Episodes

  • Entrepreneurship & Real Estate Investment From A “different” Point of View | Ft. Gary Matalon

    Entrepreneurship & Real Estate Investment From A “different” Point of View | Ft. Gary Matalon
    May 11 2026
    This week, we are talking di tings with entrepreneur, co-founder of Usain Bolt’s “Tracks & Records”, & Deputy CEO of "different Capital", Gary Matalon.

    From his early exposure to entrepreneurship, witnessing his grandfather’s work ethic, to co-founding Usain Bolt’s Tracks & Records (which celebrated it’s 15 year anniversary last month, to his current role as Deputy CEO of different Capital; Gary shares how purposeful pivots, cultural pride, and relentless curiosity allowed him to transform legacy into impact across hospitality, nightlife, and real estate innovation.

    In this episode, we discuss:
    • Turning Jamaican culture into exportable experiences through music, food, and community
    • The mindset behind pivoting across industries without losing purpose
    • How different Capital is democratizing property ownership through fractional investment models for the Caribbean and its diaspora
    • Balancing ambition with family, and commerce with cultural responsibility…and so much more!
    If you are an established entrepreneur, aspiring entrepreneur, interested in real estate investment, or are simply in the mood for learning & laughter lol, this episode is for you!
    So grab your tea, coffee, or a glass of wine, and let's talk di tings!

    Watch the full episode on YouTube, or listen 🎧 on Spotify, Apple Podcasts, or wherever you listen to podcasts.
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    1 hr and 13 mins
  • Soca, Calypso, and the Importance of "Good Friends" | Ft. College Boy Jesse

    Soca, Calypso, and the Importance of "Good Friends" | Ft. College Boy Jesse
    May 4 2026
    This week, we are talking di tings with singer, songwriter, and the 2020 International Groovy Soca Monarch winner, Jesse Stewart, aka College Boy Jesse.

    From his childhood in Trinidad surrounded by indigenous drums, chutney, calypso, and Soca; to a professional football career and time in the corporate world, Jesse shares how every chapter of his life shaped his music. Songs like “Freedom,” “Live Yuh Life,” and “Good Friend” aren’t just songs; they are lived experiences translated into rhythm.

    This episode explores the nuanced emotional layers of Soca, Jesse's creative inspirations, the profound impact of authentic friendships on his personal and professional life, & more!

    Our conversation challenges the misconception some have, that Soca music lacks depth. Instead, it reveals Soca is regarded by many as a universal soundtrack for healing, joy, freedom, and hope.

    Whether you're a Soca lover, Caribbean creative, music enthusiast, or someone searching for deeper meaning in rhythm, this episode is for you! So grab your tea, coffee, or a glass of wine, and let's talk di tings!

    Watch the full episode on YouTube, or listen 🎧 on Spotify, Apple Podcasts, or wherever you listen to podcasts.
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    55 mins
  • Federation Sound, Dancehall, & the Representing Jamaican Culture Worldwide | Ft. Max Glazer

    Federation Sound, Dancehall, & the Representing Jamaican Culture Worldwide | Ft. Max Glazer
    Apr 27 2026
    This week, we are talking di tings with Internationally recognized and respected Max Glazer of Federation Sound; an acclaimed DJ whose journey through reggae and dancehall has taken him from New York City basements to international stages alongside artists like Rihanna, Sean Paul, Vybz Kartel, Chronixx, and more.

    Max shares his first introduction to Reggae and Dancehall and how the two genres and the deeper tradition of sound system culture have shaped his philosophy as a DJ. He shares anecdotal stories about working with several artists like Sean Paul and Vybz Kartel, illustrating the importance of collaborative and interpersonal relationships in the music industry.

    This conversation goes far beyond music.We discuss the importance of continuous learning, our favourite New York restaurants, how culture, place, and community influence how we experience music, the responsibility of representing Jamaican culture globally, the impact of Reggae Pioneers like Toots & the Maytals, Dennis Brown, Supercat, Sly Dunbar, humility, discipline, and longevity in DJ culture, and more!

    If you're interested in Reggae, Dancehall, sound system culture, and thoughtful conversations about growth and responsibility; grab your tea, coffee, or a glass of wine, and let's talk di tings!

    Watch the full episode on YouTube, or listen on Spotify, Apple Podcasts, or wherever you listen to podcasts.

    If you enjoyed the episode, leave us a 5 star rating, share this episode, and follow Let’s Talk Di Tings on Spotify, Apple Podcasts, or wherever you listen to podcasts.

    Listen to LTDT on:
    SPOTIFY: https://open.spotify.com/show/6akOR9kAnsbANiszBDcVOL?si=aa70627937124c3e
    APPLE PODCASTS: https://podcasts.apple.com/us/podcast/lets-talk-di-tings/id1662696625
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    1 hr and 27 mins
  • The Garden of Eden: Legacy, Service, and Growing up Jamaican & Haitian | Ft. Eden Marley

    The Garden of Eden: Legacy, Service, and Growing up Jamaican & Haitian | Ft. Eden Marley
    Apr 13 2026
    This week, we are talking di tings with the founder of the Garden of Eden Foundation, Eden Marley!

    As the granddaughter of Bob Marley and daughter of Entrepreneur and former athlete, Rohan Marley, Eden grew up in a family whose cultural influence has touched every corner of the world. What makes her journey compelling, however, is how intentionally she has chosen to translate that legacy into something deeply personal: service.

    As founder of the Garden of Eden Foundation, Eden is dedicated to empowering women & youth by cultivating self-esteem & self-worth through education, the arts, mentorship, and authentic community building. Through her work, she creates spaces where youth can discover possibility, build confidence, and imagine futures that may not have once felt accessible.

    Eden's story is also one of cultural depth. Raised by a Haitian mother and a Jamaican father, Eden carries two resilient Caribbean identities within her, each shaping the woman, mother, and philanthropist she is today.

    In this episode, we explore the responsibility of influence, the importance of discernment and kindness with boundaries (we likkle but we tallawah lol), navigating identity across cultures and generations, our favorite Reggae and Dancehall songs, and the importance of planting seeds today, with the understanding that that may bloom long after we’re gone.

    So grab your tea, coffee, or a glass of wine, and let’s talk di tings!

    Watch the full episode on YouTube, or listen on Spotify, Apple Podcasts, or wherever you listen to podcasts.

    If you enjoyed the episode, leave us a 5 star rating, share this episode, and follow Let’s Talk Di Tings on Spotify, Apple Podcasts, or wherever you listen to podcasts.


    https://www.gardenofedenfoundation.org

    Listen to LTDT on:
    SPOTIFY: https://open.spotify.com/show/6akOR9kAnsbANiszBDcVOL?si=aa70627937124c3e
    APPLE PODCASTS: https://podcasts.apple.com/us/podcast/lets-talk-di-tings/id1662696625
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    1 hr and 17 mins
  • Dancehall, Discipline, and the Psychology of DJing | Ft. DJ Ricky Platinum

    Dancehall, Discipline, and the Psychology of DJing | Ft. DJ Ricky Platinum
    Apr 6 2026
    This week, we are talking di tings with entrepreneur, Caribbean Music Awards nominee, & internationally recognized DJ, Ricky Platinum!

    In this episode, Ricky shares how his discipline, humility, and a deep respect for Dancehall & Reggae music, have propelled him from local stages to international arenas with Vybz Kartel & Drake. Ricky’s journey underscores that true influence is rooted in consistency, respect, and a genuine love for the culture, not just popularity.

    This episode is for anyone who loves music, & challenges the myth of overnight success, & celebrates the discipline required to achieve & maintain it.

    So grab your tea, coffee, or a glass of wine, and let’s talk di tings!

    If you enjoyed the episode, leave us a 5 star rating, share this episode, and follow Let’s Talk Di Tings on Spotify, Apple Podcasts, or wherever you listen to podcasts.

    Listen to LTDT on:
    SPOTIFY: https://open.spotify.com/show/6akOR9kAnsbANiszBDcVOL?si=aa70627937124c3e
    APPLE PODCASTS: https://podcasts.apple.com/us/podcast/lets-talk-di-tings/id1662696625
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    59 mins
  • Building Soca Anthems: Discipline, Discernment, & Dedication | Ft. Mevon "XplicitMevon" Soodeen

    Building Soca Anthems: Discipline, Discernment, & Dedication | Ft. Mevon "XplicitMevon" Soodeen
    Mar 30 2026
    This week, we are talking di tings with Mevon Soodeen, aka XplicitMevon, the multi-award-winning producer, songwriter, and engineer behind some of soca’s most infectious and enduring records. From discovering music as a child to becoming one of the creative forces shaping modern Soca, Mevon shares the long game behind his success: the discipline, dedication, resilience, & instinct required to create music that will transcend generations.

    In this episode, Mevon shares his musical influences across Dancehall, Reggae, Hip-Hop, and R&B, and how that musical range informs the way he produces songs. He also shares the methodical process behind major Carnival anthems like Machel Montano’s “Encore” and “Pardy,” “Bad Gal” by Nailah Blackman and Patrice Roberts, “Love On D Road” by Braveboy, and more; revealing how the right collaboration, the right voice, and the right emotional energy can result in a song that resonates globally.

    Mevon also speaks candidly about the importance of protecting your energy in an industry where fake energy, online discourse, and shifting attention can distract from the work, & why consistency, strategic pivots, and relentless hard work over the last 20 years have been instrumental in his success.

    This isn’t just a conversation about Soca, it’s a reminder that Caribbean music is not just joyful; it’s intentional, expressive, and deeply cultural. It is crafted in studios, carried by communities, and shared globally as living history.

    This episode is truly a masterclass in Caribbean music production, and a rare look behind the scenes at how your favourite Soca hits are intentionally created. So grab your tea, coffee, or a glass of wine, & let’s talk di tings!
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    1 hr and 17 mins
  • Designing a Life Without Limits | Ft. Lesa Milan

    Designing a Life Without Limits | Ft. Lesa Milan
    Mar 22 2026
    This week we are talking di tings with founder, fashion designer, entrepreneur and television personality, Lesa Milan!

    Born in Jamaica, later raised and educated in the US, and now based in Dubai, Lesa’s journey reflects a layered perspective on success; shaped by her Jamaican values of resilience, pride, and ambition. Her story of navigating cultural roots, building a global brand, and raising resilient children proves that authenticity and alignment are the ultimate keys to expansion.

    Lesa is the founder and creative director of Mina Roe, a globally recognized maternity fashion brand that has redefined how pregnancy is seen and experienced, and host and creator of her new show, “Unstitched TV”. While many know her from The Real Housewives of Dubai, and for her incredible fashion, this conversation moves beyond television and fashion to explore the woman behind the brand and the mindset required to build it, which she credits to her Jamaican upbringing and her mother.

    In this episode, Lesa shares her strategic approach to crafting a maternity brand that redefines beauty and motherhood, and how she’s navigating the demanding worlds of reality TV and entrepreneurship without losing sight of her core identity. We discuss how her upbringing inspired her fearless pursuit of success, how her Jamaican culture fuels her resilience, and so much more!

    Whether you’re scaling a business, navigating cultural identity, redefining what success looks like on your own terms, or simply seeking empowerment, this episode is for you.

    So grab your tea, coffee, or a glass of wine, and let’s talk di tings!


    If you enjoyed the episode, leave us a 5 star rating, share this episode, and follow Let’s Talk Di Tings on Spotify, Apple Podcasts, or wherever you listen to podcasts.


    Listen to LTDT on:
    SPOTIFY: https://open.spotify.com/show/6akOR9kAnsbANiszBDcVOL?si=aa70627937124c3e
    APPLE PODCASTS: https://podcasts.apple.com/us/podcast/lets-talk-di-tings/id1662696625
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    1 hr and 2 mins
  • The Power of Intention and Purpose | Ft. Aml Ameen

    The Power of Intention and Purpose | Ft. Aml Ameen
    Mar 16 2026
    This episode marks a special moment for the Let’s Talk Di Tings podcast — our 100th EPISODE! Milestones like this invite reflection on the purpose behind the work: creating thoughtful conversations with persons, predominately of Caribbean descent, whose journeys illuminate culture, creativity, and leadership.

    To mark the occasion, we are talking di tings with a man whose career embodies those very themes, acclaimed Actor, Director, Producer, and Writer, Aml Ameen,

    Aml’s journey reflects the spirit of the conversations that have defined this podcast; stories of creativity, resilience, and the courage to shape one’s own narrative. From starring in British classics like Kidulthood to portraying Dr. Martin Luther King, Jr. in Rustin, his journey is a masterclass in purpose-driven artistry and resilience.

    In this episode, Aml reveals how his deep-rooted cultural identity, early encouragement, and relentless determination shaped his extraordinary career across continents and genres.He shaes how his Jamaican and Vincentian roots created a unique lens for storytelling, one that balances history, present-day realities, and future ambitions.

    We discuss the importance of cultural authenticity and how it fuels his work from "Yardie" to The Porter, and his writer-director debut for the film, Boxing Day; exploring the nuanced ways identity influences character and narrative. Aml also shares behind-the-scenes stories of working with icons like Michael Jackson and Idris Elba, illustrating the power of perseverance and authenticity in a competitive industry, and so much more!

    His insight into the art of resilience offers vital inspiration for young actors, creatives, and anyone seeking purpose in their craft.Why does understanding your cultural roots give you a foundation that propels your artistry? How does staying true to your identity unlock opportunities that money or fame alone can’t offer?

    This episode is perfect for aspiring artists, cultural explorers, or anyone who is interested in global storytelling. Aml’s story is a testament to living with intention, honoring nuance, and transforming personal history into powerful art that challenges, inspires, and celebrates.

    So grab your tea, coffee, or a glass of wine, and let’s talk di tings!

    If you enjoyed the episode, leave us a 5 star rating, share this episode, and follow Let’s Talk Di Tings on Spotify, Apple Podcasts, or wherever you listen to podcasts.

    Listen to LTDT on:
    SPOTIFY: https://open.spotify.com/show/6akOR9kAnsbANiszBDcVOL?si=aa70627937124c3e
    APPLE PODCASTS: https://podcasts.apple.com/us/podcast/lets-talk-di-tings/id1662696625
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    1 hr and 12 mins