Jimmy Kimmel kicked off his Monday night monologue by parroting the usual Democratic lines about the anti-ICE protests in Minneapolis, and conservatives wasted no time roasting him for it. Jimmy Failla is here to break down why Kimmel lost his funny bone the second he started getting political. Featured guests: Caroline Sunshine, Former Trump 2024 Deputy Communications Director Jessica Tarlov, co-host of “The Five” 00:00 The "Purposeful" Failure of Late Night Comedy 06:40 The Obama Double Standard on Deportations 11:15 Caroline Sunshine: The "White Savior" Complex at ICE Protests 18:10 Impeding Law Enforcement vs. Peaceful Protest 21:55 Jessica Tarlov: Finding Common Ground Amidst the Inferno 26:20 The Debate Over ICE Execution & "Worst of the Worst" 34:10 Why the Media Obsesses Over the "Hustle" Cycle