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I never understood the argument that “locking in your losses is actually a form of tax evasion” - or am I misunderstanding what you are trying to say?


I don't really know how taxes work, but I'd imagine it's because somehow it lowers your tax bill for that year.


19h's comment that started this sub-thread is a perfect example of the horrible state of civics education.

I'm not an accountant and I definitely don't know taxes properly either, but I do know enough about taxes to know that businesses pay taxes on their net profit (gross income - losses = net profit). Those losses can be payroll costs, costs of goods, shipping and handling costs, rent, loan payments, insurance premiums, equipment purchases and upkeep, travel and lodging expenditures, and so on.

Assuming that the losses are legitimate and can be audited if necessary, this is not tax evasion and to baselessly accuse anyone of it is literally defamation.


The alleged tax avoider is in no way harmed by a kook on HN claiming illegal avoidance, so the elements of defamation are not met.


which is offset by the fact that you just lost a ton of money, so it doesn't really add up


Presumably you weren't planning to do that when you set it up. But sometimes people do lose money, particularly if they took a risk. If you take enough risks, you'll probably always have some losses ready to be realized.


Selling a NYC skyscraper for 97.5% under market value? Yeah, that's tax evasion 101.

Reasons:

- Property taxes? Tanked.

- Capital gains? What capital gains?

- Money laundering? Check.

- Gift tax dodge? Probably.

- Transfer tax? Lol.

- Asset value shenanigans? You bet.

IRS gonna love this one. Good luck explaining that "market rate" to the auditors.


Brilliant. I own some Bed Bath and Beyond stock. I was going to sell it for a ton of money, but now that the company is bankrupt, I can sell it for practically nothing and avoid taxes!


You probably can. You wouldn't have bought them strategically for that purpose of course.

Most people probably pick a mix of winners and losers. After you find out which ones were the losers, then I guess you can cash them in to lower your taxes strategically. I think that's the idea.


>- Property taxes? Tanked.

...depends on the jurisdiction. In many property taxes aren't based on the last transaction price, they're based on what the city assesses the prices as. Selling the property for $1 won't affect the value of the property, unless all the other buildings in the same area do the same thing.

>- Money laundering? Check.

Except property transfers are public information so it's obvious what's going on.




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