Sounds like Trump has been using "capital loss carryover," but the news stories say he didn't pay any taxes for 10 of 15 years and only $750 for two years in that timeframe.
However, capital loss carryover only permits a taxpayer to use only $3,000 of losses to offset $3,000 in income in a given tax year.
Capital loss carryover is the amount of capital losses a person or business can take into future tax years.
www.investopedia.com
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Although a loss greater than $3,000 can apparently be carried forward indefinitely to future years, I had trouble imagining a scenario
In which a high profile taxpayer making even a modest, middle class income could reduce his tax burden to zero or $750 so many years in a row, unless he was just barely breaking even all those years.
Here's my question: is there a way to leverage capital loss carryover to more than $3,000 per year? Or, if you can tell, what are the most likely things Trump is probably doing to generate the sort of tax returns that are being reported?