Visit https://prizepicks.onelink.me/LME0/SHANNON and use code SHANNON and get $50 in lineups when you play your first $5 lineup! G Herbo joins Shannon Sharpe on Club Shay Shay for a raw and powerful conversation about his life, music, and journey from Chicago’s East Side to rap superstardom. As he celebrates his birthday and the release of his new album Lil Herb, he opens up about the hunger that fueled his rise—from a 15-year-old kid rapping in the streets to one of hip-hop’s most authentic voices. Lil Herb takes fans back to his teenage years—growing up surrounded by violence, losing close friends, and navigating Chicago’s East Side. He recalls playing basketball at local parks, chasing dreams of going D1 before life pushed him toward music. Idols like Derrick Rose and comparisons to “Nick the Quick” gave him hope, but rap became his purpose. Even after playing in a celebrity basketball game with Drake, J. Cole, 21 Savage, and Chris Brown—where his team beat Drake and Savage’s squad a few times—he wouldn’t trade his career for anything. Herbo credits Chris Brown, Future, Meek Mill, Young Thug, and Juice WRLD as inspirations who pour their souls into every record. He explains his creative process—freestyling in his head before recording—and opens up about surviving Chicago’s streets: dropping out of school for safety, carrying a gun at 14, and getting shot at 16. Reflecting on King Von and Juice WRLD, he shares emotional stories about loss, survivor’s guilt, and grief. His best friend’s death led to heavy drinking and depression until a tough-love wake-up call changed his life. Support from 21 Savage and mentors like Common helped him heal. He also credits Chance the Rapper and Common for teaching him the importance of knowledge and growth. Chief Keef inspired his move to L.A., and Nicki Minaj jumpstarted his career with a feature that led to tours with Future, Cam’ron, and T.I. Herbo opens up about therapy, insomnia, and substance abuse, explaining how his nonprofit gives kids access to mental health support. He admits wasting time chasing the streets instead of the studio, but he’s proud of his growth. Approaching 30, he talks fatherhood, co-parenting, and love—raising his kids with honesty and empathy while keeping his relationship with fiancée Taina grounded. Before wrapping, he crowns his Chicago rap lineup—Chief Keef, Kanye West, Lil Durk, and Juice WRLD—and explains why Juice’s impact mirrors Tupac and Biggie. He closes by breaking down his Lil Herb album cover, a reminder of how far he’s come since his first mugshot at 11. From pain to purpose, trauma to triumph, G Herbo’s interview with Shannon Sharpe is one of his most honest yet—a story of survival, growth, and legacy that cements his place among Chicago’s greats.