Dr. Will will always be my hero.

No way Dr. McDreamy just conceded to David's request to play the Banker. David's reaction when Dr. Delicious himself was playing the Banker should have made him well aware that David was not a fan of him. And he totally knew that he was skating on thin ice confronting David about what show he won prior and that he was drawing a line in the sand by doing this. CK had also made it known that The Evil Doctor was part of the group targeting The Family. So for him to just hope that David would cut Dickson, a member of The Family, instead of taking the reigns himself and demanding to play the Banker as he had previously stated he wanted to do whenever he could is just absurd. It would have been a perfect opportunity for him to cut David or Dickson himself and thus further improve his standing with the likes of Phil and Alexis. Dr. Will, The Puppet Master himself, is way too experienced from having played Big Brother to think that what went down would have been in his best interests. I have deduced that the typhoid fever he contracted on the island made him delirious and caused him to make such a foolish decision.

Either that, or the war of attrition he was battling against the illness was way too impactful on his well-being for him to truly want to continue, and he simply stopped trying. Now he's gone. RIP