Hellebuyck has five seasons remaining on the seven-year, $59.5 million contract ($8.5 million average annual value) he signed with the Jets on Oct. 9, 2023. He had knee surgery in mid-November and returned Dec. 13. The 33-year-old has won at least 30 games six times, including two 40-win seasons. His 345 wins since the 2015-16 season are second behind Andrei Vasilevskiy of the Tampa Bay Lightning (363), while his 45 shutouts rank first.
“At the end of the day, we both chose to sign a seven-year extension,” Cheveldayoff said. “He gave up some UFA years. We had the desire to take a player into his high 30s and there's risk on both sides. So again, as an organization it’s incumbent upon me to listen, and then that's kind of what I've done up until this point.”
Winnipeg has the No. 8 pick in the 2026 Upper Deck NHL Draft heading into the first round at KeyBank Center in Buffalo on Friday (7 p.m. ET; ESPN, SN, TVAS). Whether the Jets trade the pick to bolster the current roster or keep it and move Hellebuyck elsewhere remains to be seen.
“If you can fill some holes in other areas and do things a little bit differently, then you can try to find a way,” Cheveldayoff said. “It’s going to depend on how bad a team wants something. We have needs as well.
“I go back to it, that it’s incumbent upon me to listen -- not just on (Hellebuyck); you’re always listening. It’s not just about one singular person; it’s about pick No. 8, it’s about pick No. 71, whatever. In this job, there’s always questions and propositions, and then you’re making those as well. There’s outgoing calls that you’re making as a manager to say, ‘Hey, is this opportunity available to us?’ It's heightened, obviously, at this time of the year because it is the offseason, but I think you're always listening. In this game here, everything changes with phone calls and conversations and stuff like that, but, again, at the end of the day you keep on trying to do the best things that we can for the Winnipeg Jets moving forward here, thinking about the entire organization and team in every decision that you make.”