I don't know. Playing a bit of devil's advocate here. A lot of our higher ups clearly don't have a clue about football, and the higher ups in the club (and the club as whole, maybe) probably do have a culture of being self-defeating cowards (ironically), but how much leeway have we really had when it's come to our finances? We are in reality nowhere near any of the big teams, probably due to lack of domestic and international success over years and years (as well as the stadium).
I'm rambling and quite possibly wrong - but it just sounds a bit simplified to say, "if they had just spent more, they would win more". I would've spent more too, if I had more money, but alas.
Honestly lots of food for thought here. There's two things that I would argue with, though.
The first is that our transfer spending under ENIC has followed a rough trajectory as follows -
1) 2001-2009 - high net spend, low wages, focused on acquiring young talent.
2) 2010-2019 - low net spend, low wages - the austerity years where the priority was the stadium build - coincided with our best ever Premier League side being left to wither and die without support.
3) 2019-present - high net spend, low wages, focused on a mix of young talent and mid-career players willing to accept low wages.
The stadium came with a promise that it would change the way the club operates - it never really did. The club operates now much as it did in the 2000s, except the absolute scale of fees is bigger because the market has changed. This applies to everyone, not just us.
But in terms of wages to revenue, we are by far the lowest in the league, at 42%. And this means we are always immediately out of the conversation when it comes to the best players, because no one worth their salt comes to Spurs for relatively paltry wages.
The Levy gamble post-stadium was that sprinkling a few experienced pros willing to come here on cheap wages amidst our usual spending on young players, would be enough to drive us over the top. It didn't.
And the question now is - what if we operated differently? What if, instead of a high net spend but a very low wage bill, we did the opposite? Paid market rates for the best players, when we needed them, instead of spaffing the same money on 4-5 mediocre deadweights who come cheap, wage-wise?
Ange used the example of Declan Rice - Arsenal needed him, spent 100m, got him. Spurs spent a lot of money in that same window, but on a bunch of far lesser players who didn't provide anywhere near as much value.
That's where things needed changing. And it didn't even need that much more investment, just moving away from the model of keeping wages abysmally low no matter the cost.
Now of course it's too late - the dross we've bought since 2019 has meant that a full rebuild is needed, and that will be supremely costly both fee wise and wage wise. But it didn't need to be this way.