Here are some key points from the Times report:
The newspaper said Mr Trump initially paid 95 million dollars (£74 million) in taxes over the 18 years it studied.
But he managed to recover most of that money by claiming, and receiving, a stunning 72.9 million dollar (£57.03 million) federal tax refund.
According to the Times, Mr Trump also pocketed 21.2 million dollars (£16.5 million) in state and local refunds, which are typically based on federal filings.
Mr Trump’s outsize refund became the subject of a now-long-standing Internal Revenue Service audit of his finances. The audit was widely known.
Mr Trump has claimed it was the very reason why he cannot release his returns. But the Times report is the first to identify the issue that was mainly in dispute.
As a result of the refund, Mr Trump paid an average 1.4 million dollars (£1.09 million) in federal taxes from 2000 to 2017, the Times reported.
By contrast, the average US taxpayer in the top 0.001% of earners paid about 25 million dollars (£19.5 million) annually over the same timeframe.
From his homes, his aircraft – and 70,000 dollars (£54,786) on hair styling during his television show The Apprentice – Mr Trump has capitalised on cost incurred from his businesses to finance a luxurious lifestyle.
The Times noted that Mr Trump’s homes, planes and golf courses are part of the Trump family business and, as such, Mr Trump classified them as business expenses as well.
Because companies can write off business expenses as deductions, all such expenses have helped reduce Mr Trump’s tax liability.
The president has frequently pointed to his far-flung hotels, golf courses and resorts as evidence of his success as a developer and businessman. Yet these properties have been been draining money.
The Times reported that Mr Trump has claimed 315 million dollars (£246 million) in losses since 2000 on his golf courses, including the Trump National Doral near Miami, which he has portrayed as a crown jewel in his business empire.
Likewise, his Trump International Hotel in Washington has lost 55 million dollars (£43 million), the Times reported.
Since Mr Trump began his presidential run, lobbyists, foreign governments and politicians have lavished significant sums of money on his properties, a spending spree that raised questions about its propriety and legality.
The Times report illustrates just how much that spending has been.
Since 2015, his Mar-a-Lago resort in Florida has taken in five million dollars (£3.91 million) more a year from a surge in membership.
The Billy Graham Evangelistic Association spent at least 397,602 dollars (£311,469) in 2017 at Mr Trump’s Washington hotel.
Overseas projects have produced millions more for Mr Trump – three million dollars (£2.35 million) from the Philippines, 2.3 million dollars (£1.8 million) from India and one million dollars (£783,332) from Turkey.
Mr Trump seems sure to face heavy financial pressures from the enormous pile of debt he has absorbed.
The Times said the president appears to be responsible for 421 million dollars (£329 million) in loans, most of which will become due within four years.
On top of that, a 100 million dollar (£78.3 million) mortgage on Trump Tower in New York will become due in 2022.