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You are projecting your own desires onto the founder (which is fine, but worth thinking about why they don't want the same thing as you). It seems clear that they are happy with their salary/work. For some people, more money beyond this is not a good thing.

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I'm not. It's not about having more money to spend, but having enough to be permanently secure.

The founder could have FU money, still draw a ~50k/yr salary and keep their spending at the same level. The only difference is that if circumstances change the founder is still secure instead.

If I could wave a wand and give you enough money to quit tomorrow, what would you do with yourself?

What if your best friend were already doing his thing? Would you feel the urge to send me to talk to him, or is he good?

I don't know what you second line means, but I would continue working. Possibly reduced hours, but still working.

If you’re already doing the thing you would do if you could do anything, do you still feel the need for “enough money” to walk out and go do it. I think, and some other posters seem to agree, that the answer is a qualified no.

If you gave me enough money I would quit. Can you include some seed money for my new startup?

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