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Re:Peter Thiel turned a Roth IRA into a $5B tax-free piggy bank by DantesKite on Thursday June 24, 2021 @06:15PM (#27624558)
The US government is pretty aggressive about getting their tax dollars (no matter who it is).

See John McAfee, Al Capone.

Re:Peter Thiel turned a Roth IRA into a $5B tax-free piggy bank by DoreenMichele on Thursday June 24, 2021 @06:17PM (#27624582)
I'm pretty sure Al Capone was not about aggressive tax collecting but was instead about putting him away on the one thing they could actually prove and make it stick.

Edit:

https://www.forbes.com/sites/kellyphillipserb/2018/10/17/al-...

Re:Peter Thiel turned a Roth IRA into a $5B tax-free piggy bank by selectodude on Thursday June 24, 2021 @07:09PM (#27625114)
His 1099-MISC was lacking millions in income.
Re:Peter Thiel turned a Roth IRA into a $5B tax-free piggy bank by mapt on Thursday June 24, 2021 @06:50PM (#27624946)
That was before 40 years of billionaires largely controlling the agenda of government, with the past 15 years in particular seeing audit rates for this class drop below audit rates for waitresses.
Re:Peter Thiel turned a Roth IRA into a $5B tax-free piggy bank by diob on Thursday June 24, 2021 @06:22PM (#27624635)
They're gone on record saying they only go after the small fry though. The big ones hold them up in litigation.
Re:Peter Thiel turned a Roth IRA into a $5B tax-free piggy bank by nrmitchi on Thursday June 24, 2021 @06:25PM (#27624657)
Really? IF the US is that aggressive about their tax dollars, what was the full fallout of the Panama Papers again?

I'm not going to say anything about McAfee at at this time, but your other example was not really a target for inditement based solely on his tax crimes.