The segment opens with the hosts introducing Sheryl Underwood, described as an Emmy-winning co-host of The Talk on CBS and a philanthropist, who calls in ahead of her Funny Bone Albany appearance on Thursday. Underwood immediately launches into a declaration that she did not merely listen to classic rock — she lived it, listing Chicago, Tower of Power, the Average White Band, the Doobie Brothers, Boston, and old Aerosmith as part of her formative experience. She connects the era of fold-out album liner notes to discovering that Rod Simpson was in Heatwave and produced Michael Jackson, contrasting it with AI-written lyrics charting today. Her critique of AI music is pointed: a computer lacks the angst and pain that produce great songs, and can't replicate Heart writing Barracuda or the evolution of Jefferson Airplane into Jefferson Starship. She extends this into a broader social critique, arguing that tech CEOs push automation because they personally lack interpersonal skills, and laments that people no longer date casually or go to movies together. The hosts pivot to ask about CBS replacing Colbert's Late Show with Byron Allen's comedy roundtable. Underwood expresses genuine warmth toward Colbert, recalling a CBS upfront where she met him and his bandleader on the same night they described the upcoming show. She also voices support for Byron Allen, having appeared on his Comics Unleashed in a highly rated episode about fifteen years prior, where she performed a joke about resembling Wesley Snipes without makeup. Underwood then describes her current situation as a job tour after The Talk was canceled, noting she needs income like any American who lost a job. She reveals she guest hosted The View, representing the Republican perspective, and describes her episodes as well-received. She frames this in the context of identifying as a registered Republican but first a true American, which she says she addresses directly in her comedy. The segment then becomes a broader cultural appeal: Underwood advocates for keeping radio and television alive as respites from daily stress, positioning social media as a supplement rather than a replacement. She makes a specific outreach to TSA agents and government workers experiencing layoffs, inviting them to her shows and offering discounts. She notes that police are also welcome while drawing a clear line against badge overreach. At each show, Underwood describes a giveaway where men can walk across the stage and win cash, with comedian Kyle Irby also on the bill. The segment ends with Underwood giving an unexpected shoutout to Victor Glover, Artemis 2 astronaut and her personal fraternity brother, which visibly surprises the hosts.
