Nightcap - Hour 1: Unc & Ocho react to Jerry Jones-Micah Parsons drama + Shakur Stevenson joins

Visit https://prizepicks.onelink.me/LME0/SHANNON and use code SHANNON and get $50 in lineups when you play your first $5 lineup! Roy Wood Jr. — comedian, writer, and one of the sharpest political voices in comedy — joins Club Shay Shay for a raw and insightful conversation about free speech, family, and finding truth in laughter. Roy starts by looking back at his time at CNN, where he was invited to join New Year’s Eve Live with Anderson Cooper and Andy Cohen. He explains why he turned down drinking on-air, knowing that one wrong moment could jeopardize his role. That experience taught him early on how delicate free expression can be in corporate media. From there, Roy dives into the fallout surrounding Don Lemon’s firing after his controversial remarks about Nikki Haley. He admits that moment reshaped how he viewed the tension between truth and image inside the news world. Hosting CNN’s I Got News for You only reinforced that lesson — showing him that journalism, unlike comedy, often filters honesty through politics and brand management. Roy recalls one of the toughest breaks of his career — the cancellation of his sitcom pilot with Whoopi Goldberg. He describes how the loss initially crushed him, but ultimately became a turning point. Whoopi’s encouragement reminded him to keep pushing forward, and he returned to stand-up with a renewed sense of purpose and creative control. He also reflects on how late-night shows like Jimmy Kimmel Live! have become one of the few remaining spaces where comedians can still tackle uncomfortable truths. To Roy, comedy has always been about exposing what people are afraid to say — a mission that’s becoming harder as networks and audiences grow more cautious. In a more personal moment, Roy opens up about fatherhood and how becoming a dad changed the way he sees his career. He talks about balancing his work on The Daily Show with raising his son, making sure he’s present while showing him the value of purpose and patience. Roy admits that being a father keeps him grounded — it’s what motivates him to stay authentic, to build something that lasts beyond applause. As the conversation unfolds, Roy praises comedians like Trevor Wallace for using digital platforms to shape the next era of stand-up and Katt Williams for his unapologetic honesty. He also gives love to Marlon Wayans for his versatility and ability to evolve without compromising authenticity. Roy explains that whether it’s political satire or social storytelling, comedy’s greatest power is still connection — making people feel seen through laughter. Roy Wood Jr. shows why he’s one of comedy’s most essential voices. Honest, fearless, and deeply human, he delivers a masterclass in turning truth into humor — and proving that integrity will always be funny.See omnystudio.com/listener for privacy information.

6 Nov 1h 26min

Shannon Sharpe, Chad “Ochocinco” Johnson and Iso Joe Johnson react to the Dallas Cowboys making a big trade for Quinnen Williams, Indianapolis Colts trade for Sauce Gardner in a huge trade and Baltimore Ravens tight end joins the show to talk about the Ravens season thus far and much more! 04:10 - Cowboys Trade for Quinnen Williams19:28 - Colts trade for Sauce Gardner30:27 - Isaiah Likely joins the show52:25 - Josh Downs gives Sauce his #1 jersey (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

6 Nov 59min

Shannon Sharpe, Chad “Ochocinco” Johnson and Iso Joe Johnson react to New York Jets almost traded Breece Hall to the Kansas City Chiefs, the Los Angeles Rams sign a new kicker from the UFL, and LeBron James won’t travel on the road trip looking to return mid November and much more! 0:00 - Jets almost sealed Breece Hall3:14 - Rams sign 243lb kicker, Harrison Mevis6:27 - LeBron James won’t travel on road trip14:12 - What’s going on with Ja Morant?27:48 Jaylen Brown's hair strikes again40:45 - Klay Thompson benched by Mavs45:45 - Draymond responds to KD’s recent comments53:55 - Play or Fade with PrizePicks57:15 - Q & Ayyyyy (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

6 Nov 1h 10min

Visit https://prizepicks.onelink.me/LME0/SHANNON and use code SHANNON and get $50 in lineups when you play your first $5 lineup! Miguel kicking off global CAOS Tour in February 2026. Tickets on sale at https://officialmiguel.com/ CAOS album out now https://miguel.lnk.to/CAOS_CAPR Miguel — Grammy Award-winning singer, songwriter, and R&B visionary — joins for a rare, unfiltered conversation on his two-decade journey through music, love, and reinvention. From the early days of Sure Thing to the bold experimentation of his new album CAOS, Miguel opens up about art, heartbreak, and the pursuit of creative freedom. He reflects on writing Sure Thing after a real-life breakup, how the label tried to give the song to Usher, and what it was like watching it explode again on TikTok over a decade later — charting higher than ever before. Miguel revisits how the industry once told him he was a “hard sell” as a half-Black, half-Mexican artist, and how he turned that rejection into timeless success. The conversation dives into love, divorce, and letting go — from dating since age 19 to walking away from a marriage in his late 30s. Miguel shares the emotions behind Always Time, the pain of realizing love sometimes means release, and how that experience shaped his growth as a man and artist. He opens up about what fatherhood means to him, why he protects his child’s privacy online, and whether he’d ever get married again. Miguel also breaks down New Martyrs (Ride 4 U) — a protest anthem rooted in compassion and frustration. He discusses immigration, identity, and growing up in California as a proud Afro-Mexican, exploring how politics and humanity collide in his art. When asked about ICE and deportation, Miguel doesn’t hold back — reflecting on watching hardworking families get torn apart and what unity between Black and Mexican communities really looks like. He shares stories of collaborating with some of music’s biggest names: Beyoncé, Alicia Keys, Kendrick Lamar, J. Cole, Travis Scott, and Mariah Carey. From crafting “Rocket” with Beyoncé to recording in Jamaica with Alicia, Miguel reveals what it’s like creating alongside icons while staying grounded in his own vision. He even opens up about performing with Jamie Foxx, singing karaoke with Rihanna, and the energy of sharing stages with Drake and Future. Miguel talks money, ownership, and the business side of music — from learning about publishing and royalties to why streaming both empowers and exploits artists. He shares his smartest financial lessons, the importance of owning your masters, and what he’d tell new artists navigating fame in the streaming era. The conversation gets personal and philosophical too — touching on cancel culture, conspiracy theories, and his viral art stunt that left hooks pierced through his back. Miguel explains what drove him to take that risk, what it symbolized about pain and transcendence, and how he’s learned to embrace discomfort as part of his artistic evolution. At 40, Miguel is stepping into a new chapter. He reflects on being a Scorpio, on patience, on finding peace, and on the balance between chaos and clarity that defines CAOS. With honesty and humor, he toasts to love, fatherhood, and the next decade of fearless creation.See omnystudio.com/listener for privacy information.

5 Nov 1h 23min

Visit https://prizepicks.onelink.me/LME0/SHANNON and use code SHANNON and get $50 in lineups when you play your first $5 lineup! Miguel kicking off global CAOS Tour in February 2026. Tickets on sale at https://officialmiguel.com/ CAOS album out now https://miguel.lnk.to/CAOS_CAPR Miguel — Grammy Award-winning singer, songwriter, and R&B visionary — joins for a rare, unfiltered conversation on his two-decade journey through music, love, and reinvention. From the early days of Sure Thing to the bold experimentation of his new album CAOS, Miguel opens up about art, heartbreak, and the pursuit of creative freedom. He reflects on writing Sure Thing after a real-life breakup, how the label tried to give the song to Usher, and what it was like watching it explode again on TikTok over a decade later — charting higher than ever before. Miguel revisits how the industry once told him he was a “hard sell” as a half-Black, half-Mexican artist, and how he turned that rejection into timeless success. The conversation dives into love, divorce, and letting go — from dating since age 19 to walking away from a marriage in his late 30s. Miguel shares the emotions behind Always Time, the pain of realizing love sometimes means release, and how that experience shaped his growth as a man and artist. He opens up about what fatherhood means to him, why he protects his child’s privacy online, and whether he’d ever get married again. Miguel also breaks down New Martyrs (Ride 4 U) — a protest anthem rooted in compassion and frustration. He discusses immigration, identity, and growing up in California as a proud Afro-Mexican, exploring how politics and humanity collide in his art. When asked about ICE and deportation, Miguel doesn’t hold back — reflecting on watching hardworking families get torn apart and what unity between Black and Mexican communities really looks like. He shares stories of collaborating with some of music’s biggest names: Beyoncé, Alicia Keys, Kendrick Lamar, J. Cole, Travis Scott, and Mariah Carey. From crafting “Rocket” with Beyoncé to recording in Jamaica with Alicia, Miguel reveals what it’s like creating alongside icons while staying grounded in his own vision. He even opens up about performing with Jamie Foxx, singing karaoke with Rihanna, and the energy of sharing stages with Drake and Future. Miguel talks money, ownership, and the business side of music — from learning about publishing and royalties to why streaming both empowers and exploits artists. He shares his smartest financial lessons, the importance of owning your masters, and what he’d tell new artists navigating fame in the streaming era. The conversation gets personal and philosophical too — touching on cancel culture, conspiracy theories, and his viral art stunt that left hooks pierced through his back. Miguel explains what drove him to take that risk, what it symbolized about pain and transcendence, and how he’s learned to embrace discomfort as part of his artistic evolution. At 40, Miguel is stepping into a new chapter. He reflects on being a Scorpio, on patience, on finding peace, and on the balance between chaos and clarity that defines CAOS. With honesty and humor, he toasts to love, fatherhood, and the next decade of fearless creation.See omnystudio.com/listener for privacy information.

5 Nov 1h 14min

Get ready for the ultimate NFL Week 9 breakdown with Shannon Sharpe and Chad "Ochocinco" Johnson! Unc and Ocho dive into the thrilling matchups, with Josh Allen outshining Patrick Mahomes in a thrilling showdown, celebrate the resurgence of the Steelers' defense. From jaw-dropping plays to dominating performances, Unc and Ocho bring the heat, sharing their reactions and insights on all the action from Week 9! 0:00 - Bills vs Chiefs9:55 - Niners vs Giants13:46 - Chargers vs Titans18:00 - Rams vs Saints21:03 - Broncos vs Texans30:00 - Vikings vs Lions33:40 - Steelers vs Colts36:41 - Falcons vs Patriots (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

5 Nov 42min

Shannon Sharpe and Chad "Ochocinco" Johnson break down the best of Week 9! Unc and Ocho dissect the Panthers' stunning upset over the Green Bay Packers, Jayden Daniel's injury and much more from Week 9! 0:00 - Bengals vs Bears25:28 - Seahawks vs Commanders39:56 - Panthers vs Packers (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

5 Nov 52min

Join NFL Legends James "Deebo" Harrison and Joe Haden as they react to Monday Night Football where Jacoby Brissett goes on the road to beat the Dak Prescott and the Dallas Cowboys, Kevin Stefanski is giving up the play calling duties to the OC, and Dan Quinn takes responsibility for the Jayden Daniels injury and much more! Timeline:00:00 - Introduction5:30 - Cards beat Cowboys29:20 - Kevin Stefanski giving up play calling for Browns34:00 - Bengals HC not happy with Chase Browns’ comments38:00 - Dan Quinn Regrets playing Jayden40:00 - Frankie Luvu Suspended for Hip Drop Tackle48:00 - James tells story of getting their play signals stolen (Timestamps may vary based on advertisements.) #Club #Nightcap See omnystudio.com/listener for privacy information.

4 Nov 59min