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

Hillary Clinton’s Campaign Spent 4 Hours Naming Trump Lawsuits on Facebook Live

By
Ian Mount
Ian Mount
Madrid-based Editor
Down Arrow Button Icon
By
Ian Mount
Ian Mount
Madrid-based Editor
Down Arrow Button Icon
July 20, 2016, 7:42 AM ET
Trump in Colorado
DENVER, CO - JULY 01: Donald J. Trump, the presumptive Republican presidential candidate headlines the 2016 Western Conservative Summit at the Colorado Convention Center in Denver, July 01, 2016. It is the 7th annual Western Conservative Summit. (Photo by RJ Sangosti/The Denver Post via Getty Images)Photograph by RJ Sangosti — Denver Post via Getty Images

On Tuesday afternoon, a team of Hillary Clinton campaign staffers took to Facebook Live with a simple goal: “We think Donald J. Trump‘s been involved in more than 5,500 lawsuits,” the campaign posted on the social media site. “We’re going to try to read them all in under four hours.”

What followed next didn’t make for the most scintillating television, but it certainly got the point across.

Surrounded by whiteboards and file boxes in a crowded campaign office, several members of Clinton’s opposition research team—Lauren Dillon, Tyson Brody, and an unnamed assistant—explained the logic of their stunt. (If you have four hours to kill, you can watch their efforts here.)

“Trump has really made his business record a key centerpoint of his campaign. But there’s one thing that we know: He made millions off of ripping people off,” Dillon said.

“Now, this may take a bit,” Brody joked, “Because if you laid up Trump’s lawsuits back to back it would actually reach to the moon and back”

And with that, Dillon and Brody took turns reading the titles of lawsuits in which the Republican presidential nominee was involved or party to—starting with Trump Plaza Associates v. Thomas.

Looking progressively exhausted, the pair read the names while the third campaign worker made tally marks on a white board and occasionally updated the total.

During his long business career, the 70-year-old Trump has been involved in what is by any count an eye-popping numbers of lawsuits (including suits against his ex-wife Ivana, Merv Griffin, and people who share his last name).

A USA Today investigation found about 3,500 legal actions that involved Trump over the last 30 years, including some 1,900 where Trump (or one of his companies) was a plaintiff and 1,300 where he (or a related company) was a defendant. As Fortunenoted in June, that’s more than the 2,609 Freedom of Information Act (FOIA) lawsuits filed during the almost eight years of the Barack Obama presidency.

Americans may never know the exact number of lawsuits that Trump has been a party to or involved in. As Clinton’s opposition research team came to the end of their four hours of allotted Facebook Live time, they had only made it a little past 3,150.

“We failed,” Brody exclaimed. “I still have so many papers!” Dillon added. And other staffers crowded in, tossing confetti.

Fortune has contacted the Donald Trump campaign for comment and will update this story if it replies.

About the Author
By Ian MountMadrid-based Editor
LinkedIn icon

Ian Mount is a Madrid-based editor at Fortune.

See full bioRight Arrow Button Icon

Latest in Leadership

Lauren Antonoff
SuccessCareers
Once a college dropout, this CEO went back to school at 52—but she still says the Gen Zers who will succeed are those who ‘forge their own path’
By Preston ForeDecember 13, 2025
1 hour ago
Asiathe future of work
The CEO of one of Asia’s largest co-working space providers says his business has more in common with hotels
By Angelica AngDecember 12, 2025
9 hours ago
Donald Trump
HealthHealth Insurance
‘Tragedy in the making’: Top healthcare exec on why insurance will spike to subsidize a tax cut to millionaires and billionaires
By Nick LichtenbergDecember 12, 2025
16 hours ago
three men in suits, one gesturing
AIBrainstorm AI
The fastest athletes in the world can botch a baton pass if trust isn’t there—and the same is true of AI, Blackbaud exec says
By Amanda GerutDecember 12, 2025
16 hours ago
Brainstorm AI panel
AIBrainstorm AI
Creative workers won’t be replaced by AI—but their roles will change to become ‘directors’ managing AI agents, executives say
By Beatrice NolanDecember 12, 2025
17 hours ago
Ryan Serhant lifts his arms at the premiere of Owning Manhattan, his Netflix show
Successrelationships
Ryan Serhant, a real estate mogul who’s met over 100 billionaires, reveals his best networking advice: ‘Every room I go into, I use the two C’s‘
By Dave SmithDecember 12, 2025
18 hours ago

Most Popular

placeholder alt text
Economy
Tariffs are taxes and they were used to finance the federal government until the 1913 income tax. A top economist breaks it down
By Kent JonesDecember 12, 2025
1 day ago
placeholder alt text
Success
Apple cofounder Ronald Wayne sold his 10% stake for $800 in 1976—today it’d be worth up to $400 billion
By Preston ForeDecember 12, 2025
21 hours ago
placeholder alt text
Success
40% of Stanford undergrads receive disability accommodations—but it’s become a college-wide phenomenon as Gen Z try to succeed in the current climate
By Preston ForeDecember 12, 2025
20 hours ago
placeholder alt text
Success
At 18, doctors gave him three hours to live. He played video games from his hospital bed—and now, he’s built a $10 million-a-year video game studio
By Preston ForeDecember 10, 2025
3 days ago
placeholder alt text
Economy
For the first time since Trump’s tariff rollout, import tax revenue has fallen, threatening his lofty plans to slash the $38 trillion national debt
By Sasha RogelbergDecember 12, 2025
16 hours ago
placeholder alt text
Economy
The Fed just ‘Trump-proofed’ itself with a unanimous move to preempt a potential leadership shake-up
By Jason MaDecember 12, 2025
14 hours ago
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

© 2025 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.