Let's Talk Di Tings

Let's Talk Di Tings

Whether you are seeking practical advice, relatable anecdotes, or simply a good laugh, the Let's Talk Di Tings™️ (LTDT) podcast is for you. Some episodes are solo episodes, with Ash imparting her words of wisdom, while others include guests, for some seismic shifting conversations about self-improvement, travel, interpersonal relationships, music, and wellness. From celebrities, best-selling authors, filmmakers; to millennials & Gen-Z on a quest to live fearlessly and fabulously; you never know who will stop by to "talk di tings". So grab your tea, coffee, or a glass of wine, and let's talk di tings!

Episodes

March 22, 2026 62 mins
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 authen...
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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, ...
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This week, we are talking di tings with entrepreneur, Ivy League graduate, and founder of the Carib Biz Network, Dr. Nicole Grimes, PhD.

In this episode, we explore the complexities of success, and legacy. Nicole shares her experiences with imposter syndrome, the importance of community, and the impact of visibility in building a brand. We discuss the challenges of social media perceptions and the significance of genuine connections...
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This week, we are talking di tings with Melissa Noel, the Founder and CEO of Mel&N Media, award-winning journalist, and respected media producer; to discuss the power of storytelling and its impact on communities across the Caribbean diaspora.

In this episode, Melissa shares her inspiring journey, from her Guyanese upbringing in New Jersey to building a successful career in journalism and ultimately launching her own media compa...
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This week, we are talking di tings with author, holistic wellness leader, and certified yoga & meditation teacher, Sharon Feanny. 

With more than three decades of experience guiding students through yoga, mindfulness, and integrative health, Sharon reflects on how her Jamaican roots, entrepreneurial journey, and lived experience have shaped her philosophy: Live Fit. Live Life. Live Love.

In this episode we explore radiant aging, ...
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February 16, 2026 57 mins
This week, we are talking di tings with BAFTA Award-winning Actor, Director, Producer, and Writer, Adjani Salmon.

In this episode, we explore ambition, belonging, Jamaican identity, and the realities of navigating the global film and television industry as a Caribbean creative. From his early days experimenting with filmmaking in Jamaica to building an internationally recognized series that blends humor and cultural commentary, Adja...
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February 9, 2026 54 mins
This week, we are talking di tings with singer and songwriter, Braveboy.

On this episode, Braveboy shares what he’s learned while navigating the music industry; emphasizing the importance of kindness, overcoming challenges, and the significance of his Grenadian surname, “Braveboy”. 

He takes us on a journey through his musical career, highlighting the significant role his father played in his love for music, the pivotal roles, Xplici...
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This week, we are talking di tings with Trinidadian-Brazilian fashion designer and owner of "Chandra Maharaj Designs", Chandra Maharaj.

In this episode, Chandra shares her insights on cultural influences, the entrepreneurial path, the significance of choosing positivity in life, her views on the fusion of cultural influences in fashion, the evolution of Caribbean design, and the importance of authenticity in her designs and how her ...
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LTDT Famalayyy! Welcome to Season 4!

This week, we are talking di tings with the incredibly talented singer and songwriter, Nigy Boy. In this deeply reflective conversation, Nigy shares how his grandfather’s love for music became the foundation for his own, shaping not just what he sings, but how he listens, learns, and leads with intention. Raised with a strong sense of “broughtupsy”, he speaks candidly about his determination to m...
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Happy Monday! Our Season 3 Finale is here, and we are talking di tings with singer, songwriter, and actress, Naomi Cowan. The perfect “cherry on top” to an amazing season!

Although Naomi is the daughter of Jamaican music legends, Tommy Cowan and Carlene Davis, she is creating her own legacy with her debut album, "Welcome to Paradise," which blends Reggae, Pop, and R&B to create a sound that is nostalgic, forward-thinking, & ...
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This week, we are talking di tings with singer, songwriter, bassist, & one of the most influential voices and musicians in Reggae music, Leroy Sibbles, O.D.

Crowned the "King of the Reggae Bassline", Uncle Leroy’s musical artistry has guided generations. As a renowned songwriter, the unmistakable lead voice of "The Heptones", the arranger of some of your favourite Studio One songs, and the architect behind some of Reggae's most ...
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This week we are talking di tings with singer, songwriter, actor, and multi-instrumentalist, JC Casely, aka Casely; an artist shaped by the intertwined rhythms of his Trinidadian, Panamanian, and Jamaican heritage.

Known for his angelic vocals, genre-blending sound, and breakout hit "Emotional",Casely discusses how music has played an integral role in his life since birth; from his paternal Panamanian-Jamaican grandmother (a highly ...
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In the aftermath of Hurricane Melissa, many of us throughout the diaspora continue to grapple with seeing the unimaginable devastation Western Jamaican residents are coping with. We have experienced loss, resilience, and the relentless sense of community that defines Caribbean people. 

In times like these, conversations that remind us of our shared humanity, resilience, the importance of community, and amplify awareness of the dire ...
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This week, we are talking di tings with multi-award-winning Jamaican filmmaker, J.P. Williams;a lover of Historical Drama who brings stories to life vividly on screen and credits his Aunt for introducing him to visual storytelling. His acclaimed short film The 1938 Unrest, which captures the labor uprising that helped shape modern Jamaica, has received international recognition, including Best Cinematography at the Open World Toron...
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This week, we are talking di tings with multi-award winning, nine-time Grammy nominated guitarist, cellist, and co-founder of the legendary band, Third World, Stephen "Cat" Coore O.D.

Cat Coore was raised in a musically rich environment, and shares how his mother (a classically trained musician), American and British bands, and the vibrant sounds of the Jamaican sound system; shaped his musical journey.

In this episode he shares ane...
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This week, we are talking di tings with Actor and Producer, Robert Christopher Riley.

Known for his dynamic presence on Broadway, television, and film, Rob shares his journey from his childhood in Brooklyn to a celebrated actor carrying the rich legacies of his Trinidadian and Bajan heritage. From Broadway to television, Rob continues to carry his Caribbean roots into every role, and in every story he tells. 

In this episode, we exp...
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This week, we are talking di tings with Grammy Award Winning, legendary Jamaican Saxophonist, Dean Fraser, O.D

Dean Fraser embodies both excellence and generosity. In an industry shaped by change, he has been both anchor and compass, preserving the integrity of Reggae while allowing it to evolve. Known for his technical mastery and intellectual rigor, he has collaborated with iconic artists like Dennis Brown, Sean Paul, Luciano, L...
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This week, we are talking di tings with legendary producer, singer, and ordained minister, Tommy Cowan, C.D. 

In this episode we explore Tommy's remarkable journey, from his childhood in St. Elizabeth to being a member of "The Jamaicans", to his pivotal role in distributing some of Bob Marley & the Wailers legendary songs, like Natty Dread, Talkin’ Blues, and One Drop; ensuring Bob’s revolutionary messages reached audiences arou...
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September 15, 2025 13 mins
This week, we are talking di tings about alignment, and the peace that comes with knowing that "what is fi yuh cyan be un fi yuh."

Inspired by Grenadian artiste Muddy's evocative song lyric, “When stars align, greatness outshines all hatred through space and time, but still we rise, with grace and with faith…”, this episode explores what is means when the stars align in our lives, both literally and metaphorically.

Throughout the ep...
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Today is the 5th anniversary of the passing of Reggae legend, Frederick “Toots” Hibbert, O.D., O.J., the lead singer of Toots and the Maytals. So this week, we are celebrating his life, and honouring his legacy, as well as the legacy of Toots & the Maytals. 

From his humble beginnings in May Pen, Jamaica, to coining the word “Reggae” and leading one of the most influential bands in music history, Toots’ story is one of resilienc...
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