Scott Jennings, perhaps the most intellectually gifted commentator on CNN, didn’t always align himself with Donald Trump.
In a recent discussion on the PBD podcast, Jennings shared his journey from skepticism to fervent support for Trump, revealing that he initially struggled to grasp the appeal of the former president.
He posits that the vehement opposition Trump faced from his critics played a pivotal role in shifting his perspective.
The Daily Caller elaborates:
Scott Jennings Outlines His Transformation from Trump Skeptic to Loyal Supporter
During his appearance on “The PBD Podcast” on Tuesday, Republican strategist Scott Jennings recounted how he evolved into a staunch advocate for President Donald Trump after initially failing to understand his allure.
In a segment aired by “The Daily Show” on YouTube, Jennings reflected on his earlier criticisms of Trump before ultimately embracing his leadership. When podcast co-host Adam Sosnick queried him about the change in his viewpoint, Jennings candidly responded:
“I’ve voted Republican my whole life, and I did cast my ballot for him three times. But like many, I didn’t get it. I openly acknowledge that I failed to comprehend what was happening. I found it perplexing that someone who hadn’t been a Republican could come in and seize control of the Republican Party. It took time for me to grasp his strategy. As I contemplated the upcoming election in 2024, the choice became stark—[former Vice President] Kamala Harris versus Donald Trump? It was a matter of common sense versus whatever she was promoting.”
Watch the clip below:
NEW: @ScottJenningsKY clarifies why he transitioned to being a staunch Trump supporter
“I did not comprehend how this non-Republican was overtaking the Republican Party. I just— I did not get it.”
“The automatic opposition— to despise and… pic.twitter.com/lunsmgafFp
— Jason Cohen (@JasonJournoDC) July 29, 2025
Additionally, Jennings made a noteworthy observation regarding the Democrats’ peculiar fixation on Jeffrey Epstein:
NEW: @ScottJenningsKY critiques the Dems’ Trump-Epstein narrative as “THE SAME STRATEGY THEY USED WITH RUSSIA”
“They are careening from one fictitious issue to the next, attempting to embed the notion that Trump had some involvement in Epstein’s misdeeds.”
“It’s the same… pic.twitter.com/XyGutkGy2E
— Jason Cohen (@JasonJournoDC) July 29, 2025
In sum, Jennings stands out as a beacon of insightful commentary on CNN, providing clarity in an often tumultuous political landscape.