Club Shay Shay

Download the PrizePicks app today and use code SHANNON to get $50 in lineups after you play your first $5 lineup! https://prizepicks.onelink.me/LME0/SHANNON  Save the everyday with Amazon Comedian and global touring star Gabriel Iglesias joins for a candid and hilarious conversation about fame, relationships, comedy, and the moments that shaped his career. Gabriel opens up about the realities of dating and maintaining relationships while living a life on the road. As one of the most recognizable comedians in the world, he explains how constant fan interactions—sometimes happening every few steps in public—can create tension in relationships. Iglesias reflects on how fame complicates normal experiences like going out to dinner, and why partners have to understand the unique pressures that come with dating an entertainer. The conversation turns to humor and attraction, with Gabriel joking that while abs may look good, a sense of humor is what truly wins people over. Known for making audiences laugh his entire life, he shares how comedy became his greatest asset—but also admits that personal struggles, including weight and avoiding difficult conversations in relationships, created challenges earlier in his life. Iglesias then reflects on the moment he first discovered his comedic gift at just ten years old during a school talent show. Performing spot-on impressions of characters like Mickey Mouse, Ronald Reagan, and Pee-wee Herman, he stunned the audience and received a standing ovation—an experience that hooked him on performing long before he understood what stand-up comedy truly was. Growing up, Gabriel found inspiration in the raw comedy he watched on Def Comedy Jam and BET's ComicView. Without many Latino comedians in the spotlight at the time, he gravitated toward stars like Martin Lawrence and D. L. Hughley, whose performances helped shape his understanding of stand-up. He even shares the surreal moment of finally meeting Martin Lawrence decades later and expressing how much his work meant to him. Gabriel also talks about landing one of his early TV opportunities on ComicView and why young comedians should prioritize mastering the craft over chasing money or fame. For him, exposure and growth mattered far more than the small paycheck he earned at the time. One of the most memorable stories comes from his first trip to New York to perform on Showtime at the Apollo at the legendary Apollo Theater in 1999, hosted by Steve Harvey. Gabriel recalls how brutally honest the Apollo audience was—and how he had to follow a fellow comedian who had just been booed off the stage. After advice from co-host Kiki Shepard about changing his outfit, Iglesias took the stage in a simple white T-shirt and delivered one of the best sets of his early career, earning a standing ovation. He also shares the awkward aftermath of celebrating that huge moment while still sharing a hotel room with the comedian who bombed before him—and how even a second attempt at redemption at Carolines on Broadway didn’t go as planned. Closes with highlighting Gabriel’s incredible career milestones—from selling out arenas worldwide to historic performances at venues like Madison Square Garden, Sydney Opera House, and Dodger Stadium—cementing the legacy of the comedian fans know and love as “Fluffy.”See omnystudio.com/listener for privacy information.

Download the PrizePicks app today and use code SHANNON to get $50 in lineups after you play your first $5 lineup! https://prizepicks.onelink.me/LME0/SHANNON  Save the everyday with Amazon Comedian and global touring star Gabriel Iglesias joins for a candid and hilarious conversation about fame, relationships, comedy, and the moments that shaped his career. Gabriel opens up about the realities of dating and maintaining relationships while living a life on the road. As one of the most recognizable comedians in the world, he explains how constant fan interactions—sometimes happening every few steps in public—can create tension in relationships. Iglesias reflects on how fame complicates normal experiences like going out to dinner, and why partners have to understand the unique pressures that come with dating an entertainer. The conversation turns to humor and attraction, with Gabriel joking that while abs may look good, a sense of humor is what truly wins people over. Known for making audiences laugh his entire life, he shares how comedy became his greatest asset—but also admits that personal struggles, including weight and avoiding difficult conversations in relationships, created challenges earlier in his life. Iglesias then reflects on the moment he first discovered his comedic gift at just ten years old during a school talent show. Performing spot-on impressions of characters like Mickey Mouse, Ronald Reagan, and Pee-wee Herman, he stunned the audience and received a standing ovation—an experience that hooked him on performing long before he understood what stand-up comedy truly was. Growing up, Gabriel found inspiration in the raw comedy he watched on Def Comedy Jam and BET's ComicView. Without many Latino comedians in the spotlight at the time, he gravitated toward stars like Martin Lawrence and D. L. Hughley, whose performances helped shape his understanding of stand-up. He even shares the surreal moment of finally meeting Martin Lawrence decades later and expressing how much his work meant to him. Gabriel also talks about landing one of his early TV opportunities on ComicView and why young comedians should prioritize mastering the craft over chasing money or fame. For him, exposure and growth mattered far more than the small paycheck he earned at the time. One of the most memorable stories comes from his first trip to New York to perform on Showtime at the Apollo at the legendary Apollo Theater in 1999, hosted by Steve Harvey. Gabriel recalls how brutally honest the Apollo audience was—and how he had to follow a fellow comedian who had just been booed off the stage. After advice from co-host Kiki Shepard about changing his outfit, Iglesias took the stage in a simple white T-shirt and delivered one of the best sets of his early career, earning a standing ovation. He also shares the awkward aftermath of celebrating that huge moment while still sharing a hotel room with the comedian who bombed before him—and how even a second attempt at redemption at Carolines on Broadway didn’t go as planned. Closes with highlighting Gabriel’s incredible career milestones—from selling out arenas worldwide to historic performances at venues like Madison Square Garden, Sydney Opera House, and Dodger Stadium—cementing the legacy of the comedian fans know and love as “Fluffy.”See omnystudio.com/listener for privacy information.

Shannon Sharpe and Chad “Ochocinco” Johnson react to Floyd Mayweather announcing his unretirement from boxing. Unc and Ocho seem very concerned that Floyd, at almost 50, is coming back because of financial problems. Plus, the duo discusses the 3 bouts he will have in 2026. Subscribe to Nightcap presented by PrizePicks so you don’t miss out on any new drops! Download the PrizePicks app today and use code SHANNON to get $50 in lineups after you play your first $5 lineup! Visit https://prizepicks.onelink.me/LME0/NI... 0:00 - Floyd Mayweather Jr. coming out of retirement29:48 - Mayweather vs Pacquiao 2 announced48:35 - Mayweather to fight kickboxer before Paqquiao (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

Shannon Sharpe and Chad “Ochocinco” Johnson are joined by boxing superstar Ryan Garcia to preview his upcoming welterweight title fight against Mario Barrios. Garcia breaks down his training camp, mindset, and game plan for the championship bout, while also addressing the shocking split with longtime trainer Joe Goossen, who is now in Barrios’ corner. Plus, the duo react to Ryan's dominating win Subscribe to Nightcap presented by PrizePicks so you don’t miss out on any new drops! Download the PrizePicks app today and use code SHANNON to get $50 in lineups after you play your first $5 lineup! Visit https://prizepicks.onelink.me/LME0/NI... 0:00 - Ryan Garcia Joins the show!15:02 - Garcia dominates Mario Barrios36:22 - Logan Paul and Le'Veon Bell fight loading?50:45 - Nahir Albright Joins the show! (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

Join NFL Legends James "Deebo" Harrison and Joe Haden as they react to the start of NFL Free Agency which saw the Pittsburgh Steelers trade for Michael Pittman Jr. Deebo & Joe are joined by former Pittsburgh Steelers RB Le'Veon Bell! Download the PrizePicks app today and use code DEEBOJOE to get $50 in lineups after you play your first $5 lineup! https://prizepicks.onelink.me/LME0/DEEBOJOE Timeline: 00:00 - Le'Veon Bell joins 40:50 - Steelers Free Agency (Timestamps may vary based on advertisements.) #Club #NightcapSee omnystudio.com/listener for privacy information.

Join NFL Legends James "Deebo" Harrison and Joe Haden as they react to the Atlanta Falcons signing Tua Tagovailoa, Mike Evans joining the San Francisco 49ers, Kenneth Walker III signing with the Kansas City Chiefs, and much more! Download the PrizePicks app today and use code DEEBOJOE to get $50 in lineups after you play your first $5 lineup! https://prizepicks.onelink.me/LME0/DEEBOJOE 00:00 – Tua signs with Falcons14:45 – Malik Willis signs with Dolphins18:00 – Mike Evans signs with Niners23:23 – Kenneth Walker signs with Chiefs36:45 – Play or Fade Presented by PrizePicks (Timestamps may vary based on advertisements.) #Club #NightcapSee omnystudio.com/listener for privacy information.

Shannon Sharpe and Chad “Ochocinco” Johnson react to Mike Evans signign with the San Francisco 49ers, Tyler Linderbaum is leaving Baltimore and heading to Las Vegas to join the Raiders, and the Colts are trading Michael Pitman Jr to the Pittsburgh Steelers and much more! Subscribe to Nightcap presented by PrizePicks so you don’t miss out on any new drops! Download the PrizePicks app today and use code SHANNON to get $50 in lineups after you play your first $5 lineup! Visit https://prizepicks.onelink.me/LME0/NI... 0:00 - Mike Evans leaving Tampa Bay for the 49ers11:18 - Tyler Linderbaum leaving Baltimore for Las Vegas16:58 - Colts trade Michael Pittman Jr to the Steelers20:36 - Nakobe Dean signs with the Raiders24:15 - Rashan Gary signs with Cowboys29:58 - Seahawks bringing back Rashid Shaheed33:24 - Titans signing Wan’Dale Robinson35:37 - Broncos bringing back JK Dobbins37:57 - Dan Orlovsky vs Lamar Jackson46:38 - NBA cancels Magic City Monday Atlanta Hawks game48:08 - Q & Aaayyy (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

Shannon Sharpe and Chad “Ochocinco” Johnson are joined Clareesa Shields to defend herself on why she thinks she can beat Rolly Romero, Dolphins are releasing Tua and he is signing with the Atlanta Falcons, and Chiefs sign Kenneth Subscribe to Nightcap presented by PrizePicks so you don’t miss out on any new drops! Download the PrizePicks app today and use code SHANNON to get $50 in lineups after you play your first $5 lineup! Visit https://prizepicks.onelink.me/LME0/NI... 6:56 - Claressa Shields joins the show57:03 - Dolphins releasing Tua1:09:30 - Chiefs signing Kenneth Walker III (Timestamps may vary based on advertisements.) #ClubSee omnystudio.com/listener for privacy information.

Join NFL Legends James "Deebo" Harrison and Joe Haden as they react to the Las Vegas Raiders trading Maxx Crosby to the Baltimore Ravens, the Los Angeles Rams giving Trent McDuffie a massive extension after trading for him, the Miami Dolphins announcing they will release Tua Tagovailoa, the Pittsburgh Steelers free agency outlook, and much more! Download the PrizePicks app today and use code DEEBOJOE to get $50 in lineups after you play your first $5 lineup! https://prizepicks.onelink.me/LME0/DEEBOJOE Timeline:00:00 - Steelers QB Problems17:00 - Ravens trade for Maxx Crosby37:28 - Myles Garrett not taking to Browns42:10 - Jordan Davis Extension with Eagles (Timestamps may vary based on advertisements.) #Club #NightcapSee omnystudio.com/listener for privacy information.

Join NFL Legends James "Deebo" Harrison and Joe Haden as they react to Logan Paul is backing out of his fight with Le'Veon Bell, Trent McDuffie signing a massive deal with the Los Angeles Rams, and Claressa Shields saying she can beat Rolly Romero. Download the PrizePicks app today and use code DEEBOJOE to get $50 in lineups after you play your first $5 lineup! https://prizepicks.onelink.me/LME0/DEEBOJOE 00:00 - Travis Kelce Future with Chiefs04:56 - Trent McDuffie signs deal with Rams11:44 - Claressa Shields calls out Rolly Romero18:00 - Logan Paul backs out of Le'Veon Bell fight23:30 - Play or Fade Presented by PrizePicks (Timestamps may vary based on advertisements.) #Club #NightcapSee omnystudio.com/listener for privacy information.