Bezos did, in 2007.
https://www.propublica.org/article/the-secret-irs-files-trov...
> Consider Bezos’ 2007, one of the years he paid zero in federal income taxes. Amazon’s stock more than doubled. Bezos’ fortune leapt $3.8 billion, according to Forbes, whose wealth estimates are widely cited. How did a person enjoying that sort of wealth explosion end up paying no income tax?
Or the President (now permanently immune from audit, incidentally):
https://www.nytimes.com/interactive/2020/09/27/us/donald-tru...
> He had paid no income taxes at all in 10 of the previous 15 years — largely because he reported losing much more money than he made.
On paper, I'm sure. Let's not pretend that's reality.