The funniest part about this post is that you actually believe it. If you become a millionaire overnight, yeah sure, you won't mind, but if you earn that money legit, you would be singing a different tune. You are mentally poor, and as such will never have enough money for that to ever matter, dumb luck aside.
I can't find it right now, but semi-related, you're exactly at the point where happiness and money earned cease to correlate. It was at least 10 years ago, so my information is out of date, but a while back they did a study on money earned vs. happiness I have no idea how they calculated happiness, but it showed that when you are less than 30,000 a year you are stressed out, because of how hard it is to live. The closer you are to 30k the less stressed you are. After that though, you are comfortable, but happiness doesn't increase equally.
Food for thought. I think you're full of shit about your willingness to give a shit about being taxed if you had more money, but you probably believe your own shit, and I can't blame you. You are however living right where you should want to be, and are doing just fine.