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iHeartPodcasts and Shay Shay Media


NFL legend Shannon Sharpe—3x Super Bowl champion and member of the Pro Football Hall of Fame—sits down with the biggest athletes, celebrities and influencers to discuss their accomplishments, challenges, and everything in-between.


Club Shay Shay

Shannon Sharpe and Chad “Ochocinco” Johnson react to the Maxx Crosby trade between the Baltimore Ravens and the Las Vegas Raiders getting rescinded, Bam Adebayo has 83 points against the Washington Wizards to score the 2nd highest points in NBA history, and Shakur Stevenson joins the show and much more!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...
 
04:40 - Ravens cancel Maxx Crosby trade with Raiders
39:00 - Bam Adebayo’s historic 83 pt night against Wizards
48:40 - Shakur Stevenson joins 
 
(Timestamps may vary based on advertisements.)
 
#Club

See omnystudio.com/listener for privacy information.

Nightcap Hour 1: Ravens hit UNO REVERSE on Maxx Crosby + Trey Hendrickson SIGNS with RAVENS + Shannon DEFENDS Bam Adebayo’s 83-Point Game + Shakur Stevenson JOINS Nightcap to talk FUTURE FIGHTS

Shannon Sharpe and Chad “Ochocinco” Johnson are joined by Rolly Romero to talk about his upcoming fights this year, Kyle Murray is going to visit the Minnesota Vikings on Thursday to see if he will sign with them, and the Colts and Daniel Jones agree to a new 2 year deal 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 - Rolly Romero joins
26:21 - Kyler Muray to visit Vikings on Thursday
33:00 - Colts and Daniel Jones work out 2 yr deal
1:53:15 - Q & Aaayyy
 
(Timestamps may vary based on advertisements.)
 
#Club

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Nightcap Hour 2: Rolly Romero JOINS Nightcap to talk DEVIN HANEY & Claressa Shields + Kyler Murray VISITS Vikings + Daniel Joins GETS PAID by COLTS

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.”

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Club Shay Shay - Gabriel Iglesias Part 2

Club Shay Shay - Gabriel Iglesias Part 1

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 retirement
29:48 - Mayweather vs Pacquiao 2 announced
48:35 - Mayweather to fight kickboxer before Paqquiao
 
(Timestamps may vary based on advertisements.)
 
#Club

See omnystudio.com/listener for privacy information.

Best of Boxing News Part 1: HEATED DEBATE if Floyd Mayweather Jr. has GONE BROKE after UNRETIRING

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 Barrios
36:22 - Logan Paul and Le'Veon Bell fight loading?
50:45 - Nahir Albright Joins the show!
 
(Timestamps may vary based on advertisements.)
 
#Club

See omnystudio.com/listener for privacy information.

Best of Boxing News Part 2: Ryan Garcia and Nahir Albright JOIN Unc & Ocho, Logan Paul CALLING OUT NFL players

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 #Nightcap

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Deebo & Joe - Part 1: Steelers Free Agency REACTION: Pittsburgh TRADES for Pittman Jr + Le'Veon Bell joins!

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 Falcons
14:45 – Malik Willis signs with Dolphins
18:00 – Mike Evans signs with Niners
23:23 – Kenneth Walker signs with Chiefs
36:45 – Play or Fade Presented by PrizePicks
 
(Timestamps may vary based on advertisements.)
 
#Club #Nightcap

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Deebo & Joe - Part 2: Mike Evans LEAVES Tampa, Tua to the Falcons, Chiefs sign Kenneth Walker III

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 49ers
11:18 - Tyler Linderbaum leaving Baltimore for Las Vegas
16:58 - Colts trade Michael Pittman Jr to the Steelers
20:36 - Nakobe Dean signs with the Raiders
24:15 - Rashan Gary signs with Cowboys
29:58 - Seahawks bringing back Rashid Shaheed
33:24 - Titans signing Wan’Dale Robinson
35:37 - Broncos bringing back JK Dobbins
37:57 - Dan Orlovsky vs Lamar Jackson
46:38 - NBA cancels Magic City Monday Atlanta Hawks game
48:08 - Q & Aaayyy
 
(Timestamps may vary based on advertisements.)
 
#Club

See omnystudio.com/listener for privacy information.

Nightcap Hour 2: Mike Evans LEAVES TAMPA for 49ERS + Tyler Lunderbaum HEADING to VEGAS + Colts TRADE Michael Pittman Jr. to STEELERS + Nakobe Dean SIGNS with RAIDERS + Cowboys NAB Rashan Gary + Wan’Dale Robinsons FINDS HOME with Titans + Dan Orlovsky VS Lamar Jackson + NBA CANCELS Magic City Night

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 show
57:03 - Dolphins releasing Tua
1:09:30 - Chiefs signing Kenneth Walker III
 
(Timestamps may vary based on advertisements.)
 
#Club

See omnystudio.com/listener for privacy information.

Nightcap Hour 1: Claressa Shields STANDS ON BUSINESS with Unc + Dolphins RELEASE Tua + Super Bowl MVP Kenneth Walker SIGNS with CHEIFS

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 Problems
17:00 - Ravens trade for Maxx Crosby
37:28 - Myles Garrett not taking to Browns
42:10 - Jordan Davis Extension with Eagles
 
(Timestamps may vary based on advertisements.)
 
#Club #Nightcap

See omnystudio.com/listener for privacy information.

Deebo & Joe - Part 1: Maxx Crosby TRADED to Ravens, Steelers SEARCHING for QB Answers

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