Based on his willingness to admit his mistakes, listening to his uncle Eddie, finding a new GM and going and getting advise from those in the know, I think he'll do just fine.
Here's a noble thought. John and Denise York outright gives the team to Jed York (not just let him run the operations), then Jed partners up with uncle Eddie where both have 50% ownership of the team.
Money then would really be no object because we know that Eddie would want the best personnel that he can get.
PIPE DREAM? Maybe but the new year is coming up!