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In the latest episode of Club Shay Shay, Shannon Sharpe sits down with hiphop icon Wiz Khalifa for an unfiltered conversation about his groundbreaking career, entrepreneurial ventures, and cultural influence. Known for hits like "See You Again" and "Black and Yellow," Wiz reflects on his military upbringing, which shaped his adaptability and global perspective. From his early days in Pittsburgh’s underground rap scene to worldwide stardom, Wiz takes us on a journey of growth and transformation.
Wiz opens up about his childhood, moving across the globe as part of a military family, and how these experiences helped him connect with people from diverse backgrounds. He shares how he found his voice during a brief stint with Warner Brothers before reinventing himself.
He also reflects on pivotal moments in his career, including being part of the 2010 XXL Freshman Class with J.Cole, Nipsey Hussle, Big Sean, and Nicki Minaj and how social media helped him build his image and connect with fans. Wiz recalls his friendship with the late Nipsey Hussle and their legendary times together. The episode also explores his role in reshaping the cannabis industry with his brand Khalifa Kush and his smart investments, such as his partnership with Liquid Death.
Wiz shares his thoughts on hiphop rivalries, from LL Cool J and Kool Moe Dee to the ongoing tensions between Kendrick Lamar and Drake. He offers his unique take on how these rivalries reveal deeper truths about industry dynamics. The discussion also touches on the cultural impact of the Super Bowl halftime show, including Lil Wayne’s response to Kendrick Lamar headlining the upcoming event in New Orleans.
He also explores the cultural evolution of cannabis, from its taboo status to its current position as a multibilliondollar industry, and his role in changing perceptions alongside icons like Snoop Dogg. Their collaborative projects, from music to tours and even a movie, highlighting the strong bond between the two.
Wiz opens up about his journey into MMA, how it’s impacted his life, and how it differs from his early passion for rap. He discusses the lifestyle of a mixed martial artist, the growing fitness culture in entertainment, and the camaraderie among entertainers like Jim Jones who prioritize health and wellness. The conversation includes humor about rappers taking part in intense workouts, showcasing Wiz’s confidence in his discipline.
Wiz reflects on parenting, blending his father’s stern discipline with his mother’s lenient, funloving nature. He shares insights into coparenting with exwife Amber Rose, lightheartedly recounting their trip to the strip club after their divorce, and talks about how fatherhood has made him a more patient and understanding parent.
Finally, the discussion touches on athletes like Ricky Williams, Bill Walton, Kareem AbdulJabbar, Kevin Durant and others, who have embraced cannabis, reflecting on its cultural and personal connections. The conversation even includes a lighthearted mention of a potential "Smoke Olympics" with Lil’ Boosie.
Packed with stories, laughs, and nostalgia, this episode is a mustlisten for fans of hiphop, entrepreneurship, and cultural evolution. Tune in to hear Wiz’s incredible journey and why his legacy continues to grow.
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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 cohost 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 inbetween. Get on the VIP list at Club Shay Shay NOW and never miss an episode!
Wiz Khalife | EP. 150
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