When Roy Wood Jr. was arrested for stealing a credit card at 19 years old, he thought his life was over. While awaiting his sentencing and with nothing to lose, he decided to finally try standup comedy. He was a natural, and when the judge decided to give him probation over prison, he decided to pursue comedy for real. Roy talks about learning how to perform ... Show More
Aug 20
Choices We Made: Magazine Makeup Artist or Cosmetics CEO? (with Bobbi Brown)
Bobbi Brown, Founder of Jones Road Beauty, joins Sam fresh off the plane from Paris to discuss her new book, Still Bobbi, and to explore her career trajectory from behind-the-scenes makeup artist to two-time cosmetic company CEO. Bobbi talks about how some of her most important c ... Show More
48m 5s
Aug 13
Choices We Made: Joy or Happiness? (with Kate Bowler)
Professor, author, and podcast host Kate Bowler joins Sam to talk about her new book Joyful Anyway, and what the difference between joy and happiness really is. They talk about why happiness is circumstantial but joy is big and bright and hits your reward system. They talk about ... Show More
58m 23s
Dec 2023
Roy Wood Jr.
Roy Wood Jr. is an Emmy-nominated comedian, writer, producer, actor, radio personality, and podcaster known for his stand-up comedy and work as a correspondent on Comedy Central’s The Daily Show. He joins the Design Matters Live Tour to discuss his career, entertaining millions a ... Show More
41m 59s
Mar 2025
#120 - Roy Wood Jr.
<p>The great Roy Wood Jr. joins the pod to discuss his new special LONELY FLOWERS, old sitcoms, child actors, making prank calls as a radio DJ, grinding out his early comedy days, his dad not rocking with fun, and much more. Stav and Roy help callers including a man who's salty t ... Show More
1h 28m
Oct 2025
#320 The Chicken Deal With The Devil with Roy Wood Jr.
Comedian Roy Wood Jr. returns to share the downsides of comedians sh*t talking, the role entertainment plays in politics, making life decisions in the pursuit of happiness, and why standing too close to the grill master has gotta stop. Follow Roy Wood Jr. on Instagram, TikTok, Yo ... Show More
1h 30m
