Good post mate, it does raise the point, that progress is less about money and more about the skills of using the money.
When you look at takeovers generally, its a lot of change in a short period of time, on and off the pitch. The administration has to keep pace with different financial boundaries and use different skills, change in, models, management (on/off field) inevitable and recruitment happens in huge swaths and the whole thing needs to be put together at pitch level, all those things in my opinion never happen fluidly and massive mistakes always seem to be made.
When i think of Everton over this period, im often left with the opinion, that everyone was a winner, i think Koeman got players he wanted, I think Walsh got players he wanted i think Bill got players he wanted. The whole thing wasn't a collective strategy though, more power plays and people who hadnt had that level of resources before lacking the skills to manage it or getting drunk on it, or the very least trying to find a new homeostasis in a new affluent normal. It led to a dogs dinner and created a horrible legacy we are still dealing with today.
Like a bad gambler we chased our losses even this year, manager after manager, signing after signing, until we got to a point were we have a squad signed by 4-5 different managers, by two directors of football, and a huge surplus that doesn't fit the "current" plan and the blood letting of wages undermining the progress and cost base of the club. Its been really really poor. I know there is a feel good factor around Carlo and the hope is around we have turned a corner, but whole club doesn't get a free ride this year for me, its another season undermined by bad choices.
The answer - clearly is to stop, to a degree - i mean that, in the sense we need be static and let the dust settle for a few years with what we have in place, the rate of change has been relentless, we need a static board, we need a static DOF, we need a static manager, we need a static squad that will be here for 5 years min, we need a minimum coming in and increase those going out, maybe three in and out and supplemented by youth team recruitment. We need to respond and not react, we need to build something that will grow, progress, stick and has staying power.
That's my opinion any how, we need less drama, less change more consistency, continuity and stability, Key word now is stop.