It isn't that he can't help himself - I think that's personalizing things to him too much mate.
It's more that the club, as a whole, just is not run the way the clubs we measure ourselves up against are run. It isn't just Levy (though he does play a part in it) - the club is run in a way that would have kept us perfectly competitive in 2005. 2010. Maybe even 2015. But sadly, not in 2025.
And that isn't because of a conscious decision to keep us in the past or anything silly like that - it's that the environment has evolved to such utterly hypercompetitive levels in 2025 that it has left us behind. Decisions that used to work well, no longer do - certainties that once worked for us, now do not exist.
Our peers are now run by literal nation-states, criminal gangsters, ruthless heads of megacorporations with unfathomable billions. They employ hundreds of world-class people to get every edge possible, on and off the pitch, legal and illegal, across every field - medical, legal, financial. To them the concept of haggling for weeks on a few million pounds would seem quaint - they have plans for transfer targets years in advance, and can spend an extra 70m after already dropping 200m like it's nothing.
Against this, our approach is reactive - we still employ many of the same people we did 20 years ago, make decisions the same reactive way, approach negotiations the same cautious and slow way. And the environment around us has changed to make this no longer competitive.
To boil it down to the simplest analogy - 15 years ago if we had a target, we only needed to be worried about one of the big four gazumping us, we otherwise had the pick of the litter, and clubs had little leverage in trying to withstand our negotiating.
Today, most clubs in the top ten could easily gazump us - the old top four, plus Saudi Sportswashing Machine, City, Villa et al. Plus, most of the other 10 clubs also have rich and ruthlessly ambitious owners, so they don't really get pushed around the way they used to, plus they can all employ the best lawyers, statisticians, etc. to get every edge possible.
The Premier League is an utter monstrouserty, that has left us behind. You can rage against this, as I did for years. Or you can accept it as a sad fact, and look for happiness where you can. I'm going to try to keep doing that.
We'll find some other targets. There'll be a team out on the weekend. Life moves on. And maybe one day, these realities will change, either through new ownership, new ways of operating, or some cataclysm that upends the landscape of the league itself.
Until then - que sera, sera.