• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year

2

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster

3

Ex-Google engineer says Larry Page, Sergey Brin and Sundar Pichai share the same trait—it's the lesson he swears by as a $7.2 billion AI CEO

1

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year

2

Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster

3

Ex-Google engineer says Larry Page, Sergey Brin and Sundar Pichai share the same trait—it's the lesson he swears by as a $7.2 billion AI CEO
LeadershipPolitics

Trump Used the Same Tax Breaks as Amazon to Drastically Reduce His Own IRS Bill

By
Laura Davison
Laura Davison
and
Bloomberg
Bloomberg
Down Arrow Button Icon
By
Laura Davison
Laura Davison
and
Bloomberg
Bloomberg
Down Arrow Button Icon
May 7, 2019, 10:36 PM ET
Add Fortune on Google for similar content.

President Donald Trump complains that large corporations, such as Amazon.com Inc., are shirking their tax responsibilities. Yet for at least a decade, Trump paid none or very little in federal income taxes by exploiting some of the same generous tax breaks that the online retail giant and others have used to reduce IRS bills.

Trump’s businesses generated huge losses, and his hotel and casino properties were eligible for large depreciation write-offs that meant he paid taxes for only two years between 1985 and 1994, according to tax records obtained by the New York Times. Trump, then a real estate developer, racked up $1.17 billion worth of losses in that time, according to the documents.

As his interest in running for president grew, Trump complained that corporate America isn’t paying enough in taxes. He first tweeted in 2015 “if @amazon ever had to pay fair taxes, its stock would crash and it would crumble like a paper bag.” Since then, he’s sent at least a dozen tweets critical of how little the company pays in taxes.

If @amazon ever had to pay fair taxes, its stock would crash and it would crumble like a paper bag. The @washingtonpost scam is saving it!

— Donald J. Trump (@realDonaldTrump) December 7, 2015

Trump used parts of the U.S. tax code to whittle down his tax bill to nothing for several years, the same sections that Amazon has used to pay no federal income taxes for the past two years. The company — led by the world’s richest man, Jeff Bezos, — has been able to get a tax refund for the past two years despite turning a profit. It tapped losses that occurred before it was profitable, for write-offs from building warehouses and distribution centers, in addition to other legal tax breaks.

Trump’s tax information shows he only paid taxes during two years during the decade the Times examined, according to the newspaper’s report. He faced a liability those years — for a combined total of about $1.5 million in taxes — because of the alternative minimum tax, a backstop that prevents the wealthy from claiming so many tax credits and deductions that they don’t pay any tax.

Trump’s 2017 tax overhaul eliminated the alternative minimum tax for corporations, but the Trump Organization is made up of a series of pass-throughs and was not affected by that change. The AMT for individuals was largely scaled back so it hits far fewer taxpayers.

Trump has boasted that paying no federal taxes makes him “smart.” He emphasized his business acumen in the 2016 presidential campaign and during his presidency. However, according to the Times report, Trump’s losses during 1990 and 1991, which totaled $250 million a year, were more than double those of the nearest individual taxpayer in the IRS’s database of high-income filers.

Deal Maker

New reports of Trump’s low tax bills are likely to fuel House Democrats’ anger at not being able to view his more recent tax returns. The Times said their reporting was based on figures from his tax transcripts and the figures from his tax returns, but not the returns themselves.

Trump broke with more than 40 years of tradition by refusing to release his tax returns before the 2016 election. Last month, House Ways and Means Chairman Richard Neal requested that the IRS release Trump’s personal and business tax returns, but Treasury Secretary Steven Mnuchin on Monday refused.

Neal, a Massachusetts Democrat, is currently consulting with legal counsel on how to proceed, and the clash is likely to turn into a protracted legal battle.

Trump sold himself to voters as a master deal-maker who could bring the same success to the country as he says he did to his businesses. The Times report underscores the steep losses and frequent failures of his deals. While he never personally filed for bankruptcy, his businesses sought bankruptcy protection four times.

Trump has defended his refusal to release his tax returns, but saying people “don’t care” about the and “wouldn’t understand” what they contain anyway. About 51 percent of voters said they supported Democrats efforts to obtain the tax returns, according to an April Morning Consult/Politico poll.

More political stories from Fortune:

—What is contempt of Congress? All of your questions, answered

—Why Democrats want to abolish the electoral college—and Republicans want to keep it

— Meet the 2020 Democratic presidential candidates you’ve probably never heard of

—What exactly are slavery reparations? 2020 Democrats are trying to figure that out

—How Medicare for All could eliminate the $600 billion private insurance industry

Follow Fortune on Flipboard for the latest news and analysis.

About the Authors
By Laura Davison
See full bioRight Arrow Button Icon
By Bloomberg
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Leadership

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Leadership

Coworkers watching World Cup at a bar
NewslettersFortune Workplace Innovation
How smart employers are turning the World Cup into a workplace win
By Emma BurleighJune 29, 2026
2 hours ago
Ray Dalio attends the Fortune Global Forum Riyadh 2025 on October 27, 2025 in Riyadh, Saudi Arabia.
SuccessRay Dalio
Ray Dalio was a ‘terrible student’ who got into investing by golf caddying for Wall Street traders: Now he hires talent who have experienced hardship
By Eleanor PringleJune 29, 2026
4 hours ago
As JPMorgan’s CEO race heats up, the case for a two-person succession contest is put to the test
C-SuiteNext to Lead
As JPMorgan’s CEO race heats up, the case for a two-person succession contest is put to the test
By Ruth UmohJune 29, 2026
4 hours ago
CEOs have forgotten the moderate playbook. The stakes for relearning it have never been higher
NewslettersCEO Daily
CEOs have forgotten the moderate playbook. The stakes for relearning it have never been higher
By Diane BradyJune 29, 2026
5 hours ago
Fed’s Barkin warns of high inflation, but sees signs of relief
EconomyFederal Reserve
Fed’s Barkin warns of high inflation, but sees signs of relief
By Catarina Saraiva and BloombergJune 28, 2026
18 hours ago
Sofia
CommentaryLeadership
This CEO became 3x more productive with AI. Then she read what her daughter wrote about it at Dartmouth
By Maria Colacurcio and Sofia FreiJune 28, 2026
1 day ago

Most Popular

MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year
Success
MacKenzie Scott alone accounted for one-third of America's $19.2 billion in megagifts last year
By Sydney LakeJune 25, 2026
4 days ago
Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
Success
Philanthropy leader at Warren Buffett and Bill Gates’ Giving Pledge says children of billionaires are pushing them to give their wealth away faster
By Preston ForeJune 27, 2026
2 days ago
Ex-Google engineer says Larry Page, Sergey Brin and Sundar Pichai share the same trait—it's the lesson he swears by as a $7.2 billion AI CEO
Success
Ex-Google engineer says Larry Page, Sergey Brin and Sundar Pichai share the same trait—it's the lesson he swears by as a $7.2 billion AI CEO
By Orianna Rosa RoyleJune 28, 2026
1 day ago
Cristiano Ronaldo is soccer's first-ever billionaire: He went from begging for burgers outside McDonald's to landing a $400 million contract
Success
Cristiano Ronaldo is soccer's first-ever billionaire: He went from begging for burgers outside McDonald's to landing a $400 million contract
By Preston ForeJune 28, 2026
1 day ago
The retired college professor fighting a $313 trespassing ticket in Wisconsin thinks he's part of a national struggle
Environment
The retired college professor fighting a $313 trespassing ticket in Wisconsin thinks he's part of a national struggle
By Catherina GioinoJune 28, 2026
1 day ago
Iran is forcing the U.S. into an escalation trap as a 'shadow war' over the Strait of Hormuz heats up that could kill the tenuous ceasefire
Politics
Iran is forcing the U.S. into an escalation trap as a 'shadow war' over the Strait of Hormuz heats up that could kill the tenuous ceasefire
By Jason MaJune 28, 2026
21 hours ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.