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

Exclusive

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

An hour in the Oval Office with President Trump Fortune Editor-in-Chief: Alyson Shontell sat down with President Trump in the Oval Office for an hour. Tariffs, Intel, AI, Boeing, Iran—and the question every CEO eventually has to answer: who's next?

Leadership

The 2019 Democratic Debate Clashes You Won’t Get to See

By
Mark Dent
Mark Dent
Down Arrow Button Icon
By
Mark Dent
Mark Dent
Down Arrow Button Icon
June 26, 2019, 9:00 AM ET

Potential Democratic voters will get to see current top-polling Democratic candidates Joe Biden and Bernie Sanders go against each other Thursday night during the second debate. But what about Elizabeth Warren, who’s solidified her hold among the top three candidates and is pushing Sanders? Because of the large number of candidates and the two-night format, some of the best potential face-offs aren’t happening.

Here are a few of the candidates who would likely benefit from debating on the same night and what Americans will be missing:

Bernie Sanders vs. Elizabeth Warren

Elizabeth Warren has been cutting into and even surpassing Bernie Sanders’ second place position in the polls. According to data aggregated by Real Clear Politics, Warren is about three points behind Sanders, but she leads him in the most recent Monmouth poll. With their progressive messages, it’s likely one of them will eventually need to pull voters away from the other to challenge frontrunner Biden.

Both Sanders and Warren support policies like free college tuition, the elimination or downsizing of student debt, the breakup of Big Tech, an increase of taxes on the megarich and a Green New Deal. On stage they would be able to discuss the different nuances of each of their plans (Sanders, for instance, wants to eliminate all student debt; Warren would cancel up to $50,000 of debt for households making less than $100,000 and cancel no debt of households making $250,000 or more) and better showcase the major difference that underscores their similar views: Sanders is an avowed socialist who speaks openly of a political revolution. Warren is a capitalist who wants to increase regulation.

If Warren and Sanders were together, they might also be able to pull the other candidates further left in live time. Instead, progressives will have to settle for hearing their messages on separate nights.

Cory Booker vs. Joe Biden

Until last week, a debate between Booker and Biden had little appeal. Then Biden remarked that he had worked across the aisle with well-known segregationists James Eastland and Herman Talmadge. “I was in a caucus with James O. Eastland,” he said. “He never called me ‘boy.’ He always called me ‘son.’” Booker responded by saying it was wrong to use those relationships as an example for unity. Biden said Booker should apologize for questioning his commitment to civil rights. Biden has since said his original comments were taken out of context.

Booker continued to disparage Biden Sunday on “This Week With George Stephanopoulos.” “I listened to the full totality of what he was talking about and frankly I heard from many, many African Americans who found the comments hurtful,” Booker said on the show. “Look, we make mistakes, we sometimes tread on issues that maybe we aren’t knowledgeable of.”

Unfortunately for Booker, who has barely registered as a candidate despite years in the public eye, he won’t be able to emphasize his message to Biden’s face. Sen. Kamala Harris, who also criticized Biden’s remarks, will be debating Biden on the second night.

Beto O’Rourke vs. Pete Buttigieg

Last November, Beto O’Rourke was the shiny young future of the Democratic party. He had gone from unknown Congressman to a hyped, but ultimately unsuccessful, challenger to Sen. Ted Cruz. While raising some $80 million, O’Rourke garnered attention from the likes of Beyonce and LeBron James, setting the path for his presidential run.

[fortune-brightcove videoid=6013919854001]

Then Pete Buttigieg arrived on the scene. The South Bend Mayor is younger and speaks more Norwegian. They both have charisma and can rhapsodize on numerous subjects, albeit without staking many clear positions so far.

And Buttigieg has outdone O’Rourke. His background as a veteran, the potential history-making accomplishment of being the first gay man elected president and his message to the Christian Left have let him stand out from O’Rourke. O’Rourke’s first major policy paper was on climate change, a topic owned by candidate Jay Inslee, and he has not gained significant momentum with any policy rollouts since. In the aggregated Real Clear Politics data, Buttigieg is at 7.1%, in fourth place among the candidates, and O’Rourke is at 3.6%, in sixth place.

On the same debate stage, O’Rourke might have an opportunity to take back from Buttigieg his place as the charismatic candidate adept at wowing crowds. But he’ll have to wait longer.

Bill de Blasio vs. Kirsten Gillibrand

With New York-centric leadership roles, New York City mayor Bill de Blasio and Sen. Kirsten Gillibrand should potentially have connections to many of the same donors and a massive, blue voting base. One of them will need to stand out as a better choice and receive the funding necessary to survive further into primary season (neither is polling above 1%), and this debate will not offer Gillibrand or de Blasio the opportunity to directly gain momentum against the other.

There’s another unfriendly reality for both candidates: In many cases, the wealthiest New Yorkers are favoring Biden, Buttigieg and Kamala Harris.

[fortune-brightcove videoid=6002605464001]

More must-read stories from Fortune:

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

—Why 2020 Democratic presidential candidates are flocking to Fox News

—Meet the Republicans likely to challenge Trump in the 2020 primary

—How would a recession shape the 2020 presidential race?

—Beating Trump in 2020: What the electability conversation misses

—The campaign finance power behind Trump impeachment efforts

About the Author
By Mark Dent
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
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

Employers are quietly pausing 401(k) matches again. The last time this happened was the 2008 recession and Covid
Personal Finance401(k)
Employers are quietly pausing 401(k) matches again. The last time this happened was the 2008 recession and Covid
By Courtney Vinopal and HR BrewMay 18, 2026
3 hours ago
Photo of Elon Musk
AIOpenAI
Jury rules against Elon Musk in $150 billion lawsuit against OpenAI and Sam Altman
By Sharon GoldmanMay 18, 2026
5 hours ago
broker
Investingbubble
AI is eating the market and Wall Street strategists have bubble brain as they debate: are we in 1997 or 1999?
By Nick LichtenbergMay 18, 2026
6 hours ago
Fortune Workplace Innovation Summit logo
ConferencesWorkplace Innovation Summit
Fortune Workplace Innovation Summit 2026 livestream
By Fortune EditorsMay 18, 2026
8 hours ago
David Solomon
SuccessCareers
Goldman Sachs CEO David Solomon had 2 jobs as a teenager while also juggling 3 sports. Now, he’s telling Gen Z to stop wasting time
By Preston ForeMay 18, 2026
8 hours ago
griffin
AIBillionaires
Billionaire Ken Griffin used to dismiss AI as ‘garbage.’ Here’s why he changed his mind—and why he’s ‘depressed’
By Nick LichtenbergMay 18, 2026
9 hours ago

Most Popular

The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
Politics
The Bezos family just donated $100 million to help achieve one of Mayor Zohran Mamdani’s top campaign promises
By Jake AngeloMay 12, 2026
6 days ago
Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
AI
Microsoft AI chief gives it 18 months—for all white-collar work to be automated by AI
By Jake AngeloMay 16, 2026
2 days ago
The top foreign holders of U.S. debt may soon dump Treasury bonds and bring their money back home, potentially spiking borrowing costs
Economy
The top foreign holders of U.S. debt may soon dump Treasury bonds and bring their money back home, potentially spiking borrowing costs
By Jason MaMay 17, 2026
1 day ago
SpaceX heads into a record-shattering IPO with the 'deepest moat that exists today' as investors vow to 'never bet against Elon'
Innovation
SpaceX heads into a record-shattering IPO with the 'deepest moat that exists today' as investors vow to 'never bet against Elon'
By Jason MaMay 16, 2026
2 days ago
Mamdani's New York is coming to tax your private jet. Here's how to prepare
Personal Finance
Mamdani's New York is coming to tax your private jet. Here's how to prepare
By Greg RaiffMay 16, 2026
3 days ago
'No one was coming to save me': How Reese Witherspoon built a $900 million company from a problem Hollywood wouldn't fix
Success
'No one was coming to save me': How Reese Witherspoon built a $900 million company from a problem Hollywood wouldn't fix
By Sydney LakeMay 17, 2026
2 days 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.