Club Shay Shay - Roy Wood Jr. Part 1
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Club Shay Shay - Roy Wood Jr. Part 1

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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.

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Episoder(2030)

DK Metcalf says he's faster than Tyreek Hill

DK Metcalf says he's faster than Tyreek Hill

In this special rewind episode of Club Shay Shay, revisit some of Shannon's favorite segments from the show so far.00:00 DK Metcalf says he’s faster than Tyreek Hill3:06 DK Metcalf on his diet: “I’m an alien”6:45 DK Metcalf and Shannon squash their beefListen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

5 Sep 20229min

Michael Blackson and Shannon take turns roasting each other

Michael Blackson and Shannon take turns roasting each other

In this special rewind episode of Club Shay Shay, revisit one of Shannon's favorite segments from the show so far.00:00 Michael Blackson and Kevin Hart end their beef2:54 Michael Blackson’s reaction to Shannon being Nigerian7:41 Michael Blackson and Shannon take turns roasting each otherListen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

29 Aug 202212min

Tracy McGrady: "LeBron and D-Wade, skill-wise, are not touching KD and Kyrie."

Tracy McGrady: "LeBron and D-Wade, skill-wise, are not touching KD and Kyrie."

In this special rewind episode of Club Shay Shay, revisit one of Shannon's favorite segments from the show so far.00:22 “LeBron and D-Wade, skill wise, are not touching KD and Kyrie”05:04 Almost winning the NBA Finals with the Spurs06:44 “Kobe was more skilled than Jordan”Listen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

22 Aug 20229min

Adam “Pacman” Jones on Adopting Chris Henry’s Kids

Adam “Pacman” Jones on Adopting Chris Henry’s Kids

In this special rewind episode of Club Shay Shay, revisit one of Shannon's favorite segments from the show so far.00:00 Adam “Pacman” Jones tears up while talking about adopting Chris Henry’s kids2:40 Adam “Pacman” Jones on beating up his Cowboys security guard hired by Jerry Jones4:18 Adam "Pacman" Jones says his proclivity for strip clubs was reason Roger Goodell suspended himListen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

15 Aug 20227min

Tony Dungy defends putting Tom Brady at No. 6 on Toughest QBs to Face list + his SB XII story | REWIND EPISODE

Tony Dungy defends putting Tom Brady at No. 6 on Toughest QBs to Face list + his SB XII story | REWIND EPISODE

In this special rewind episode of Club Shay Shay, revisit one of Shannon's favorite segments from the show so far.00:00 Tony Dungy defends putting Tom Brady at No. 6 as his toughest QB to coach against. “Who I put ahead of Tom Brady: Aaron Rodgers, John Elway, Steve Young, guys who could move. Not to say Tom wasn’t great, but that extra dimension meant something to me." Dungy later goes on to talk about the upcoming young QB’s and how the game has progressed.5:02 Tony Dungy tells Shannon why he chose to sign with the Pittsburgh Steelers.. “I thought: I want to win and I want to play with the best, so I’ll go to Pittsburgh.” Dungy later goes on to talk about the epic Super Bowl XII showdown vs the Cowboys. “Neither side was intimidated. Every time I wasn’t in the game I was on the sidelines watching like: ‘What is happening out there?!’ There were great players all over the field.”Listen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

8 Aug 202211min

Ice Cube on the rise & fall of NWA, beef with Eazy-E and 'No Vaseline' | REWIND EPISODE

Ice Cube on the rise & fall of NWA, beef with Eazy-E and 'No Vaseline' | REWIND EPISODE

In this special rewind episode of Club Shay Shay, revisit one of Shannon's favorite segments from the show so far. Ice Cube discusses the origins of NWA, creation of the name, rise to stardom and their eventual breakup. Cube cites friction with group member Eazy-E and manager Jerry Heller that ultimately lead to both sides releasing diss tracks as Cube went solo. "I was just surprised they would take it there," Ice Cube says of the beef that escalated after his departure.Listen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

1 Aug 202213min

Earthquake

Earthquake

Shannon welcomes in comedian and actor Earthquake.Listen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

16 Mai 20221h 24min

Michael Blackson

Michael Blackson

Shannon welcomes in comedian, actor, writer & producer Michael Blackson.Listen & follow more FOX Sports podcasts: http://sprtspod.fox/applepodcasts#DoSomethinB4TwoSomethin & Follow Club Shay Shay:                                                                 https://www.instagram.com/clubshayshayhttps://twitter.com/clubshayshayhttps://www.facebook.com/clubshayshayhttps://www.youtube.com/c/clubshayshay Learn more about your ad choices. Visit megaphone.fm/adchoicesSee omnystudio.com/listener for privacy information.

9 Mai 20221h 26min

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