Jerry has plenty of money. He wants to win..........but only on his terms. He does not want a coach whose going to get all the credit for winning. So, he handicaps them by taking away most of the decision making.
Wish more people would get beyond the money aspect. That stopped being part of the problem decades ago.
The primary issue is the unchanging managerial philosophy overseeing the franchise's football operations. It is irrelevant how many "assets" you hire underneath you to run the team if everyone below you has adopted your perspective on success.
Businesses, local or global, public or private, new or established, that do not achieve successful goals hire managers they believe can do the job. Sport franchises are not an exception to this basic everyday concept.
Jerry Jones' annual denial that his franchise's football operations require fresh managerial oversight is an atypical business stance. This man is the owner of several successful business ventures in sports, oil, etc. He named himself President of the Dallas Cowboys. He owns ultimate, undisputed, untouchable power over his franchise regardless whether or not he keeps the title of general manager. His death grip as GM can be described in no way, shape or form as need. It is strictly and unquestionably a want.
An egotistical business owner would have hired a general manager 20+ years ago. A business owner with a giant-sized ego would have stubbornly held on for a couple more years. The Dallas Cowboys GM has demonstrated for decades that he does not have an ego. He does not have a giant ego either.
Jerral Wayne Jones is a narcissist.
That is the problem.