Award-winning Jamaican attorney, actress, writer, producer and magistrate Sashawna Thompson joins Anthony Tracey for a candid conversation about building a life that makes room for both professional success and creative fulfilment.

Sashawna shares how she survived the pressures of law school, rejected opportunities that undervalued her qualifications, and began working independently as an attorney during the COVID-19 pandemic. A WhatsApp message eventually encouraged her to apply for the magistracy in Belize—an opportunity she initially believed she was too young to receive.

She discusses moving away from her family, adjusting to life in Belize, presiding over criminal, civil and family matters, and learning to trust herself in a position carrying enormous responsibility.

Sashawna also reflects on winning the Prime Minister’s National Youth Award, nominating herself for the honour, balancing law with acting and producing, and why Jamaican creatives need the freedom to experiment without being afraid of criticism.

The episode ends with an entertaining game of Red Flag or Green Flag, covering first-date bills, dating someone who earns less, friendships with exes, sharing locations, dating coworkers and checking a partner’s phone.

A funny, inspiring and refreshingly honest conversation about ambition, identity, relationships and betting on yourself.

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Anthony Tracey sits down with the Valkyries of Arcadia, a Jamaican entertainment group bringing together gaming, cosplay, fashion, dance, anime, K-pop influences, dancehall, and their own genre called Jam Pop.

In this episode, the Valkyries talk about how the group started, their transition from gaming and cosplay into music, the idea behind “Candy Rush,” the public reaction to their sound, and why they believe Jamaica needs more space for young creatives to try something different.

The conversation also gets spicy with a Red Flag / Green Flag segment covering first dates, splitting the bill, guy friends, men living with their parents, and open relationships.

A fun, honest, and culture-packed conversation about Jamaican creativity, music, identity, and building something new.

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Empr3ss Nile

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CLICK HERE to stream Candy Rush now!

Fada Bull, host of the Bull Talks Podcast, joins Anthony for an open and unfiltered conversation about men’s mental health, modern relationships and Jamaica’s growing podcast industry.

Father Bull discusses his journey into podcasting, why he stopped waiting for perfection and whether Jamaica’s podcast scene is becoming oversaturated. The conversation then turns to the pressure men face to remain strong, provide financially, and hide their emotions—even when they are struggling.

Anthony and Father Bull also debate 50/50 relationships, male and female friendships, relationship finances, social media comparisons, and whether society truly supports vulnerable men.

The episode ends with a heated Red Flag or Green Flag segment covering work husbands and wives, intimate photos of exes, liking thirst traps, asking for money while dating, living with parents, and partying every weekend.

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Bull Talks Podcast

Former Miss Universe Jamaica Miqueal-Symone Williams joins the Crazy Jamaican Bwoy Podcast to discuss her journey through pageantry, international modeling, public scrutiny, beauty standards, and modern dating.

She reflects on stepping away from Miss Universe Jamaica following the loss of her mother, returning to win the competition in 2020, and later placing in the Top 10 at Miss Universe.

Miqueal-Symone also opens up about the intense body standards of high-fashion modeling, the pressure to lose weight, protecting her mental health, and transitioning toward beauty and commercial work. She discusses signing with Wilhelmina in New York, Miami, and Los Angeles, influencer culture, social media criticism, and her future ambitions.

The episode ends with an entertaining Red Flag, Green Flag conversation covering first dates, social media, opposite-sex friendships, location sharing, emotional men, revealing photos, and marriage.

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DJ Wavey, also known as The Mixing Alien, joins the Crazy Jamaican Bwoy Podcast to talk about his journey into DJing, building his mixtape brand, and navigating Jamaica’s music scene.

We discuss how he started during COVID, learning Virtual DJ, getting his first paid event, and why young Jamaicans should take digital opportunities seriously. DJ Wavey also shares his thoughts on dancehall today, the importance of mentorship, gatekeeping among older DJs, reggae’s current position, payola, and what it will take for Jamaican music to regain a stronger global impact.

The episode also features a funny and unfiltered Truth or Drink segment.

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Email: [email protected] bookings: {876}-591-2846

Author DeAndra Davis joins the Crazy Jamaican Bwoy Podcast to talk about Jamaican identity, growing up Jamaican-American, family, culture, queer representation, and her new book.

We discuss what it means to feel “not Jamaican enough,” the way Caribbean families preserve culture abroad, the importance of seeing Jamaican stories on the page, and why difficult conversations around family and acceptance matter.

DeAndra also shares her publishing journey, the rejection she faced before getting her yes, and advice for young Caribbean writers trying to tell authentic stories.

Pre-order / buy DeAndra’s book here

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AnnaleaX joins the Crazy Jamaican Bwoy Podcast for a fun, honest, and revealing conversation about music, modeling, influencing, relationships, and finding her own creative path.

In this episode, AnnaleaX opens up about working with super producer Scott Storch, signing to a record label in Miami, why record labels are not always the dream, and how she is now creating music on her own terms.

We also discuss her experience as a Jamaican artist, navigating the music industry as a woman, her role in the web series The Influence, her work with Mitsubishi, and her journey as a creative.

Then we get into a spicy Red Flag / Green Flag game covering Jamaican men, 50/50 relationships, clubbing, posting your partner online, gas money after linking, and more.

Funny, honest, and unapologetically Jamaican.

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Comedy Boss joins the Crazy Jamaican Bwoy Podcast for a raw and authentic conversation about growing up in Rema, Jamaican street life, relationships, social media struggles, and finding success through comedy 🇯🇲

The episode dives into:
• Growing up in Rema
• Poverty & violence in Jamaica
• Jamaican TikTok culture
• Losing his father at a young age
• Escaping street life
• Social media pressure
• Relationships & heartbreak
• Truth or Drink moments 👀
• Finding success through comedy

Funny, emotional, inspiring, and unapologetically Jamaican.

One of the REALEST Jamaican podcast conversations yet 🇯🇲

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Sasha Speaks joins the Crazy Jamaican Bwoy Podcast for a deep and inspiring conversation about healing, self-worth, therapy, growing up in a single-parent household, and overcoming adversity in Jamaica 🇯🇲

We also discuss:• Mental health in Jamaican culture• Father absence and childhood trauma• Leadership and youth development• Personal growth and authenticity• Relationships and betrayal• Social media pressure• Fun “Would You Rather?” questions 👀

One of the most honest and meaningful episodes yet.

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New episodes weekly.

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Jamaican dancer and video vixen Chiney Gymnastic joins the Crazy Jamaican Boy Podcast for a raw, hilarious and eye-opening conversation 🇯🇲🔥

She speaks on working with Vybz Kartel and other major artists, the truth about being a video vixen in Jamaica, leaving her 9-5 job to pursue dancing full-time, crazy relationship experiences, industry stigma, wild DMs, and much more.

The Truth or Drink segment also gets VERY chaotic 😭🥃

This is one of the most entertaining episodes yet.

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New episodes weekly.

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