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Club Shay Shay

Club Shay Shay

Shay Shay Media & Playmaker

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.

3458 - Club Shay Shay - Stephanie Mills Part 2
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  • 3458 - Club Shay Shay - Stephanie Mills Part 2

    Download the PrizePicks app today and use code SHANNON to get $150 in lineups after you win first $5 lineup! https://prizepicks.onelink.me/LME0/SHANNON 

    Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/shayshay. Application times may vary. Rates may vary. Trustpilot rating as of 8/1/2026.

    Grammy Award-winning singer and Broadway legend Stephanie Mills joins Club Shay Shay for a conversation about her six-decade career, growing up in Brooklyn, and becoming one of R&B's most iconic voices. Stephanie reflects on winning the Apollo Theater's Amateur Night at just nine years old, performing alongside James Brown, King Curtis, and Roberta Flack, and landing the legendary role of Dorothy in the Broadway musical The Wiz at 17. She opens up about the racial backlash and hate mail she received for playing Dorothy, criticism of her appearance and skin color, and the importance of Black representation on Broadway.

    Stephanie shares personal stories about her close friendship with Michael Jackson, including meeting him through The Wiz, staying at his apartment, braiding his hair, cooking for him, and why she continues to defend his legacy. She discusses Michael Jackson's ambition to become the King of Pop, his music catalog, his disputes with the music industry, his changing appearance, the Pepsi accident, and the circumstances surrounding his death. She also speaks about Oprah Winfrey, Gayle King, Whitney Houston, Kobe Bryant, R. Kelly, Chris Brown, and why she believes Black celebrities should stand up for one another.

    She discusses Prince, his battle against the music industry, his famous SLAVE message, and how entertainers can become cash cows for the people around them. She shares her thoughts on streaming, artist ownership, and why she has remained independent. She also reflects on her relationship with Teddy Pendergrass, performing with the Queens of R&B, Chaka Khan, the possibility of a Verzuz rematch, and artists she'd love to collaborate with.

    Stephanie talks about dating, marriage, infidelity, jealousy, standing up for herself, and the importance of love, respect, honesty, and faith. She opens up about motherhood, raising her son, who has Down syndrome. She discusses her For Love Down Foundation, her upcoming Christmas music project Dear Amanda, her plans to tour in 2027, and her forthcoming book about raising her son.

    Stephanie also talks about her love for Fat Joe, Tupac, DMX, Rihanna, and Mariah Carey, her family connection to K-Ci & JoJo, her Motown boot camp experience, and the importance of prayer, staying true to herself, and surviving the music business. She closes out by addressing the whitewashing of R&B, racism in radio, and why she believes today's music industry is more challenging for Black artists than ever.

    See omnystudio.com/listener for privacy information.

    Wed, 04 Nov 2026
  • 3457 - Club Shay Shay - Stephanie Mills Part 1

    Download the PrizePicks app today and use code SHANNON to get $150 in lineups after you win first $5 lineup! https://prizepicks.onelink.me/LME0/SHANNON 

    Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/shayshay. Application times may vary. Rates may vary. Trustpilot rating as of 8/1/2026.

    Grammy Award-winning singer and Broadway legend Stephanie Mills joins Club Shay Shay for a conversation about her six-decade career, growing up in Brooklyn, and becoming one of R&B's most iconic voices. Stephanie reflects on winning the Apollo Theater's Amateur Night at just nine years old, performing alongside James Brown, King Curtis, and Roberta Flack, and landing the legendary role of Dorothy in the Broadway musical The Wiz at 17. She opens up about the racial backlash and hate mail she received for playing Dorothy, criticism of her appearance and skin color, and the importance of Black representation on Broadway.

    Stephanie shares personal stories about her close friendship with Michael Jackson, including meeting him through The Wiz, staying at his apartment, braiding his hair, cooking for him, and why she continues to defend his legacy. She discusses Michael Jackson's ambition to become the King of Pop, his music catalog, his disputes with the music industry, his changing appearance, the Pepsi accident, and the circumstances surrounding his death. She also speaks about Oprah Winfrey, Gayle King, Whitney Houston, Kobe Bryant, R. Kelly, Chris Brown, and why she believes Black celebrities should stand up for one another.

    She discusses Prince, his battle against the music industry, his famous SLAVE message, and how entertainers can become cash cows for the people around them. She shares her thoughts on streaming, artist ownership, and why she has remained independent. She also reflects on her relationship with Teddy Pendergrass, performing with the Queens of R&B, Chaka Khan, the possibility of a Verzuz rematch, and artists she'd love to collaborate with.

    Stephanie talks about dating, marriage, infidelity, jealousy, standing up for herself, and the importance of love, respect, honesty, and faith. She opens up about motherhood, raising her son, who has Down syndrome. She discusses her For Love Down Foundation, her upcoming Christmas music project Dear Amanda, her plans to tour in 2027, and her forthcoming book about raising her son.

    Stephanie also talks about her love for Fat Joe, Tupac, DMX, Rihanna, and Mariah Carey, her family connection to K-Ci & JoJo, her Motown boot camp experience, and the importance of prayer, staying true to herself, and surviving the music business. She closes out by addressing the whitewashing of R&B, racism in radio, and why she believes today's music industry is more challenging for Black artists than ever.

    See omnystudio.com/listener for privacy information.

    Wed, 04 Nov 2026
  • 3456 - Best of NFL Week 8 Part 1: Joe Burrow 5 TDs + Chiefs STUNNED + Packers are CLICKING _

    Shannon Sharpe, Chad "Ochocinco" Johnson, and Joe "King Iso" Johnson bring you the Best of NFL Week 8 on Nightcap! The crew reacts to the Denver Broncos defeating the Kansas City Chiefs, the Cincinnati Bengals winning in overtime against the Tennessee Titans and much more!

    Download PrizePicks app today and use code SHANNON to get $150 instantly in Lineups if you win your first $5 Lineup! https://prizepicks.onelink.me/LME0/NIGHTCAP

    0:00 - Packers Def. Panthers
    28:48 - Broncos Def. Chiefs
    39:20 - Steelers Def. Browns
    56:32 - Bengals Def. Titans in OT
    1:06:42 - Commanders Def. Eagles

    (Timestamps may vary based on advertisements.)

    #Club

    See omnystudio.com/listener for privacy information.

    Wed, 04 Nov 2026
  • 3455 - Best of NFL Week 8 Part 2: Cowboys TRASH + Lamar Jackson FINAL game as a Raven?! + Lions KINGS of the North

    Shannon Sharpe, Chad "Ochocinco" Johnson, and Joe "King Iso" Johnson bring you the Best of NFL Week 8 on Nightcap! The crew reacts to the Arizona Cardinals upsetting the Dallas Cowboys, Lamar Jackson landing on injured reserve as the Buffalo Bills beat the Baltimore Ravens and much more

    Download PrizePicks app today and use code SHANNON to get $150 instantly in Lineups if you win your first $5 Lineup! https://prizepicks.onelink.me/LME0/NIGHTCAP

    0:00 - Cardinals upset Cowboys
    23:33 - Raiders Def. Jets
    35:02 - Bills Def. Ravens, Lamar Jackson on IR
    1:00:01 - Rams Def. Chargers
    1:08:40 - Lions Def. Vikings

    (Timestamps may vary based on advertisements.)

    #Club

    See omnystudio.com/listener for privacy information.

    Wed, 04 Nov 2026
  • 3454 - Deebo & Joe - Part 1: Bears DEMOLISH Seahawks + Steelers Defense Rejuvenated

    NFL Legends James "Deebo" Harrison and Joe Haden react to Week 8 of the 2026 NFL season where Caleb Williams and the Chicago Bears defeated Sam Darnold and the Seattle Seahawks on Monday Night Football, DC Patrick Graham on the Pittsburgh Steelers renewed defense, the latest on Myles Garrett's injury status for the Los Angeles Rams, and much more! 

    Visit https://prizepicks.onelink.me/LME0/DEEBOJOE  and use code DEEBOJOE to get $25 instantly in Packs after you rip your first $5 Pack

    Timeline:
    00:00 - Intro
    03:27 - Bears beat Seahawks
    25:05 - Steelers defense stepping up

    (Timestamps may vary based on advertisements.)

    #Club #Nightcap

    See omnystudio.com/listener for privacy information.

    Tue, 03 Nov 2026
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