Winnipeg rode a historic regular season but playoff pain lingered after a second‑round exit to Dallas. The Jets’ core remains strong, yet contract talk looms over Kyle Connor, who is in the final year of his deal. Insider chatter suggests Connor may prefer free agency next summer to see what the market offers, delaying Winnipeg’s extension push. Connor’s 41 goals and 56 assists last season marked a career high, amplifying both sides’ leverage. If he leaves, a middle‑ice vacancy could reshape Winnipeg’s ceiling; if he stays, star power must be balanced with cap and roster planning as the offseason unfolds and teams keep a wary eye on the situation.

The looming decision is one of the biggest NHL storylines of the next year. Jets watchers anticipate strategic moves—extension talks, potential trades, or a daring rebuild pivot—driven by Connor’s trajectory and Winnipeg’s willingness to invest long‑term. Across the league, multiple clubs will monitor Connor’s status closely, recognizing the ripple effects on lines, power play, and fantasy rosters.