logo
episode-header-image
May 22
24m 50s

Harold Perrineau: The Struggles They Don...

Rudy Mawer
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 – Early Struggles and Theater Roots

04:46 – Being Typecast and Breaking Out

07:11 – Acting in 'Oz' and Its Challenges

09:32 – Playing Mercutio in ‘Romeo + Juliet’

12:07 – Working with Leonardo DiCaprio & Baz Luhrmann

14:29 – Landing Iconic Roles and Staying Grounded

16:59 – The Power of Luck in an Acting Career

19:03 – Meeting Morgan Freeman & Denzel Washington

21:00 – Advice for Aspiring Entrepreneurs

23:17 – ‘FROM’ and Unexpected Success



Connect with Rudy Mawer:

LinkedIn

Instagram

Facebook

Twitter

Up next
Aug 18
The Art of Branding: Lessons from Chubbies Success Story
Preston Rutherford is a renowned brand product owner, co-founder, and entrepreneurial expert known for his role in establishing Chubbies, a successful consumer brand famous for its colorful, casual men's shorts. With a strong background in brand development and digital marketing, ... Show More
24m 15s
Aug 11
Ditching Opiates: How Cannabis Changed My Life and Business
Brianna Banks, the determined co-founder of WakenBakery. From a life-altering injury to establishing a flourishing cannabis-infused coffee and bakery enterprise, Brianna shares her journey of resilience and innovation. Listeners will delve into how a personal health crisis led he ... Show More
18m 35s
Aug 4
3x Ms. Olympia Champion on Winning While Broken w/Whitney Jones
Whitney Jones is a trailblazer in the fitness world, best known for winning the prestigious Ms. Olympia title three times—a feat made even more remarkable by her unconventional start at age 34. As the first mother to ever win an Olympia title, Whitney redefines what's possible in ... Show More
24m 35s
Recommended Episodes
Aug 2024
Oscar De La Hoya Part 1
Oscar De La Hoya sits down with Shannon Sharpe at Club Shay Shay for a conversation that explores the multifaceted layers of his life, career and boxing. Oscar reflects on his illustrious boxing legacy, emphasizing that while his achievements in the ring are significant, they do ... Show More
47m 12s
Nov 2024
Club Shay Shay - IShowSpeed Part 1
In this episode of Club Shay Shay, Shannon Sharpe sits down with @IShowSpeed, the 19-year-old streaming superstar who’s taken the internet by storm. Known simply as Speed, Darren Jason Watkins Jr. has become the #1 English-speaking streamer and an international star with over 100 ... Show More
49m 5s
Jul 2024
Boxing LEGEND on Visualization, Preparation, and NEVER Thinking About Losing | Canelo Alvarez EP 684
Have you listened to the FULL EPISODE yet?"In boxing, I never feel how it's like to feel that fear. I always enjoy it. My favorite day, my favorite thing is sparring days and a fight day. I just enjoy it a lot. I enjoy it. And I never have that experience to feel the fear or some ... Show More
7m 7s
Nov 2024
Club Shay Shay - IShowSpeed Part 2
In this episode of Club Shay Shay, Shannon Sharpe sits down with @IShowSpeed, the 19-year-old streaming superstar who’s taken the internet by storm. Known simply as Speed, Darren Jason Watkins Jr. has become the #1 English-speaking streamer and an international star with over 100 ... Show More
1h 2m
Nov 2024
Club Shay Shay - IShowSpeed Part 2
In this episode of Club Shay Shay, Shannon Sharpe sits down with @IShowSpeed, the 19-year-old streaming superstar who’s taken the internet by storm. Known simply as Speed, Darren Jason Watkins Jr. has become the #1 English-speaking streamer and an international star with over 100 ... Show More
1h 2m
Dec 2024
The Power of Visualization: How Fighters Plan for Victory Feat. Michael Chandler
Winning isn’t just about talent—it’s about preparation, resilience, and an unshakable mindset. In this Mashup Episode, I bring together four elite minds—Michael Chandler, Mikey Garcia, Tim Grover, and David Goggins—to break down the mental playbook behind what it truly takes to s ... Show More
1h 37m
May 8
Chris Eubank Jr: I Was Paid $**** For The Fight! The Night Before, My Dad Finally Opened Up!
He silenced the critics, defied the odds, and walked through fire - Chris Eubank Jr. tells the full story of one of 2025’s most unforgettable fights. Chris Eubank Jr. is a world-class professional boxer, middleweight contender, and son of the legendary former professional boxer, ... Show More
1h 49m
Nov 2024
How To Think Like A Champion & Destroy Your Limits With Your Mindset
In this powerful episode, I bring together three extraordinary champions who share their insights on what it takes to develop an unshakeable mindset. We hear from boxing superstar Canelo Álvarez, who reveals who he thinks will win in a fight between Jake Paul and Mike Tyson, and ... Show More
59m 33s
Aug 2024
MI Rewind: The Millionaire Fastlane w/ MJ DeMarco
Clay Finck chats with MJ DeMarco about why he chose entrepreneurship as his path to building wealth, his journey in building a successful business, how he knew it was time to sell what he built, why following your passion is bad advice when starting a business, what MJ’s definiti ... Show More
56m 4s
Jan 2025
7 Maxed Out Credit Cards to Money Expert by Making a BIG Mental Shift
Are you building wealth but feel like you can never enjoy it? Do you struggle with money, fearing you carry the same poor financial habits as your parents? Whether you’ve got a lot of money or a little, many of us face the same mental financial challenges—anxiety, shame, and stre ... Show More
46m 31s