I think the Eagles are to blame here, they would've gotten in the ear of Kelly/manager and promised they will get him.
As soon as the Wegirls retained Gaff ,they would have known it was gonna be tough to get the deal done, also because they didn't need to replace Gaff anymore they didn't need Kelly as badly as they thought.
So I blame both the wegirls and the manager, I feel a little sorry for Kelly's wife, I'm sure if she thought this could of happened she would have told Tim to go to the Dockers.