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TK Kirkland On P. Diddy, Kevin Hart, Jay-Z, Elon, Tupac, Biggie, Cam Newton, Performance by Awich

2025-07-02 People & Blogs
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Club Shay Shay
Club Shay Shay
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TK Kirkland On Kevin Hart, Jay-Z, DMX, Elon Musk, Tupac, Biggie, Cam Newton, Performance by Awich In this episode of Club Shay Shay, Shannon Sharpe sits down with the incomparable TK Kirkland—a trailblazing stand-up comedian, cultural critic, and one of the most seasoned voices in entertainment. With over 40 years in the game, TK has shared the stage with legends, rocked sold-out crowds around the world, and built a reputation as comedy’s best-kept secret. Known for his raw storytelling, street-smart wisdom, and undeniable presence, TK is a veteran who’s seen it all—and lived to tell the wildest stories you’ve never heard. The episode kicks off with an electric performance from Japanese rap star Awich before Shannon dives into a dynamic conversation with TK Kirkland. TK opens up about getting his start opening for N.W.A. and New Edition, and what it was like working with hip-hop heavyweights like Jay-Z, Lloyd, Gwen Stefani, Birdman, Lil Wayne, Eminem, Missy Elliott, DMX, Nelly, Eve, and Timbaland. TK reflects on the time MC Ren slept with a woman he brought on tour, his take on whether Jay-Z owes Dame Dash, and why he believes Elon Musk should be quiet. He shares advice from Andre 3000 on co-parenting, his love for DMX—who he calls the greatest solo rapper of all time—and the eerie experience of being with Tupac the day he was shot and Biggie on the day he died. He opens up about his time behind bars, including sharing a cell with Rick James, the Menendez brothers, and Tupac. He recalls being booed while performing in jail, and talks about working with Mike Epps, Sandra Bullock, and Godfrey. He shares his firsthand experiences with Suge Knight, R. Kelly, and Diddy, and even admits to robbing Charlie Murphy’s Rolex and stealing from Diddy. He also shares memories of knowing Richard Pryor, Keenen Wayans, and Prince before they made it big. TK weighs in on the report of Tory Lanez being stabbed in prison and gives unfiltered takes on Hollywood, cancel culture, and online haters. He shares why he genuinely wants a minivan, reveals his worst purchase, and reflects on money, investing, and the cost of fame. He opens up about how he became a comedian, his long-standing beefs with Robin Harris and Michael Blackson, and the competitive, gate-kept nature of the comedy industry. He discusses Noah Lyles' beef with Tyreek Hill over shoe deals, apologizing to Cam Newton, and why he publicly said Kevin Hart isn’t funny. He also shares the family tragedies that shaped him, the best advice he’s ever received, and his new show “The People’s Podcast.” The episode closes with a second performance from Awich, followed by an intimate sit-down where she opens up about her upbringing in Okinawa, learning English by listening to Tupac, and her journey into rap. She talks about her sake business, working with RZA, the loss of her husband, and turning that grief into creative power. She also shares her dreams of collaborating with Megan Thee Stallion and GloRilla. Don’t miss this raw, hilarious, and powerful episode from one of the most unfiltered minds in comedy. #ClubShayShay​ #TKKirkland #Awich Buy LePortier: https://leportiercognac.com/products/shay_vsop_750ml/ SUBSCRIBE to get the latest Club Shay Shay content: https://www.youtube.com/c/ClubShayShay?sub_confirmation=1 Listen to the Club Shay Shay podcast on Apple Podcasts: https://podcasts.apple.com/us/podcast/club-shay-shay/id1531023690 Listen to the Club Shay Shay podcast on Spotify: https://open.spotify.com/show/060hDdnydsJyMi17TmvyAh?si=iuda1z7oTE-21ZYzwiUdhg&nd=1 Like Club Shay Shay on Facebook: https://m.facebook.com/ClubShayShay/ Follow Club Shay Shay on Twitter: https://x.com/clubshayshay?s=21&t=PF1soCgsTT_NEerDJm9Lfg Follow Club Shay Shay on Instagram: https://instagram.com/clubshayshay?igshid=MzRlODBiNWFlZA== Follow Shannon Sharpe on Twitter: https://x.com/shannonsharpe?s=21&t=PF1soCgsTT_NEerDJm9Lfg Follow Club Shay Shay on Tik Tok: https://www.tiktok.com/@clubshayshaypod?_t=8fJ79WZy2fb&_r=1 About Club Shay Shay: Club Shay Shay is a weekly podcast hosted by Shannon Sharpe – 3x Super Bowl champion, member of the Pro Football Hall of Fame and co-host of First Take on ESPN. Each week Shannon will sit down with athletes, celebrities and influencers to break down, analyze and discuss the latest headlines in sports, pop culture and everything in-between. Get on the VIP list at Club Shay Shay NOW and never miss an episode! TK Kirkland and Awich | EP. 172 Link of Ep. https://youtu.be/CItX2T2A220 Club Shay Shay https://www.youtube.com/c/ClubShayShay

Top Comments (10)

@lanceglover8867 2025-07-02

Shannon we need 50 cent on club shay shay,

1.5k 74 replies
@tonyboyd8656 2025-07-02

This dude is 64! That's a blessing!

436 14 replies
@moneymike783 2025-07-03

Thank Mr. Kirkland for that "don't get old & be broke" I'm currently working on my health & wealth. Thank you Mr. Sharpe

339 7 replies
@shakywood7117 2025-07-03

Shannon said, " SHE FLEW HERSELF HERE!" I'm crying 🤣🤣🤣🤣 That DIDDY Ish got THE INDUSTRY SHOOK🤣🤣🤣🤣🤣

289 17 replies
@guyreid4469 2025-07-03

This is what Shannon needed..! Some similar to him but older and wiser. TK this was 🔥🔥🔥

232 2 replies
@bflossthegod5370 2025-07-02

TK looks younger than most young people…he look mid to late 30’s when he’s twice that age💪🏾💯As within so without👁️

218 10 replies
@LHORD1 2025-07-02

Can we get a Method Man interview

189 9 replies
@kingjames1258 2025-07-04

One of the best interviews on Club Shay Shay. Can’t believe I actually watched the entire interview in one go. That was a first for me. TK Kirkland dropped some invaluable life lessons.

178 1 replies
@alainmuendo6879 2025-07-04

Mr. Shannon, please consider inviting Mr. Kirkland again. His message was truly inspiring. This is the kind of mindset we need to ignite real change in our communities and build true generational wealth. It all begins with a foundation of strong spirituality and a resilient character. That’s how transformation starts from within.

148
@ralphdugas4175 2025-07-05

I’m 49 and these dudes are giving me so much motivation and wisdom. Thanks Shay and TJ

98 1 replies

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