No, I don’t think he would have wanted more money. Brady is ultra competitive and I don’t see him letting a few million get in the way of himself and another ring if that’s what it took.
Hypothetically, say he did marry a school teacher, when would enough be enough? People have this made up thought that because his wife makes more than any other wife that he can “afford” to give the team discounts.
He would be well worth over 180 million by himself. So if his wife made nothing that means he wouldn’t sacrifice a few million? What’s the cut off? Once Giselle made over 300 million they decided “that’s good, we don’t need anymore”. Or was it 400 million? Maybe they would still like more, maybe their net worth isn’t enough for them.