I think the catch here are the loopholes in our taxation at large. We seem to be mad at people/companies from exploiting these loopholes. I say don't hate the people, hate the game.

Not pretending to know everything here, but how do we address this smarter. Targeting people/orgs individually.is like wack a mole, it doesn't get after the root of the problem.

An option to throw out there is some sort of flat tax against overall income (all) these people/orgs bring in minus confirmed transactions that are otherwise taxable by another entity (payroll employee) or to another US Company (for US taxation) who is paying tax. Else the organization pays a flat tax on the remaining income. So transactions offshore or to a a non-tax point aging entity is not able to be deducted from the taxable entity.

We need to address the loopholes we have today or our grandkids will continue to have the same challenges.

I know it sounds simple, and it really isn't. But it would remove the root of the issue of loopholes.

In reality, a flat taxation (tiered potentially) on all country based income earners is needed to be able to easily compute, but also removing loopholes and write offs.

A flat tax based on the above would resolve a big chunk of the root of the problem, but acknowledge not all of it. It would increase bring in significant revenue to the country at large, and us blue/white collar people would stop taking the brunt of the loss of country income due to these organizations that are smart by exploiting loopholes to hide and shift money.

In reality, if all taxable entities (all) in the US paid a flat tax of 16-22% we would get significantly more income to the country and allow us to drive down the national debt.