Seems that an owner is always stuck in a Catch-22.
If he keeps prodding the head coach and GM to win, then he gets into Jerry Jones syndrome, where a meddling owner can inadvertently hurt the team more than helping it.
But if he doesn’t prod the GM and head coach hard, then he ends up with Marvin Lewis or Jason Garrett syndrome, where a coach just keeps the team stuck in mediocrity, “same old, same old,” knows that losing won’t jeopardize his job (at least, not until a very long time has gone by,) and knows that as long as the team remains in decent shape, always at least a playoff contender but never truly breaking through, he can keep collecting a paycheck.
But then if the owner sets up performance-achievement structure, like big bonuses for winning championships, then he runs the risk that a short-sighted GM or head coach will just mortgage away the future for the present for a “win-now” mode when the owner wants a longterm dynasty, not just a flash in the pan.
And at a certain point, when the team keeps losing, the owner will get personally blamed by fans and media just as much as the GM or head coach.
Pay too little salary, and the GM and head coach feel disrespected or people don’t want to take the job; pay too much, and the pressure is reduced because the GM or head coach are financially set for life (although they are, frankly, set for life even at lower salaries, too.)
What’s the ideal balanced approach? If the owner fires too quickly, then his team gets stuck in head coaching carousel forever with no continuity; if he waits too long to fire, then an entire decade goes down the drain.