ Getty Images)

Mike Gartner is widely remembered as being a New York Ranger, but it was his overtime goal for the Toronto Maple Leafs in Game 6 against the San Jose Sharks in 1994 that puts him in Stanley Cup Final playoff reels.

 
58 of 100

Robitaille scores from his stomach

Robitaille scores from his stomach
(Denis Brodeur/ National Hockey League/ Getty Images)

This one is atop any list of "goals scored by players who have fallen on the ice." In a bout with the Detroit Red Wings, Luc Robitaille fell to the ice, then spun around on his stomach and swung his stick, somehow maneuvering the puck into the goal.

 
59 of 100

The 40th All-Star Game

The 40th All-Star Game
(B Bennett/ Bruce Bennett/ Getty Images)

The midseason event was marked by Wayne Gretzky's return to Edmonton after being traded to the L.A. Kings. He played on a line with then-linemate Luc Robitaille and former Oilers linemate Jari Kurri.

 
60 of 100

Doan passes Hawerchuk

Doan passes Hawerchuk
(Norm Hall/ National Hockey League/ Getty Images)

Coyotes captain Shane Doan's two-goal game against the Calgary Flames on Feb. 12, 2016, set a new franchise record previously held by Dale Hawerchuk.

 
61 of 100

Dave Keon named "The Greatest"

Dave Keon named "The Greatest"
(Lucas Oleniuk/ Toronto Star/ Getty Images)

In honor of the 100th anniversary of the league, the Maple Leafs named Keon, who won four Stanley Cups with the club, the greatest to ever play for the franchise.

 
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Masks become works of art

Masks become works of art
(B Bennett/ Bruce Bennett/ Getty Images)

Goalie masks were made mandatory in 1959, but it was in the '70s that we started to see some extra-special masks, like the one Ken Dryden wore while playing between the pipes for the Habs.

 
63 of 100

Hall reaches iron man status

Hall reaches iron man status
(Bruce Bennett/ Getty Images)

In 1962, netminder Glenn Hall played his 502nd consecutive regular-season game, setting the league record.

 
64 of 100

Cournoyer owns the '73 Final

Cournoyer owns the '73 Final
(B Bennett/ Bruce Bennett/ Getty Images)

It's no wonder Yvan Cournoyer won the Conn Smythe after the 1973 Stanley Cup Playoffs. He score 15 goals in 17 games.

 
65 of 100

Lafleur hits 50

Lafleur hits 50
(Denis Brodeur/ National Hockey League/ Getty Images

A standout in Guy Lafleur's career is definitely March 29, 1975, when he became the third Montreal Canadiens player to reach 50 goals in a season.

 
66 of 100

Parent's two seasons of hardware

Parent's two seasons of hardware
(B Bennett/ Bruce Bennett/ Getty Images)

Netminder Bernie Parent was a big reason the Philadelphia Flyers won back-to-back Stanley Cups in the mid -'70s, and Parent earned himself two Conn Smythes to go along with it.

 
67 of 100

Larry Robinson's best check

Larry Robinson's best check
(Denis Brodeur/ National Hockey League/ Getty Images)

Of all the nasty hits Larry Robinson laid down in his day, the most remembered is perhaps from the 1976 semis, when he checked Philadelphia's Gary Dornhoefer so hard that it broke the boards.

 
68 of 100

Hawerchuk's 1,000th

Hawerchuk's 1,000th
(Denis Brodeur/ Getty Images)

During his tenure with the Buffalo Sabres in the late '80s, Dale Hawerchuk played in his 1,000th career game and became the only NHLer to do so before the age of 31.

 
69 of 100

Hull & Oates

Hull & Oates
(Steve Babineau/ National Hockey League/ Getty Images)

Before Adam Oates made a public spectacle that ended up sending him to the Boston Bruins, he was half of a tandem with Brett Hull that was on its way to being the best in NHL history.

 
70 of 100

Recchi's last shift

Recchi's last shift
(Dave Sandford/ National Hockey League/ Getty Images)

Bruins head coach Claude Julien reportedly insisted on Mark Recchi taking the ice for the last shift of the 2011 Stanley Cup Final, before Brad Marchand scored the game-winning empty netter. Recchi retired shortly after.

 
71 of 100

Retiring 13

Retiring 13
(Bruce Bennett/ Getty Images Sport)

On Feb. 11, 2012, the Toronto Maple Leafs retired Mats Sundin's No. 13. The Swede still holds multiple franchise records.

 
72 of 100

Belfour's rookie campaign

Belfour's rookie campaign
(Richard Lautens/ Getty Images)

Ed Belfour didn't just look impressive in his first year in the NHL — he took home both the Calder and Vezina Trophies.

 
73 of 100

Chelios in OT

Chelios in OT
(J.D. Cuban/ Getty Images Sport)

Chris Chelios found the loose puck at the right time to register the overtime goal in Game 4 of the Western Conference semis in 1995.

 
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Jarvis reaches iron man status

Jarvis reaches iron man status
(hockeyministries.com)

On Oct. 10, 1987, Doug Jarvis played in his record-setting 964th consecutive regular-season game.

 
75 of 100

Boucher gets his own Lady Byng

Boucher gets his own Lady Byng
(B Bennett/ Bruce Bennett/ Getty Images)

Following the 1934-35 season, Frank Boucher won his seventh Lady Byng Trophy, the seventh time in eight years, prompting the league to give him the trophy outright.

 
76 of 100

Malkin's best deke ever

Malkin's best deke ever
(Gregory Shamus/ National Hockey League/ Getty Images)

Evgeni Malkin has a highlight reel full of amazing puck movement. But in a recent standout move from November 2015 against the Minnesota Wild, the Penguins forward wrapped the puck around his leg before shooting it into the goal.

 
77 of 100

Sharks' mascot gets stuck

Sharks' mascot gets stuck
(Neville E. Guard/ USA-Today Sports/ Vice.com)

Mascot mishaps happen from time to time. But there is not one better than when the Sharks' mascot got stuck in midair while trying to lower onto the ice for pregame festivities.

 
78 of 100

Richards makes playoffs history

Richards makes playoffs history
(untuckit.com

During his Stanley Cup-winning run with the Tamp Bay Lightning, Brad Richards set the NHL record for most game-winning goals in a playoff run at seven.

 
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Hull notches 51

Hull notches 51
(B Bennett/ Bruce Bennett/ Getty Images)

On March 12, 1966, Bobby Hull became the first NHLer to reach not 50 goals, but 51 goals.

 
80 of 100

Shanahan vs. the fan

Shanahan vs. the fan
(Harry How/ Getty Images Sport)

Before he was the man who handed down penalties on behalf of the league, Brendan Shanahan was a player who regularly went to the penalty box. But things got crazy in the 2002 Stanley Cup Final when he mocked a fan who was yelling at him through the glass.

 
81 of 100

Coffey closes out a century

Coffey closes out a century
(Bruce Bennett/ Getty Images)

On Dec. 26, 1984, Paul Coffey became the last defenseman in the 20th century to score four goals in one game, doing so against the Calgary Flames.

 
82 of 100

Modano notches 503

Modano notches 503
(John A Russell/ Getty Images Sport)

Mike Modano holds the record for most goals (561) by a U.S.-born player, but the moment that he set the new record with 503 in March 2007 might be the best.

 
83 of 100

Mikita's hardware

Mikita's hardware
(Focus On Sport/ Getty Images)

Stan Mikita had many moments over his career. One of the most memorable was at the end of the 1968 season when he won his second Art Ross, Lady Byng and Hart Memorial Trophies, becoming the only player to win all three in consecutive years.

 
84 of 100

Phil Esposito's retirement ceremony

Phil Esposito's retirement ceremony
(Steve Babineau/ National Hockey League/ Getty Images)

This moment became a tear-jerker when Ray Bourque took the No. 7 jersey off his back and handed it to Esposito.

 
85 of 100

Marcel Dionne is inducted

Marcel Dionne is inducted
(Denis Brodeur/ National Hockey League/ Getty Images)

In 1992, Dionne (731 career goals, 1,040 assists and 1,771 points) became the first player to be inducted into the Hockey Hall of Fame as an L.A. King.

 
86 of 100

Johnny Bucyk hoists the Cup

Johnny Bucyk hoists the Cup
(Frank Lennon/ Toronto Star/ Getty Images)

The Boston Bruins' 1970 championship team didn't have an appointed captain so alternate captain Bucyk did the honors of hoisting Lord Stanley's Cup and skating it around the Boston Garden.

 
87 of 100

The greatest trio

The greatest trio
(B Bennett/ Bruce Bennett/ Getty Images)

The Edmonton Oilers were of course led by "The Great One," but for a moment that lasted during the '80s, the team was led by the amazing trio of Gretzky, Jari Kurri and Mark Messier.

 
88 of 100

Trottier scores six

Trottier scores six
(Steve Babineau/ National Hockey League/ Getty Images)

During a Rangers-Islanders tilt in 1978, Bryan Trottier set the league record for most points scored in a single period with six.

 
89 of 100

Bossy's many game-winning goals

Bossy's many game-winning goals
(Graig Abel/ Getty Images Sport)

The 1983 playoffs belonged to Mike Bossy. He became the only player in NHL history to score the game-winning goal in every game of a series — the semifinal — and notched the game-winner in back-to-back Final-clinching games in '82 and '83.

 
90 of 100

The goalie scores a goal

The goalie scores a goal
(Graig Abel/ Getty Images Sport)

On Nov. 28, 1979, Isles netminder Billy Smith made NHL history when he became the first goaltender to be credited with scoring a goal.

 
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Roy for three

Roy for three
(J McIsaac/ Bruce Bennett/ Getty Images)

Patrick Roy became the only NHL player in history to win the Conn Smythe three times (1985-96, 1992-93, 2000-01).

 
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Leetch for USA

Leetch for USA
(B Winkler/ Bruce Bennett/ Getty Images)

Following the New York Rangers' Stanley Cup victory in 1994, Brian Leetch became the first U.S.-born NHLer to win the Conn Smythe.

 
93 of 100

Hextall's 12-game timeout

Hextall's 12-game timeout
(Bernard Well/ Toronto Star/ Getty Images)

Ron Hextall was known for his bad temper just as much as his great goaltending, but the Philadelphia Flyer got into major trouble 1989 when he jumped opponent Chris Chelios and was suspended for the first 12 games of the following season.

 
94 of 100

The year of Joe Sakic

The year of Joe Sakic
(J Leary/ Bruce Bennett/ Getty Images)

After captaining the Avalanche to a Stanley Cup victory in 2001, Sakic was also named NHL's Most Valuable Player and won the Hart Trophy, Lady Byng Trophy, Lester B. Pearson Trophy and Bud Light Plus-Minus Award.

 
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First to 50

First to 50
(B Bennett/ Bruce Bennett/ Getty Images)

Maurice Richard became the creator of the 50-goal club in the 1944-45 season.

 
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Lidstrom for Sweden

Lidstrom for Sweden
(Harry How/ Getty Images Sport)

Nicklas Lidstrom helped the Detroit Red Wings win a Cup in 2002, then became the first Swede to be awarded the Conn Smythe.

 
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Five for Fedorov

Five for Fedorov
(Doug Pesinger/ Getty Images Sport)

It's not easy to condense a Sergei Fedorov highlight reel. But his five-goal game against the Capitals in 1996 is probably his best.

 
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The First MVP

The First MVP
(B Bennett/ Bruce Bennett/ Getty Images)

Jean Beliveau won the honors in the first Stanley Cup Final in 1965.

 
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Crozier for Conn Smythe

Crozier for Conn Smythe
(B Bennett/ Bruce Bennett/ Getty Images)

Buffalo Sabres netminder Roger Crozier became the first player to win the Conn Smythe in a losing effort, in 1966.

 
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The "Spinorama"

The "Spinorama"
(B Bennett/ Bruce Bennett/ Getty Images)

This was less of a moment and more of "that moment to look out for" as it became Habs defenseman Serge Savard's signature move in his repertoire.

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Dominoes of Dubas Nearly Leaving Leafs for Different GM Job

Kyle Dubas’s half-decade as Toronto Maple Leafs general manager from 2018 to 2023 was the defining era of the franchise — one that not every Leafs fan remembers fondly. In a candid conversation on the Cam and Strick podcast, Dubas revealed that he almost left the Leafs organization when he was in the running to be the general manager of the Colorado Avalanche. Ultimately, he decided not to take the job because his mentor, Lou Lamoriello, convinced him to stay. What might have been? Dubas was Toronto’s assistant GM at the time and was pursued by Colorado. He said he spoke with Lamoriello and was convinced that Dubas knew the roster of the Leafs from top to bottom — players to the operation of the organization — and that, market size and other things aside, to stay in Toronto was best. “Lou’s view of it to me at the time was like you know everyone here, you know the players, you know the ins and outs of it,” Dubas said. “So, that was a big push for me to remain and do that.” Dubas Becomes Polarizing Maple Leafs GM When Lamoriello stepped down in 2018, Dubas was promoted to GM, and that set the stage for a series of deals that would reshape Toronto’s roster. Even though he viewed Lamoriello as a mentor — and still does — Dubas quickly made the Leafs his team. Dubas made a couple of smaller moves, but his first big splash came on July 1, 2018, when he signed John Tavares to a seven-year, $77 million contract. Tavares was the shiny win of that offseason, coming over from the New York Islanders and leaving an angry fan base behind to join his hometown dream team. The issue for many was what Dubas paid to get him when it arguably wasn’t needed. As good as Tavares was, his contract set a high benchmark for other star forwards like Auston Matthews, William Nylander, and Mitch Marner, contributing to the team’s salary cap struggles. Many felt the signing was unnecessary—especially since Nazem Kadri was already filling the second-line center role effectively. Kadri was eventually traded in 2019, in a deal that turned out to be a premature move and a big loss for the organization. On December 1, 2018, Nylander signed a six-year, $45 million contract after a lengthy holdout. Initially seen as an overpay since Nylander had only shown flashes of potential, Dubas bet on his future improvement. Nylander has since developed into a valuable player, but some argue the way Dubas handled his holdout and set a new marker for future negotiations was a mistake. Between February and September 2019, the Maple Leafs signed Auston Matthews to a five-year, $11.64 million AAV deal and Mitch Marner to a six-year, $10.9 million AAV contract. Like Nylander’s deal, these contracts paid more for potential rather than proven playoff success. Both players turned out to be stars, but each contract lacked maximum term and carried high average annual values, allowing Matthews and Marner to reach free agency sooner than ideal. On April 11, 2021, the Leafs traded three draft picks for Nick Foligno and Stefan Noesen. This trade is widely criticized as the worst under Dubas. Foligno contributed little, was injury-prone, and the Leafs lost valuable picks, making it a regrettable and unpopular deal among fans. The Leafs later traded for Jared McCann to avoid losing Alex Kerfoot in the expansion draft, but chose to protect Justin Holl. As a result, they lost McCann, who became one of Seattle’s top players. Zach Hyman was the biggest mistake not to re-sign. He has thrived in Edmonton alongside Connor McDavid, and the Leafs missed out on his top-six contributions at what is now seen as a bargain free agency price tag. What If Dubas Had Left Toronto in 2017? There were good things Dubas did while the GM in Toronto. It would be unfair to overlook them completely. That said, if Kyle Dubas had accepted the Avalanche GM role in 2017, Toronto’s front office and roster might have looked quite different. One could argue that the changes might not have been as drastic as suggested, given that the Toronto Maple Leafs hired Brendan Shanahan as team president on April 11, 2014. Many believe he was the puppet master behind most, if not all, of Dubas’ moves. Furthermore, Dubas hinted at trading Marner (or one of the Core Four) prior to being relieved of his duties in May of 2023. He arguably saw the error of his ways in holding on too long and was planning to make adjustments before losing the chance to do so. Still, Dubas’s moves in Pittsburgh since taking over have also been scrutinized, and the pattern emerging here is that he makes bold decisions that aren’t always wise. Undoubtedly, he made mistakes while at the helm in Toronto. It poses an interesting “what if” question, and not just in Toronto. What might he have done in Colorado if he’d been hired? Colorado’s rebuild could have accelerated with Dubas at the helm, or they might have faltered and not won the Stanley Cup in 2022.

Najee Harris may have role reduced after fireworks accident
NFL

Najee Harris may have role reduced after fireworks accident

Los Angeles Chargers running back Najee Harris still has yet to return to action after a July 4 fireworks accident, and it sounds like he does not necessarily have a job guaranteed to him when he does. Chargers offensive coordinator Greg Roman admitted Tuesday that the team is planning a steady rotation at running back whether or not Harris is available to play in Week 1. First-round draft pick Omarion Hampton, however, is the player who has part of the rotation locked down, not Harris. The Chargers likely intended to use Harris as a part-time back no matter what. However, he certainly cannot have helped himself with his eye injury. The issue was described as superficial after it happened and Harris was expected to be ready for the season, but he is still on the non-football injury list and has yet to participate in a full practice. Harris, 27, is entering his first season with the Chargers after signing with them in March. He can earn up to $9.25 million on his one-year deal, but that will require him to remain part of the rotation with Hampton.

Jets QB Justin Fields had 'alarming' practice against Giants
NFL

Jets QB Justin Fields had 'alarming' practice against Giants

New York Jets quarterback Justin Fields found out he has a long way to go following his performance at Tuesday's joint practice with the New York Giants. Per Connor Hughes of SNY TV, Fields started hot at the practice before struggling during the move-the-ball period. "Very interesting practice for #Jets QB Justin Fields," Hughes posted on X. "He finished 7 of 12 with a TD. 5 of 5 to start practice. Then 0 for 4. Finished 2 of 3 with the really impressive TD to Jeremy Ruckert in red zone (starter 18 yard line). "The offensive performance was a bit alarming in move-the-ball period of practice. Fields Co. had three attempts to get down field. They didn’t gain a first down. Only gained yards twice (two short Breece Hall runs). Three sacks. That needs to be fixed. #Giants defense toyed with NYJ during that period." Some Jets fans online thought Hughes was using hyperbole to characterize the practice, but he doubled down on his judgment of the offense. Fields looked strong on his first and only drive in the Jets' 30-10 win over the Green Bay Packers on Saturday night. He went 3-of-4 passing for 42 yards and rushed two times for 14 yards and a touchdown. However, the Giants defense at the joint practice is a much better unit than the short-handed one the Packers trotted out for the first preseason game. Fields' issues seen with the Chicago Bears and Pittsburgh Steelers, with holding the ball too long and not being able to pass consistently downfield, were a factor against the Giants. Following Saturday's game, Jets head coach Aaron Glenn said Fields was getting better but had a lot to improve on. Tuesday's practice was a humbling reminder that Fields needs to become a consistent passer if the Jets are going to move the ball on good defenses in the regular season.

NFL QBs under the most pressure to perform in 2025
NFL

NFL QBs under the most pressure to perform in 2025

Whether it's based on the expectations of the fans, a new contract, a past track record or trying to re-write a narrative, quarterbacks are always under the microscope. Every NFL starting quarterback faces some degree of pressure, but that pressure is far from equal across the league. Now with the regular season fast approaching, these quarterbacks are under the most pressure to perform in 2025. Aaron Rodgers | Pittsburgh Steelers No matter what happens this season, Rodgers will go down as one of the all-time greats. That fact can't be denied. However, two miserable seasons in New York marred by a serious injury and the struggles of the team have Rodgers looking to go out on a much better note with the Steelers. But if he does not find the fountain of youth and generate headlines about Pittsburgh winning instead of drama, there will be fans who will remember him more for his final years than the four MVPs he won during his prime, fair or not. Fortunately for the Steelers, Rodgers threw for 3,897 yards in 2024, which was good enough for eighth-best in the entire NFL, showing that he still has plenty left in the tank and could be poised for a successful season to come. J.J. McCarthy | Minnesota Vikings Instead of pursuing Rodgers, the Vikings decided to go all in on McCarthy, whom they selected with the 10th overall pick in the 2024 NFL Draft. And while placing pressure on McCarthy in his first season of actually playing is unfair — he missed his entire rookie year after suffering a torn meniscus in his right knee during training camp — it's the reality nonetheless. Once the Vikings allowed Sam Darnold to leave as a free agent following a Pro Bowl season, the future immediately became the present for one of the NFL's oldest franchises without a Super Bowl title. Anything shy of leading Minnesota back to the playoffs will leave a starving fanbase wondering if management made several big mistakes. Justin Herbert | Los Angeles Chargers Some believe Herbert is one of the best quarterbacks in football. Others point to the Chargers' lack of postseason success since drafting him in the first round in 2020. The numbers and analytics often support Herbert — he has 21,093 yards and 137 touchdowns through five seasons — but there's now an increased pressure to win in the playoffs, especially in year two under Jim Harbaugh and sitting at 0-2 in the postseason. Unlike early in his career, Harbaugh's offense doesn't ask as much of Herbert, which could give him an easier path to success. It also means he could be even more a target of criticism should he struggle. Dak Prescott | Dallas Cowboys There's constant pressure that comes with simply being the Cowboys' QB1, and there's even more on Prescott. At 32, Prescott is running out of time to establish his legacy, both in Dallas and in the NFL in general. Despite a career that's saw him make three Pro Bowls and throw for 31,437 yards with a solid touchdown to interception ratio of 213 to 82, his 2-5 record in the playoffs will continue to be a negative stain on his story until a deep run through January happens. Prescott also currently holds the honor of being the highest paid quarterback in football with an average salary of $60M per year. Being the highest paid quarterback while playing in Dallas and failing to win in the playoffs is a recipe for an immense amount of pressure. Honorable mentions: Kyler Murray (Arizona Cardinals), Tua Tagovailoa (Miami Dolphins), Justin Fields (New York Jets) and Caleb Williams (Chicago Bears) For further reading, here are four NFL coaches under the most pressure in 2025.