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OP you are a walking red flag of toxicity.
Why are you getting married if your attitudes to money are so different?
Yes I think this is an interesting point. I have previously dated men with big age gaps with no issues as stated! This guy in particular had been in an 18yr relationship with a woman his own age when we met, and we dated for a bit and he was always a bit freaked out by the age gap (but we met on a dating app?? He had his age to meet people my age) And then when we fully got together it been w constant issue… how young I am… how much more he has experienced than me. It’s like ok see women in their 20s as good enough to sleep with them but not enough to have a relationship with them. Which is telling…
Yeah, he doesn't have a stable source of income and relies on his investments to earn more income most likely.
Can he pay for pre-K, sure, but your financial situation isn't as robust as you're stating. There is huge potential for loss built in. It is an atypical income.
You should be able to work out a plan with him about this stuff, but don't consider him to have a 40-100K a month income.