Unfortunately for Gray he was compromised, it's in his DNA to want to win but his brilliance saved Hinkley's bacon many times. Rock and a hard place situation, he would have been better off moving to a club like Richmond or Geelong and tasting that success he deserved.Boak and Gray should have made a stand against the coach (internally) if they were serious about winning a flag.
If only 1 took the hard stance (ie me or the coach) then the club would have said goodbye to the player, but I think if the two of them had been vocal and stood together we might have seen a coach change before it was too late in their careers.