17 NHL Careers That Imploded After One Bad Decision

One wrong move can turn a promising hockey career into a cautionary tale. Whether it was a bad contract, a locker room meltdown, or a reckless off-ice decision, these NHL players saw their trajectory nosedive stunningly.

From first-round picks who never lived up to the hype to veterans who thought they were invincible, the league has seen its fair share of flameouts. Sometimes the fall is fast, sometimes it’s slow and painful—but in every case, it all started with one unfortunate decision.

17. Jared Cowen

Nov 24, 2015; Dallas, TX, USA; Ottawa Senators defenseman Jared Cowen (2) skates against the Dallas Stars during the game at the American Airlines Center. The Senators defeat the Stars 7-4. Mandatory Credit: Jerome Miron-Imagn Images
Jerome Miron-Imagn Images

He looked like a future defensive anchor in Ottawa, but a messy contract dispute and injury concerns derailed everything. He faded out of the league far sooner than anyone expected.

16. Ville Leino

Apr 13, 2014; Buffalo, NY, USA; Buffalo Sabres left wing Ville Leino (23) skates with the puck against the New York Islanders at First Niagara Center. Islanders beat Buffalo 4 to 3 in a shootout. Mandatory Credit: Timothy T. Ludwig-Imagn Images
Timothy T. Ludwig-Imagn Images

After one strong playoff run, Leino cashed in with a massive deal in Buffalo. That contract turned out to be one of the worst in NHL history, and he never regained his form.

15. Nail Yakupov

Feb 14, 2018; Denver, CO, USA; Colorado Avalanche right wing Nail Yakupov (64) during the second period against the Montreal Canadiens at the Pepsi Center. Mandatory Credit: Ron Chenoy-Imagn Images
Ron Chenoy-Imagn Images

Yakupov’s raw talent made him the top overall pick, but a combination of poor development and questionable effort led to his decline. He never adjusted to the NHL game and fizzled out way too early.

14. Alexander Semin

Oct 27, 2015; Vancouver, British Columbia, CAN; Montreal Canadiens forward Alexander Semin (13) skates against the Vancouver Canucks during the third period at Rogers Arena. The Vancouver Canucks won 5-1. Mandatory Credit: Anne-Marie Sorvin-Imagn Images
Anne-Marie Sorvin-Imagn Images

Semin had all the offensive tools in the world, but his inconsistency and lack of effort became his downfall. A massive contract in Carolina only highlighted how far his game had slipped.

13. Andrew Raycroft

Dec 1, 2011; Dallas, TX, USA; Dallas Stars goalie Andrew Raycroft (30) prepares to face the Ottawa Senators during the first period at the American Airlines Center. Mandatory Credit: Jerome Miron-Imagn Images
Jerome Miron-Imagn Images

Raycroft won the Calder Trophy as a rookie and looked like Boston’s goalie of the future. Then came the trade to Toronto, and his game never fully recovered.

12. Steve Mason

Oct 7, 2017; Calgary, Alberta, CAN; Winnipeg Jets goalie Steve Mason (35) guards his net against the Calgary Flames during the second period at Scotiabank Saddledome. Mandatory Credit: Sergei Belski-Imagn Images
Sergei Belski-Imagn Images

Mason burst onto the scene with a Calder-winning rookie year, but leaned too heavily on early success. After experiencing some technical issues and struggles with confidence, he never again reached those heights.

11. Mike Komisarek

Dec 29, 2013; Toronto, Ontario, CAN; Carolina Hurricanes defenseman Mike Komisarek (5) with the puck as he is pursued by Toronto Maple Leafs left wing James van Riemsdyk (21) behind the net at Air Canada Centre. The Maple Leafs beat the Hurricanes 5-2. Mandatory Credit: Tom Szczerbowski-Imagn Images
Tom Szczerbowski-Imagn Images

He was a physical force in Montreal, but chasing a big payday in Toronto proved to be a disaster. Injuries and declining play made that decision one to forget.

10. Cam Barker

Apr 22, 2013; Vancouver, British Columbia, CAN; Vancouver Canucks defenseman Cam Barker (18) is boarded by Chicago Blackhawks forward Viktor Stalberg (25) during the second period at Rogers Arena. Mandatory Credit: Anne-Marie Sorvin-Imagn Images
Anne-Marie Sorvin-Imagn Images

Drafted third overall, Barker showed early flashes in Chicago. But one puzzling trade and a sudden drop in production left his career in shambles.

9. Scott Gomez

Mar 31, 2016; Saint Paul, MN, USA; Ottawa Senators forward Scott Gomez (23) congratulates teammates after scoring in the third period against the Minnesota Wild at Xcel Energy Center. the Ottawa Senators beat the Minnesota Wild 3-2. Mandatory Credit: Brad Rempel-Imagn Images
Brad Rempel-Imagn Images

Gomez was a solid center until he signed a massive deal with the Rangers. His production tanked, and that contract followed him like a ghost.

8. Ilya Bryzgalov

Dec 19, 2014; Ottawa, Ontario, CAN; Anaheim Ducks goalie Ilya Bryzgalov (80) looks on during the second period against the Ottawa Senators at the Canadian Tire Centre. Mandatory Credit: Marc DesRosiers-Imagn Images
Marc DesRosiers-Imagn Images

A quirky personality made him a fan favorite, but Bryzgalov’s monster contract in Philly became a nightmare. His play couldn’t match the paycheck, and the distractions piled up fast.

7. Dustin Penner

Mar 6, 2014; Boston, MA, USA; Washington Capitals right wing Dustin Penner chase the puck in the corner during the first period against the Boston Bruins at TD Banknorth Garden. Mandatory Credit: Bob DeChiara-Imagn Images
Bob DeChiara-Imagn Images

Penner had size and scoring touch, but after getting paid in Edmonton, his commitment wavered. He never quite lived up to the expectations that came with the big contract.

6. Wade Redden

May 12, 2013; Toronto, Ontario, CAN; Boston Bruins defenseman Wade Redden (6) carries the puck against the Toronto Maple Leafs during game six of the first round of the 2013 Stanley Cup playoffs at the Air Canada Centre. The Maple Leafs beat the Bruins 2-1. Mandatory Credit: Tom Szczerbowski-Imagn Images
Tom Szczerbowski-Imagn Images

Redden was once an elite defenseman, but signing with the Rangers turned his career upside down. His play fell off a cliff, and he became a cap casualty before the term even ended.

5. Derick Brassard

Jan 12, 2023; Tempe, Arizona, USA; Ottawa Senators center Derick Brassard (61) against the Arizona Coyotes at Mullett Arena. Mandatory Credit: Mark J. Rebilas-USA TODAY Sports
Mark J. Rebilas-USA TODAY Sports

Brassard had solid years in New York, but bouncing between teams after one trade too many wrecked his momentum. He never found the right fit again and drifted into the realm of journeyman work.

4. Patrik Stefan

Unknown Date, 2002; Raleigh, NC, USA; FILE PHOTO; Atlanta Thrashers center Patrik Stefan (27) in action against the Carolina Hurricanes at RBC Center. Mandatory Credit: Lou Capozzola-USA TODAY NETWORK
Lou Capozzola-Imagn Images

Known more for his infamous missed empty-net goal than anything else, Stefan’s career was derailed by poor decisions and lack of impact. That one moment became the symbol of his entire career.

3. David Clarkson

Jan 9, 2015; Toronto, Ontario, CAN; Toronto Maple Leafs right wing David Clarkson (71) goes to the net as Columbus Blue Jackets goalie Sergei Bobrovsky (72) guards the net at Air Canada Centre. The Maple Leafs beat the Blue Jackets 5-2. Mandatory Credit: Tom Szczerbowski-Imagn Images
Tom Szczerbowski-Imagn Images

Clarkson played gritty hockey in New Jersey and got paid big by Toronto. But he quickly became a punchline when he couldn’t produce and kept finding himself in trouble.

Read More: The 10 Most Painfully Boring NBA Players to Watch (Sorry, Not Sorry)

2. Dany Heatley

Feb 23, 2025; Los Angeles, CA, USA; Former NHL player Dany Heatley (15) controls the puck during the Los Angeles Kings Celebrity Charity Game for LA Wildfire Relief at Crypto.com Arena. teams. Mandatory Credit: Jayne Kamin-Oncea-Imagn Images
Jayne Kamin-Oncea-Imagn Images

Heatley was once a premier scorer, but off-ice choices and clashes with coaches hurt his stock. He went from All-Star to afterthought in just a few seasons.

Read More: 17 MLB Careers That Imploded After One Bad Decision

1. Alexei Yashin

Nov 8, 2005; East Rutherford, NJ, USA; New York Islanders center Alexei Yashin (79) on the ice against the New Jersey Devils at Continental Airlines Arena. Credit: Lou Capozzola-USA TODAY NETWORK
Lou Capozzola-Imagn Images

Yashin had the talent to be a superstar, but a contract standoff and underwhelming effort after a huge payday torpedoed his legacy. Fans never forgot how it all went down, and neither did the league.

Read more: The 10 Most Painfully Boring MLB Players to Watch (Sorry, Not Sorry)

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