This Fresh Air Weekend episode features two interviews. First, Ahmir Questlove Thompson discusses his documentary *SLY LIVES*, exploring the life and musical impact of Sly Stone and Sly & the Family Stone, highlighting the innovative and inclusive nature of their music and its lasting influence on various genres. Second, Sebastian Stan talks about his Oscar-nominated role as Donald Trump in *The Apprentice*, discussing the challenges of portraying Trump without resorting to caricature and reflecting on Trump's current political actions. Stan also shares personal experiences relating to his role in *A Different Man*, discussing themes of alienation and how looks affect social interactions. The episode concludes with both guests' reflections on their careers and experiences.