Again you're treating them like an underdog. That's the problem with these "resources and budgets" discussions. People are treating them like they have a much weaker team than the rest of their rivals. The fact that's not true. They have a WC winning GK, 2 of the best defenders in the league, the best English midfielder and an attack that'll go straight into their rivals team including the best striker in the world. They're not pushing above their weight. In fact you can't convince me their squad is weaker than the Liverpool one who's challenging for the league now or even Chelsea. This budget thing will make sense if they have a pretty weak team but that's not true.
The problem isn't winning trophies. The problem is their manager is undermining these trophies in his pressers and is acting like top 4 is far more than enough as a success, so he's a point at not even trying. He has thrown Fa Cup now and I remember him throwing Europe League away as well when they got out against Gent for the sake of top 4. They're basically finishing in top 4 to get enough money so that next season they sacrifice everything for top 4 again and so on. This underwhelming cycle is what Wenger was doing at Arsenal and was driving their fans mad at him. It's not like Poch is angry with that, on the contrary he comes to the pressers saying Spurs glory days were in black and white and top 4 is success while Fa Cup isn't an actual trophy.
The problem isn't winning, it's that he's not even trying and is content with regular top 4 finish. Top 4 ceases being progress at this point and it's called stagnation. It's the same season every year : Sacrifice everything to get top 4, get enough money to not spend much anyway, then sacrifice everything for top 4 again to not spend the money you get ..etc. What's exactly the progress in this ? This is fine in the first or second season but after that, not progress by any means whatever you look at it.
This Spurs squad is far more than enough to finish 3rd and win a Cup regularly. I find no reason why people are acting like they have to choose. It's just two, two ! competitions.