Here we go again.
https://thehill.com/homenews/administration/442614-irs-docs-show-trump-ran-up-over-1-billion-in-business-losses-over-a
NYT: Tax papers suggest Trump had $1 billion in business losses over a decade
Trump's businesses lost nearly $1.2 billion between 1985 and 1994, according to the New York Times, citing Internal Revenue Service transcripts.
In 1990 and 1991 alone, according to the Times, Trump’s business losses exceeded $250 million each year, more than twice those of the nearest taxpayer in the IRS information for the two years.
The documents indicates he lost so much money during that decade that he avoided paying income tax for eight of the 10 years, according to the Times, although it was unclear whether the IRS asked him to make change after audits.