What do you mean by "free passage to super wealth without paying their fair share"? What is their fair share?
Let's take the example of Jeff Bezos. He's worth in the range of $200B, so he's an easy target. He also lives in Washington State, so he doesn't pay state income tax. He's sold $9B (so far this year) of Amazon stock, and the sales are listed as "direct" on the insider trading sites, so he holds the shares in his name. I can't find the cost basis for any of these shares, and I suspect it's very low, like less than 5% of the cost, but I don't really know. Just for grins, let's assume the cost basis is $500 per share, and the average sales price $3000/share (which isn't far off) and it makes the math easy. $9B divided by $3000 is 3,000,000 shares (the actual number is higher I think) times $2500 in long-term capital gains. So in this little thought experiment, which is probably low, his taxable capital gain is $7.5B. I'm not a tax expert, but I don't understand how as an individual he gets out of a total federal long-term capital gains tax of 23.8%. That's the 20% taxable gains rate, plus the ACA surtax of 3.8%. 23.8% of $7.5B is $1.875 billion. If the cost basis of the shares is lower and the share count higher, which I believe both are probably true, his capital gains taxes on these sales could easily be over $2B.
And that's just his taxes on these stock sales. I'd be surprised if he didn't have many billions of non-Amazon assets generating income, which he also paid taxes on.
So my question is, highfigh, what do you believe JB's fair share is? I'm just curious.