David Letterman held his job as a late night television host for over 30 years. Throughout those years, Donald J. Trump appeared as a guest multiple times and there was only one thing Dave really wanted to know about Donald: How much is he really worth? Here is a 2 decade compilation of Donald dodging the same question he still can't quite really answer today... | Two Buttons Deep
1:50
David Letterman held his job as a late night television host for over …
153.3K viewsMay 5, 2016
FacebookTwo Buttons Deep
MSN
13:15
MSN
Aug 22, 2024
MSNSlingshot News
Letterman rips Trump, calls him a 'damaged human' who should be 'shunned'
Letterman rips Trump, calls him a 'damaged human' who should be '…
Oct 7, 2016
BUSINESS INSIDEREmmanuel Ocbazghi
56K views · 1.4K reactions | It's time to play Trump Or Wookie? | David Letterman | Facebook
13:28
56K views · 1.4K reactions | It's time to play Trump Or Wookie? | David …
28.9K views2 months ago
FacebookDavid Letterman
25M views · 282 reactions | Flashback Friday: That time David Letterman called Donald J. Trump a straight up racist. | HuffPost Politics | Facebook
3:21
25M views · 282 reactions | Flashback Friday: That time Davi…
25.5M views3 weeks ago
FacebookHuffPost Politics
David Letterman Reflects on Trump as a Late-Night Guest | THR News
David Letterman Reflects on Trump as a Late-Night Guest | THR News
Jun 12, 2019
The Hollywood Reporter
Old Video Of David Letterman Challenging Donald Trump Over China-Made Ties Goes Viral
Old Video Of David Letterman Challenging Donald Trump Over C…
Aug 24, 2019
HuffPostLee Moran
David Letterman Shreds 'Dictator' Trump's Attack Using 1 'Very Goo…
4 months ago
HuffPostBen Blanchet
2:58
David Letterman's Epic Response to Trump's Attack on Seth Meyers
2 months ago
YouTubeThe Creative Flow
6:12
Donald Trump Loses Control on David Letterman’s Show — What …
1 views1 month ago
YouTubeTHE UNTOLD USA
2:49
David Letterman Warns Seth Meyers as Trump Demands NBC Fire Late …
410 views2 months ago
YouTubeUS EntNews
11:18
Donald Trump Kicked Off David Letterman’s Show After Heated Ex…
66 views3 months ago
YouTubeThe Celeb Spot
3:03
Donald Trump Kicked Off David Letterman’s Show After Heated Ex…
2.8K views4 months ago
YouTubeElite Voices of Politics
6:26
David Letterman interviews Donald Trump 1986
760 viewsAug 29, 2023
YouTubeRuhPost
Is It Donald Trump Or A Monkey? | Letterman
42.3K viewsMar 20, 2023
YouTubeLetterman
Dave Live From Trump Tower | Letterman
47.3K viewsMay 31, 2023
YouTubeLetterman
2:16
Trump Or Colbert
2.1M viewsSep 23, 2015
YouTubeThe Late Show with Stephen Colbert
5:32
David Letterman Final Show
88.8K viewsMay 21, 2015
YouTubeABC News
5:39
10th Anniversary Highlights David Letterman
158.8K viewsOct 5, 2011
YouTubemorrisonAV
0:40
David Letterman makes Top 10 list about Trump
631 viewsJul 13, 2015
YouTubeKTNV Channel 13 Las Vegas
0:57
David Letterman calls Donald Trump 'ignorant'
44.2K viewsMar 6, 2017
YouTubeABC News
1:08:36
David Letterman last NBC show- best quality
116.2K viewsFeb 21, 2021
YouTubeThe Media Hoarder
23:59
Donald Trump on Letterman, 1986-87
10.8M viewsFeb 22, 2017
YouTubeDon Giller
4:52
1980s: How Donald Trump Created Donald Trump | NBC News
13.7M viewsJul 6, 2016
YouTubeNBC News
0:56
What David Letterman Has To Say About Donald Trump | On Assign…
21.4K viewsJun 18, 2016
YouTubeNBC News
2:21
David Letterman's Top 10 Moments
82K viewsApr 4, 2014
YouTubeCNN
6:10
The Most Uncomfortable Letterman Interviews Ever
2.2M viewsAug 27, 2018
YouTubeNicki Swift
14:25
Top 10 Most Memorable David Letterman Moments
6.5M viewsMay 21, 2015
YouTubeWatchMojo.com
26:39
Letterman vs. Leno: Late Night TV Wars - 1993 - ABC News Nightline
79.8K viewsJan 18, 2019
YouTubeShatner Method
1:25
Late night hosts pay tribute to Letterman
27.2K viewsMay 20, 2015
YouTubeCNN
See more videos
Static thumbnail place holder