An NHL insider has suggested a creative yet fully compliant contract strategy that could benefit both Connor McDavid and the Edmonton Oilers as they prepare for his next deal. While speculation around McDavid’s long-term future continues, there is strong consensus that he will remain with the Oilers, with an extension expected to be finalized soon. The crucial issue now is not if McDavid will sign, but how the deal can be structured to best serve both parties in the evolving salary cap environment.
Jason Gregor from Oilers Nation has proposed a plan that involves carefully timing McDavid’s contract extensions to maximize financial flexibility and optimize roster management in an increasingly cap-restricted league. This approach could provide Edmonton and their star captain a significant competitive advantage.
How a Staggered Deal Could Aid the Oilers Under the Salary Cap
Recent cap projections indicate a possible pathway for McDavid’s contract that starts with a one-year extension in August, with an average annual value (AAV) of $14.6 million effective for the 2026-27 season. At that time, the salary cap is expected to rise to $104 million.
Following that initial year, McDavid could sign a subsequent three-year extension in January 2027, featuring a higher AAV of $17 million as the cap increases to $113 million in the 2027-28 season. These cap movements, released by the NHL and NHLPA, show a steady increase over the coming seasons: $95.5 million for 2025-26, $104 million for 2026-27, and $113.5 million for 2027-28.
This four-year contract structure would allow the Oilers to benefit from lower cap hits initially, providing more room for essential roster moves, while ensuring McDavid’s compensation aligns with his elite status over the term. The combined payout would total $65.6 million, averaging $16.4 million per year, closely reflecting the percentage of the salary cap McDavid’s original deal represented in 2017.
The NHL collective bargaining agreement does not prohibit this type of phased contract plan. Though uncommon for superstars, the rationale is strategically sound, since even a modest annual cap savings of $1.5 to $1.8 million could be pivotal in assembling a deeper team for a playoff push. A similar concept was previously utilized by Kevin Labanc with the San Jose Sharks, demonstrating this kind of flexibility is feasible in practice.
Potential Benefits of the Plan for Connor McDavid Personally
Beyond financial plays, this contract strategy could reinforce McDavid’s commitment to Edmonton, countering any rumors questioning his satisfaction or loyalty to the franchise. By agreeing to a short-term contract designed to enhance the team’s salary cap flexibility, McDavid would send a clear message rejecting criticisms about his intentions to leave.
Through his on-ice leadership and consistent performance, the superstar has reaffirmed his focus on helping the Oilers succeed. Adopting this forward-leaning contract structure would further solidify that dedication, underlining his long-term vision with the team.
Broader Context: Oilers’ Contract Challenges Beyond McDavid
While McDavid’s contract is central, Edmonton also faces key decisions regarding other players such as Mattias Ekholm, Jake Walman, and Brett Kulak, who are all approaching contract renewal years. How the Oilers manage these negotiations will affect roster stability and depth in the coming seasons.
As attention remains fixed on McDavid’s next steps, the overall approach suggests the Oilers are preparing a balanced, flexible path that addresses both cap constraints and competitive aspirations.