Kentucky
Scott Jennings is a prominent conservative political commentator on CNN, known for his sharp insights and thought-provoking analysis. Dubbed “The Black Sheep of CNN” by the Daily Mail and “Lonely Scott” by Bill Maher for his engaging nightly debates, Jennings has become a fixture of CNN’s election and major event coverage. As the network's senior conservative commentator, Scott brings a unique perspective, blending humor and candor grounded in his rural American roots, to deliver compelling arguments and lively discussions on the news of the day.
Scott uses his extensive experience navigating high-stakes political campaigns, advising top leaders, and crafting impactful messaging to shed light on leadership and the evolving landscape of American governance. With a unique position as both a political insider and a media personality, Scott is a sought-after voice on national and international platforms.
When Scott Jennings speaks, audiences leave equipped with more than just knowledge—they gain a renewed understanding of political and organizational dynamics. Scott makes complex political strategies relatable and applicable to real-world scenarios. Whether addressing corporate leaders or civic organizations, he empowers listeners to think critically, communicate effectively, and lead confidently in their spheres of influence.
Scott’s career spans decades at the intersection of politics and media. A trusted advisor on four presidential campaigns, he served as Special Assistant to President George W. Bush and played pivotal roles in high-profile Senate and congressional races. His expertise in political strategy has made him a respected analyst on CNN and a prolific writer featured in publications like the LA Times and Gannett. Beyond the campaign trail, Scott has taught at Harvard’s Kennedy School, is a founding partner of RunSwitch Public Relations, and is the author of A Revolution of Common Sense—available for preorder on Amazon and other booksellers today. The book will be released November 2025.
An Evening with Scott Jennings
The Future Under Trump: Political and Policy Trends to Watch in the Coming Years.
Scott Jennings offers an insider's perspective on the key priorities, challenges, and opportunities facing the Trump administration in the coming years. This thought-provoking talk examines the administration’s policy agenda, including its approach to economic growth, foreign relations, and domestic issues that will shape the nation’s trajectory. Drawing on his experience as a political commentator and strategist, Scott provides an analysis of how the administration’s decisions may impact political, business, and societal landscapes.

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November 24, 2025
Scott Jennings was a wonderful addition to our conference this year. Not only does he bring depth and expertise in his subject area, but he is patient and kind with our staff, conference participants, and other speakers. A true mensch!
The Jewish Federations of North America Helpful 0