The connection between NHL playing careers and front office roles has existed for nearly as long as the league itself. Some of the most highly-regarded executives – from Glen Sather in the 1980s to Jim Nill today – began their journeys with a decade-or-more in NHL lineups. Looking at the league in 2025-26, there seems to be no shortage of potential NHL executives currently putting on the pads. The question is, which of them will make it to the big chair first?
A clear top candidate would be Pittsburgh Penguins captain Sidney Crosby – the face of the NHL for much of the last 20 years. Crosby has become synonymous with North American hockey through his historical playing career, while learning from player-turned-owner and fellow all-time-great Mario Lemieux. That leadership could soon be invaluable. Crosby will face the question of if he should play on, or if now is the time to call it quits, in the second half of next season. If he wants to prolong his time on an NHL payroll beyond his time in the lineup, he could have a great chance to learn under Kyle Dubas and alongside Jason Spezza in the Penguins front office.
Another strong candidate for a GM role will be Colorado Avalanche captain Gabriel Landeskog. Former NHL GM Brian Burke recently said as much on The Sheet With Jeff Marek while speaking to how much he admires Landeskog’s professionalism. There is no doubt about the Avalanche star’s commitment to the game, most notably highlighted by his triumphant return from a severe knee injury. Landeskog played through that injury during Colorado’s run to the 2022 Stanley Cup. On the other side of his return, he continues to serve as a versatile and effective playmaker who can shine off without top-line minutes. He is currently part of a three-way tie for second on the Avalanche in playoff scoring with seven points in six games. With that kind of impact, there will be plenty of hockey ahead for the 33 year old, who is signed through the 2028-29 season. But when his career nears its end, a door to team management could quickly open.
Prior playing experience could also open the door for more European representation in front office roles. Landeskog would become the second Swedish GM in NHL history, while a player like Anze Kopitar could shoot to become the first from central Europe should he choose that path. Kopitar is hanging up his skates after the Los Angeles Kings’ exit from the 2026 Stanley Cup Playoffs. He had the third-most games played of any active NHL player this season. Every single one of those games came in a Kings’ jersey, with Kopitar captaining the team through the final 10 seasons of his career. All-time goals record holder Alex Ovechkin has also spent the entirety of his career with one team and could wield the experience needed to become the league’s first Russian GM.
Of course, playing success does not create a top exec – and many of the league’s top leaders could also have a chance. Longtime pros Jaccob Slavin, Nathan MacKinnon, Ryan O’Reilly, and Aleksander Barkov have all been recognized for their sportsmanship with the Lady Byng Memorial Trophy. The trophy was also handed out to former Avalanche GM Joe Sakic and soon-to-be-former Seattle Kraken GM Ron Francis. Its recognition of on-and-off-ice impact would stand out on any resume, especially next to the Stanley Cup precedent that MacKinnon, O’Reilly, and Barkov boast. It is also a feat managed multiple times by Kopitar, who could win the trophy again this season.
Many players around the league could put together a strong case for a managerial role. Who will do it first? Who will find another long career in the role? Vote for your choice below and use the comments to make a case for other players!
Joe Thornton, calling it now.