About this episode
Harold Perrineau , acclaimed actor best known for roles in Lost , Oz , and Romeo + Juliet , joins the show for an inspiring and deeply personal conversation. From humble beginnings and being misunderstood as a “weird dancer” to becoming a staple in some of television and film’s most groundbreaking projects, Harold opens up about the grit, passion, and occasional luck that shaped his path. He reflects on his time in theater, challenges in breaking out of typecasting, and what it was like to work with legendary talents like Baz Luhrmann, Leonardo DiCaprio, and Anthony Hopkins. Throughout the interview, Harold dives into his evolution not just as an actor, but as an entrepreneur and creator. He shares unforgettable moments—like being recognized by Morgan Freeman and getting praise from Denzel Washington—and how they affirmed his journey. He also discusses his recent hit show FROM , what’s next for his production projects, and drops empowering advice for anyone building a career or business from the ground up: stay engaged, stay interested, and never stop building. It’s a masterclass in passion and perseverance. CHAPTERS 02:12 – Becoming a Legacy Maker: Harold’s Journey Begins 04:46 – From Rejection to Recognition in Hollywood 07:11 – The Grit Behind ‘Oz’ and Gritty Roles 09:32 – Shakespeare, Mercutio & Changing the Narrative 12:07 – Working with Icons: Leo, Baz & the Breakthrough 14:29 – How Staying Weird Opened Doors 16:59 – Building Legacy: Hard Work Meets Luck 19:03 – When Morgan Freeman and Denzel Recognize You 21:00 – Acting Like an Entrepreneur: Ownership in the Arts 23:17 – Why 'FROM' Is a Legacy Project of Its Own CONNECT WITH HAROLD IG - HaroldPerrineau