When Ole fails and he is bound to fail with the current squad the fans are going to turn on Woodward very strongly.
I am waiting for the day it happens. No need to blame Ole if he not getting the support from the board.
Once the dressing room gets unrest, even if the manager would not be the most responsible since there is no going back. Purchasing the whole squad overnight is impossible. Players being considered as assets so liquidation would cost more than replacing the manager.
The propaganda machine would run in full throttle there to point out every issues possible. What we learned so far that even if a part of the fan base can pinpoint the issue on Woodward, he has the power to hire the next manager, who in turn endorses Woodward as part of process for the chance to work at the club, and early support (in the transfer matters). Few positive with new manager, then Woodward issue was put behind so the club can "give new manager time".
This is the very reason Woodward doesn't want DOF who would spoil this leverage he has. Now I think about it, I feel like Woodward is actually clever in the way he approach his manager hire. It would filter out those in great position that wouldn't accept Woodward's term/ideas. This left him with those desperate enough to accept the risk working him even knowing his bad rep.
LVG, Mourinho, even some part of Moyes all said something similar about if they knew better, they would be more specific before they signed for us. In a sense they're desperate and got taken advantage in endorsing Woodward, where as if anything they would ask for DOF/ structure in place. Other managers would just walk if they're in better shape to choose other clubs like Klopp walking away from Adult Disneyland.
So if we wait until things turn really sour before going at Woodward, then it would achieve nothing. Even now when things ain't so bad, we need to push for those change in structure to take away Woodward power, or it's just a vicious cycle, where Woodward has the trump card, ultimate decision making power with owners' trust in him.