Wander, your explanations are probably true, but we have to realise that Dougie wasn't brought in as some sort of high-flying financial expert. He was brought in as a manager. Whatever he is doing in the background, it isn't being reflected in his on-field work. Bringing it down to basics, he needs to spend more time managing his team, including changing his mindset, in a way that should improve our lot.
Everyone is talking about transfer fees, loss of revenue, etc, but if the team aren't working well, you have to address it. In the field of man-management and using resources to their best, he's falling flat on his face. He should concentrate on what he's got, and if what he's doing isn't working, then he should change it, (something he seems incapable of doing just now).
I know its not always so simple, but the team are the front end of the process, if we ignore that, or leave it to somebody who is out of his depth, then all our troubles will pile up, until we crash through the leagues, and the team ends up an old club piddling about in the lower leagues, or disappears altogether. With our debts now at £163 million, we cant afford to keep giving 'promising young managers' so much time to settle in, practice their craft, and hopefully, 'turn things around'.