There is no planning at boardroom level. They react to things. Absolutely no plan at all.
When Moyes came in, there was no succession plan, even though they had time to put one together. Fergie left, Moyes came in and f***ed it all up.
In panic, they quickly interviewed candidates and got LVG. Fair enough.
When they saw Jose available, they got him. Fair enough. But when Jose was hired, they should've had a plan to hire Jose to take us to the title in the 3rd year and then have him replaced by someone who plays more attractive football. Instead they gave Jose the reigns, he got us 2nd place and was ready to for the title in his 3rd season and they pulled the plug on funding his ambition. That was never going to go well, as Jose wants to win. Eventually, they reacted and fired Jose.
When the media was calling out Woodward for having a dreadful transfer window, he reacted by saying that he will hire a DoF (time has proved this to be a lie). The idea was to spin the story about DoF, to keep the media off his back.
Ole was employed to bring the feel good factor back. To bring back Fergie's values...which he did. Woodward reacted by giving him the job. Even before that time, Ole started losing.
This brings us to now. So far, we have signed a player from the Championship. I have no idea who else we will sign, but I am not holding my breath.
The problem is that because we make increasing amounts of money, year on year (no matter how much we lose), Woodie will keep his job. The only thing which would bring change is if we either got relegated or narrowly escaped relegation.