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Flashback: Trump and Oprah discuss presidential run in 1988 interview
Jan 8, 2018
washingtonexaminer.com
Trump Discussed U.S. Foreign Policy, Running for President in This 1988 Oprah Interview
Mar 23, 2016
Mediaite
J.D. Durkin
4:18
1988 Oprah Interview: Trump's Popularity & Running For President
4.9K views
Aug 23, 2024
YouTube
The Thinking Conservative News
2:33
Donald Trump interview on Oprah 1988
3.1K views
Aug 11, 2016
YouTube
I Bleed Red White and Blue
2:42
Donald Trump 1988 on Oprah Show - Being President of the United States 27 years ago!
229.1K views
Sep 17, 2015
YouTube
24 Hour News
1:53
When Trump Discussed His Success With Oprah Winfrey In 1988 Interview
10 months ago
MSN
Slingshot News
3:11
Oprah Winfrey Interviews Donald Trump in 1988
1M views
Jul 31, 2015
YouTube
Andrew Philbrick
Donald Trump's Old Appearance On 'Oprah' From 1988 Is Going Viral [VIDEO]
91 views
3 months ago
totalprosports.com
0:27
Donald Trump Predicted His Presidency in 1988 Oprah Interview | Shocking Throwback Clip
68.5K views
Apr 14, 2025
YouTube
Foundation for Educational Success
0:39
The 1988 Oprah Winfrey interview with Donald Trump aired on April 25, 1988 (Season 3, Episode 5 of The Oprah Winfrey Show). At the time, Trump was a prominent New York real estate developer and celebrity, fresh off placing a high-profile full-page ad in major newspapers (like The New York Times) in 1987 criticizing U.S. foreign policy… She asked if he’d ever run for president. Trump replied: “Probably not.” But he added the famous caveat: “If it got so bad, I would never want to rule it out tota
733 views
3 months ago
TikTok
angelvictoriaallen
Trump tariffs: Viral video of Trump from 1988 Oprah Winfrey’s show resurfaces, ‘I’d make our allies pay…’
Apr 3, 2025
financialexpress.com
0:53
Oprah Reacts to 1988 Interview with Donald Trump About Being President
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Oct 14, 2015
YouTube
Inside Edition
1:35
Donald Trump Asked About Being President on Oprah in 1988 #Trump #Oprah #Throwback
1.1K views
2 months ago
YouTube
Visual Trenz
0:24
"Yeah, I'll beat Oprah." Moments ago, President Donald J. Trump told reporters he knows Oprah Winfrey "very well" and he doesn't think she is going to run for president in 2020. | Fox Business
385.9K views
Jan 9, 2018
Facebook
Fox Business
0:37
President Donald J. Trump on Oprah Winfrey reportedly considering a presidential run: “I’d beat Oprah. Oprah would be a lot of fun ... I like Oprah. I don’t think she’s going to run.” | CNN Politics
45.8K views
Jan 9, 2018
Facebook
CNN Politics
2:27
Oprah Interviews Donald Trump on Presidential Aspirations
Apr 5, 2025
TikTok
tennessee_made86
1:14
Young Trump's SHOCKING Interview With Oprah About Running For President!
37K views
3 months ago
YouTube
God & Politics
FLASHBACK: Here’s How Trump Responded When Asked if He’d Run for President 27 Years Ago
Jul 18, 2015
Mediaite
Andrew Kirell
1:31
Watch Donald Trump Tell Oprah in 1988 That Ivana Does Whatever I Say
118K views
Mar 25, 2016
YouTube
Inside Edition
0:21
TRUMP INSTINCT TO WIN INTERVIEW ON OPRAH
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Sep 14, 2024
YouTube
TEAM AMERICA
Oprah Winfrey Talks Donald Trump on ’60 Minutes’ Part 1
Sep 25, 2017
The Hollywood Reporter
THR Staff
5:24
Our reluctant President Oprah Winfrey details her relationship with Donald J. Trump... | Jimmy Kimmel Live
177K views
Feb 23, 2018
Facebook
Jimmy Kimmel Live
Donald Trump Lashes Out Over Oprah Winfrey’s Interview With Kamala Harris Intevriew: 'This Isn't the Real Oprah'
Sep 23, 2024
hollywoodunlocked.com
Joshua Isaiah on Instagram: "In 1988, Donald Trump sat down with Oprah Winfrey for an interview that, in hindsight, seemed to foreshadow his eventual rise to the presidency. At the time, Trump was a billionaire real estate mogul known for his business ventures, but his comments during the interview revealed early frustrations with America’s global standing—frustrations that would later become key themes of his 2016 presidential campaign. During the interview, Oprah asked Trump about his views on
1.5M views
Mar 7, 2025
Instagram
justsayjoshua
1:13:50
President Donald Trump's extended 60 Minutes interview
6 months ago
CBS News
0:45
Trump in 1999: Oprah would be first VP choice
Jan 8, 2018
CNN
5:13
Fact Check: Video Shows Trump Saying in 1980 He Wouldn't Run for Office Because 'It's a Very Mean Life.' Here's What Else He Said
Feb 20, 2024
Yahoo
Jordan Liles
0:54
Oprah Winfrey may help block one of Donald J. Trump's questionable cabinet picks. | Mic
117.6K views
Feb 14, 2017
Facebook
Mic
4:55
Michelle Obama talks standing in her truth in farewell interview with Oprah
7 months ago
khou.com
President Oprah in 2020? Zaba shares her opinion
Apr 27, 2020
ecr.co.za
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