Mcdavid and his agent have a fiduciary relationship which entails trust and confidence and requires the agent to act act honestly, in good faith, and strictly in the best interests of his client.
McDavid decides what is in his best interest. If he is interested in winning then his agent has a fiduciary duty to negotiate a contract favourable to him winning.
If McDavid wants to stay here I would imagine that their will not be much negotiations. McDavid and his agent will give them a number and the Oilers will sign it because it will be beyond reasonable.
The agent will lay it all out for Connor. He just maxed out his rookie deal, at $3.3 million. Of which like 17% was withheld due to escrow. The players just got a check back from the nhl, which likely pegs the total escrow that was taken from them at about 12% based in the last 3 seasons. So, Connor likely grossed under $3 million of the $3.3 he earned.
So, a $10 million per year cap hit deal, is really $8.8 after escrow. Something for him to think about.
What is the feeling about escrow for the next CBA? Are players willing to have the cap ceiling lowered so that escrow isn't as high. Honestly, that just means everyone's new contract will be 10% less. Lucic, would get $5.4 instead of $6 million per. So, does that involve a salary rollback like in prior years? That's something else to consider.
Then you get into the hockey stuff like how competitive the oilers are, are they going in the right direction, do you trust the management team?
As for endorsements, he likely will earn what sid has been earning, but that pales in comparison to the basketball counterparts. Sid has a deal with Reebok or Adidas for $10 million over 7 years while harden of the rockets has a $200 million deal over 13 years with Adidas. So, not as if Connor would make more in endorsements over his salary.
In comparison to Sid's deal, Sid is on a back diving deal. So, his actual cap hit is like $10.6 million if you cutoff the years he might not play, and given his concussion history he would likely walk away before not being able to pass a concussion exam.
Up to Sid how much he wants and for how long.