The statement above misses fact that the cancellation of debt, such as in a bankruptcy, taxable. Detailed discussion here: https://evergreensmallbusiness.com/donald-trumps-net-operating-loss-deduction/
Your statement misses the fact (likely deliberately, since it is a CPA's job to know about these) that Trump does not run a small family business like a corner dentistry.
Corporate finances work differently from what you stated.
How?
Simple, take any struggling corporation - e.g. GM/Sears/Atlantic City Casinos. Now, separate the "bad book" from the "good book".
In theory, a legitimate money transfer is supposed to happen between the two books to make the activity "valuation neutral". Except, in practice, controllers of the business are often able to siphon value out of the entity going bankrupt - only paying pennies to the dollar. Now, apply whatever tax laws you want to apply on the "bad book" - the good book is isolated!
Old-GM and new-GM did this (in fact, GM did a very similar tax maneuver that our dear leader is "known" to have done:
https://www.wsj.com/articles/SB10001424052970203609204574314180298525294).
Eddie Lampart did this via the Sears real estate holdings to eke out a profit while leaving everyone else with losses.
Throw in an offshore component or two, and similar shenanigans were extremely common in the heydays of Leveraged Buyouts a decade+ ago. e.g. Toys-R-Us, where original buyout participants made huge profit only to leave the main street operations stumble along for another decade with a bloated balance sheet.
They still *are* commonly used when there is a business requiring drastic restructuring.
How do I know these? I'm no tax expert, but worked as a strategy consultant long time ago. At a certain point of time way back in history, most re-org projects strategy consultants would work on would be related to LBO's and such!! Let's just say I have had some professional exposure to these types of financial engineering - enough to be aware of the big picture while not being an expert on the details.
Yet another presidential candidate is known to have paid "as high as" 14% in tax rates.
This is really an incomplete and inaccurate statement. It references only one of the direct income taxes he paid. Not all of the taxes he paid such as indirect income taxes and other taxes like sales taxes, property taxes, and so on.
Another example might make this clearer: When people look at the middle class and see they typically pay no federal income taxes, they say "Geez, these folks don't pay any taxes!" But that's not right, right? They pay lots of other direct taxes (like sales and payroll taxes) and then indirect taxes (like the property taxes on their apartments.)
I wasn't trying to obfuscate using irrelevant topics.
e.g. I could have brought up consumption taxes like sales tax, that is highly regressive. e.g. lower 90% pay a much higher % of their income as consumption taxes.
The discussion was about "a certain presidential candidate's freeloading". He paid much lower effective tax rate on his "income" as direct taxes while he should have paid more. Indirect taxation wasn't a topic of discussion anywhere.
Why do you support such freeloading and freeloaders who pay only 14% tax rate on millions of $$ income?