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Skip Bayless: Lil Wayne is My Best Friend & The Greatest Rapper Ever (Part 9)

Posted

April 11, 2026

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Skip Bayless opened up in a recent interview about his unique friendship with hip-hop legend Lil Wayne, calling him not only his best friend but also the greatest lyricist ever. Their bond began in 2008 when Wayne appeared on ESPN’s *First Take* (then *Cold Pizza*). Bayless admits he wasn’t initially a fan, but Lil Wayne’s album *Tha Carter III* changed everything, revealing Wayne’s genius both as an artist and a sports savant.

Skip describes their friendship as deep and genuine, often spending hours just talking sports, life, and music with Wayne and Bayless’s wife, Ernestine, who shares a close relationship with the rapper. Beyond their conversations, the pair stays connected through a lively text chain filled with sports debate and witty banter, which Bayless hopes to someday compile into a book.

For Skip, Lil Wayne is more than just a rap icon — he’s a brilliant mind and an irreplaceable friend.

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Skip BaylessFull Interview PartLil WayneESPNs First TakeCold Pizza BaylessLil WaynesTha Carter IIIFor Skip Lil Wayne

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Skip Bayless: Lil Wayne is My Best Friend & The Greatest Rapper Ever (Part 9) · Djvlad · Sentinel