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

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

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
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • 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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

© 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.


Most Popular

placeholder alt text
Big Tech
The Chan Zuckerberg Initiative cut 70 jobs as the Meta CEO’s philanthropy goes all in on mission to 'cure or prevent all disease'
By Sydney LakeFebruary 1, 2026
1 day ago
placeholder alt text
Success
U.S. Olympic gold medalist went from $200,000-a-year sponsorship at 20 years old to $12-an-hour internship by 30
By Orianna Rosa RoyleFebruary 1, 2026
1 day ago
placeholder alt text
Economy
'I just don't have a good feeling about this': Top economist Claudia Sahm says the economy quietly shifted and everyone's now looking at the wrong alarm
By Eleanor PringleJanuary 31, 2026
3 days ago
placeholder alt text
Future of Work
Ford CEO has 5,000 open mechanic jobs with up to 6-figure salaries from the shortage of manually skilled workers: 'We are in trouble in our country'
By Marco Quiroz-GutierrezJanuary 31, 2026
2 days ago
placeholder alt text
Success
Ryan Serhant starts work at 4:30 a.m.—he says most people don’t achieve their dreams because ‘what they really want is just to be lazy’
By Preston ForeJanuary 31, 2026
2 days ago
placeholder alt text
Energy
Top energy expert says probability the U.S. will attack Iran soon is 75% as risk of major disruption to oil supply is priced in — 'this one is real'
By Jason MaFebruary 1, 2026
23 hours ago

Latest in Leadership

Yamini Rangan
SuccessCareers
$15 billion tech CEO says she doesn’t know what jobs will look like in 2 years—but she’s still pushing her son into computer science
By Preston ForeFebruary 2, 2026
3 hours ago
Kevin O'Leary wears a suit and gestures
Future of Workwork-life balance
‘You’re not a hero, you’re a liability’: Shark Tank’s Kevin O’Leary warns Gen Z founders to stop glorifying hustle culture
By Jacqueline MunisFebruary 2, 2026
4 hours ago
Boss meets with workers
Successcompensation
In 2026, many employers are ditching merit-based pay bumps in favor of ‘peanut butter raises’
By Emma BurleighFebruary 2, 2026
4 hours ago
Worker traveling for job
Future of WorkFortune CHRO
Why Colgate-Palmolive is moving talent across borders to develop leaders
By Emma BurleighFebruary 2, 2026
7 hours ago
C-SuiteNext to Lead
How Pfizer’s CEO wielded moral clarity to help his team do the impossible
By Ruth UmohFebruary 2, 2026
9 hours ago
NewslettersCEO Daily
30 years after the founding of ‘Silicon Alley,’ New York’s tech scene is so big it has no center
By Diane BradyFebruary 2, 2026
10 hours ago