Visit https://prizepicks.onelink.me/LME0/SHANNON and use code SHANNON and get $50 in lineups when you play your first $5 lineup! Miguel kicking off global CAOS Tour in February 2026. Tickets on sale at https://officialmiguel.com/ CAOS album out now https://miguel.lnk.to/CAOS_CAPR Miguel — Grammy Award-winning singer, songwriter, and R&B visionary — joins for a rare, unfiltered conversation on his two-decade journey through music, love, and reinvention. From the early days of Sure Thing to the bold experimentation of his new album CAOS, Miguel opens up about art, heartbreak, and the pursuit of creative freedom. He reflects on writing Sure Thing after a real-life breakup and what it was like watching it explode again on TikTok over a decade later — charting higher than ever before. Miguel revisits how the industry once told him he was a “hard sell” as a half-Black, half-Mexican artist, and how he turned that rejection into timeless success. The conversation dives into love, divorce, and letting go — from dating since age 19 to walking away from a marriage in his late 30s. Miguel shares the emotions behind Always Time, the pain of realizing love sometimes means release, and how that experience shaped his growth as a man and artist. He opens up about what fatherhood means to him, why he protects his child’s privacy online, and whether he’d ever get married again. Miguel also breaks down New Martyrs (Ride 4 U) — a protest anthem rooted in compassion and frustration. He discusses immigration, identity, and growing up in California as a proud Afro-Mexican, exploring how politics and humanity collide in his art. When asked about ICE and deportation, Miguel doesn’t hold back — reflecting on watching hardworking families get torn apart and what unity between Black and Mexican communities really looks like. He shares stories of collaborating with some of music’s biggest names: Beyoncé, Alicia Keys, Kendrick Lamar, J. Cole, Travis Scott, and Mariah Carey. From crafting “Rocket” with Beyoncé to recording in Jamaica with Alicia, Miguel reveals what it’s like creating alongside icons while staying grounded in his own vision. He even opens up about performing with Jamie Foxx, singing karaoke with Rihanna. Miguel talks money, ownership, and the business side of music — from learning about publishing and royalties to why streaming both empowers and exploits artists. He shares his smartest financial lessons, the importance of owning your masters, and what he’d tell new artists navigating fame in the streaming era. At 40, Miguel is stepping into a new chapter. He reflects on being a Scorpio, on patience, on finding peace, and on the balance between chaos and clarity that defines CAOS. With honesty and humor, he toasts to love, fatherhood, and the next decade of fearless creation. #ClubShayShay​ #miguel #caos 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! Miguel | EP. 188 https://youtu.be/9uNTTox8b98 Club Shay Shay https://www.youtube.com/c/ClubShayShay