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Re:IRS Direct File to open to all 50 states and D.C. for 202... by tombert on Friday May 31, 2024 @02:34PM (#40538747)
Even if that's true, the number of dollars being evaded is substantially lower. Not reporting $2000 a year in tips isn't exactly going to have the same effect of a billionaire not reporting $100,000,000 of their income.

There are plenty of legal ways to evade (or at least not pay) taxes as well, though. An easy way, for example, is to store wealth in the form of stock; generally you don't pay taxes until you sell, so increased value is ignored until then, but once you have that many assets you can borrow money using the stock as collateral, and in some cases I believe you can even write off the interest. All of this is perfectly legal, and I'm not sure if it can or should be "fixed", but a lot of cash that might otherwise be taxed simply isn't.

For that matter, they could also buy a piece of art for a million dollars, a year later get it appraised as worth $40 million, donate it, and then write off $39 million. Again, as far as I know this isn't strictly illegal, but it can be used to evade taxes.

Re:IRS Direct File to open to all 50 states and D.C. for 202... by blackhawkC17 on Friday May 31, 2024 @07:25PM (#40541307)
> For that matter, they could also buy a piece of art for a million dollars, a year later get it appraised as worth $40 million, donate it, and then write off $39 million. Again, as far as I know this isn't strictly illegal, but it can be used to evade taxes.

This is so wrong it hurts my brain. The IRS requires using a qualified appraiser, and none of them will suddenly appraise an artwork for 40x its last sold value. The IRS aren't fools-- they'll quickly clamp down on such an anomaly.

Even if this amateur scheme were true, the individual wouldn't write off $39 million. They'll deduct the tax rate (%) of $39 million.

Re:IRS Direct File to open to all 50 states and D.C. for 202... by tombert on Friday May 31, 2024 @08:44PM (#40541807)
I doubt every "qualified appraiser" is above being bribed.

I thought it was implied that writing off $39 million didn't mean a $39 million dollar reduction in taxes.

Re:IRS Direct File to open to all 50 states and D.C. for 202... by fooker on Saturday June 01, 2024 @02:29AM (#40543387)
Merely a ~20 million reduction, nothing to sneeze at.
Re:IRS Direct File to open to all 50 states and D.C. for 202... by quartesixte on Saturday June 01, 2024 @01:11AM (#40543064)
Isn't this one of the reasons why most very expensive art pieces are sold in auctions? The auction acts as a qualified appraiser because of price discovery via competition makes the price very real (after all, what is price but supply and demand?)

Although I guess there is nothing stopping Soteby's from setting the base price absurdly high to begin with . . .