With The Grain Podcast

This week, Challz makes his return to the podcast joining Breezy and Raino. We kick things off by celebrating the return of the NBA season.

Then, we dive into a controversial status making waves on social media about men watching women's events.

Finally, we discuss the Snowfall spin-off THE DROP and the dynamics of women being territorial over men, even past relationships.

Get ready to road! In this episode of the With The Grain Podcast, we dive deep into the energy, culture, and ultimate preparation for Miami Carnival 2026. From navigating the fete lineup and securing your costumes to the sheer euphoria of the park and parade road experience, we break down everything you need to know to make your WTG Carnival invasion unforgettable.

In This Episode, We Cover:

Da General gets candid about his journey as an artist, reaching an international audience, performing in Dubai, staying consistent, working with a team, handling criticism, and what it takes for upcoming artists to make it in today’s music industry. We also get into some hilarious Caribbean debates 😂 — from the top 5 women in the Caribbean to Caribbean men vs. women: who cooks better? 🍽️

Most importantly, Da General speaks directly to the youth of the Virgin Islands, the violence back home, and why we have to become the examples our communities need to see. If you’re from the Virgin Isl...

Kwan2x joins With The Grain Podcast for a hilarious conversation covering ATL nightlife, dating, music, and all the toxic situations that come with relationships 😂

We get into ghosting, spinning the block, dating rappers and podcasters, women’s influence on the music industry, and plenty of situations that are way too relatable. Plus, we put Kwan2x and the crew through games like Cap or Fact, Crash Out or Chill, and Finish the Sentence.

Expect jokes, hot takes, uncomfortable questions, and some answers that definitely should’ve stayed off camera 👀😂

Tap in with Kwan2x and th...

Note: We ran into a few technical difficulties at the start of this tap, so please excuse the audio quality early on—the conversation was way too good to hold back!

We’re keeping the momentum going with the Summer Jam Series!

On this episode of With The Grain, we’re sitting down with dynamic sibling duo Dapp The Youngin and Bebe. Athletics and music run deep in this family—both hold down serious sports backgrounds and rap skills, but Bebe brings an extra layer as a gifted visual artist.

We tap into their sh...

In this episode of the With the Grain Podcast, we sit down with Kevin, the creator of the hit US Virgin Islands series Sand Series, alongside Gyasi!

Fresh off the release of Episode 9, Kevin and Gyasi join us to drop exclusive behind-the-scenes insights, break down key moments from the latest episode, and reveal major news about the future of the Sand Series. If you’re tapped into Caribbean media, independent film, and local storytelling, this is a conversation you don't want to miss!

In this episode, we talk about:

Exclusive breakdown and behind-the-scenes fa...

The temperature is rising and so is the heat on the mic! Welcome back to another episode of the With The Grain (WTG) Podcast, where we are keeping the vibe alive with our official Summer Jam segment. In this episode, we are shining the guest spotlight on the one and only I-Bari! We dive deep into his journey, the music, the inspiration, and what it takes to keep pushing the culture forward.

Whether you are tuning in for the music talk, the gems, or just the pure energy, this is one midday pod session you...

SUMMER JAM CONTINUES TONIGHT! The heat doesn't stop.

we are keeping the momentum going on the podcast with a massive guest spotlight! We are sitting down with one of the visionary founders behind the legendary HOOKIE LIFE!

If you know anything about Caribbean culture, amazing vibes, and unforgettable day fests, you already know how deep this man's impact runs. We’re diving into the history, the culture, and what it takes to build a literal entertainment empire.

You do not want to miss this conversation.

WANT TO SECURE YOUR OWN GUEST SP...

WTG Presents: Summer Jam —

The temperature is rising, and so is the energy! Welcome to the official debut of Summer Jam, our brand-new, recurring seasonal segment right here on the podcast. All summer long, we’re bringing you exclusive, high-vibe conversations with incredible creators, entrepreneurs, and community leaders who are making waves and dropping knowledge.

To kick things off with a bang, our very first Guest Spotlight is on the brilliant Yohance Henley! Yohance is a multi-talented web designer, author, and gardener dedicated to helping businesses and communities thrive.

In t...

On this episode of With the Grain, the crew is hitting you with everything from reality TV drama and massive summer concert debates to heavy, polarizing news hitting close to home in North Texas. Episode Highlights & Breakdown Love Island Drop & Red Flags Fellas... Love Island USA Season 8 just premiered on Peacock, and the ladies are fully locked in. Be honest—what are we actually doing while they’re watching this? Are we hitting the gym, running miles, or are we low-key sitting on the couch next to them getting caught up in the drama? Plus, we debate: Is it a gr...

We are dropping absolute heavyweights on this episode of WTG!

Breezy and Raino are back in the building, and we’re starting things off local.

Breezy is breaking down the constant WAPA power outages and giving the real explanation on why St. Thomas keeps getting way more than St. Croix.

Right after that, we transition straight into the chaos in the industry. We are peeling back the layers on the wild Diddy tape situation involving 50 Cent’s baby mama, tracking the latest toxic updates on the Drake beef, and wrapping up with the unto...

Raino is holding down the booth for a massive episode as we jump straight into the Memorial Day weekend madness! This week, Raino locks in with IslandFineLa for the ultimate, unfiltered Atlanta Caribbean Carnival 2026 recap.

We're breaking down everything that went down in the A—from the road vibes and the costumes to the fetes that stole the weekend. But that’s not all. IslandFineLa is officially back after a legendary travel plot twist! After getting completely stranded out in St. Thomas, she is sharing the raw survival story of how a Carnival trip turned into...

WTG Podcast is diving deep into a massive week in entertainment. We’re breaking down the latest drops, the viral roasts, and the charts. • Theron Thomas’s Favorites: We’re taking a look at the heavy-hitters songwriter Theron Thomas has been rocking with recently. His 2025-2026 run has been dominated by credits for major artists like Lizzo and Ciara, plus his history with tracks like "Locked Away." • The Iceman Era: Drake is officially back with his ninth studio album, Iceman, dropping May 15, 2026. We discuss the "vulnerable" tone of the project and the wild rollout involving ice sculptures in Toronto. • Rick Ross vs...

Grab your flags and get your spirit right! In this episode of With The Grain, we’re diving headfirst into the legendary St. Thomas Carnival.

Whether you're a local, a member of the diaspora, or just love a good lime, this one is for the books.

Inside the Episode: • The Carnival Recap: From the Village vibes to the road march, we’re breaking down the sights, sounds, and scents of the season. • Breezy & Raino’s Wildest Moments: The guys get personal (and hilarious) sharing their own "you had to be there" experiences from the festivities. • Culture & Co...

On this episode of With The Grain, we’re diving straight into the chaos—from viral tours to the industry’s messiest headlines. No scripts, no filters, just the real vibes you expect from us.

Inside the Episode:

• Speed Takes the Islands: IShowSpeed announces a Caribbean tour. Is the region ready for that level of energy, or is it a crash waiting to happen?

• Relationship Red Flags: We’re breaking down those "Time for a change" posts. What’s actually happening behind closed doors?

• The Smith Dynasty: Is it "Will & Jada Love" or somethi...

The WTG Podcast is back and we are NOT holding back. This week, we’re peeling back the layers on the stories dominating your timeline—from heartbreaking mysteries to the concert tour of the decade. Pull up a chair, because we’ve got a lot to get through.

Inside This Episode:

• Zanzibar’s Tragedy: The Ashlee Jenae Story We dive deep into the devastating news surrounding influencer Ashlee Jenae (Ashly Robinson). What was supposed to be a "soft life" birthday celebration and engagement trip in Zanzibar turned into a nightmare. We discuss the suspicious circumstances, the confli...

It’s another WTG Day , and you already know what that means—grab your seat because today’s conversation is about to be REAL, RAW, and UNFILTERED On this episode, we break down some of the most talked-about topics in music, business, and creator culture: Pooh Shiesty vs. Gucci Mane – the mentor vs. protégé dynamic, industry influence, and how loyalty and label ties play a role in artist development. Owning Your Master Rights – why owning your music matters more than ever, and how it impacts long-term wealth, control, and independence as an artist. Content Creators & Branding Rights – navigating the business s...

Yeah… this one getting real

“Losing My Wife to Breezy” — breaking down the viral Chris Brown incident… how you even compete with THAT?

Arab Heritage Month — how Arab communities built ownership (gas stations, businesses) & the real power of moving together

STX Shooting — what’s going on in St. Croix? real talk from the community

Tommie Lee vs NY Nay — when social media beef goes too far

PJ Washington situation — should baby mama issues be public? who really gets hurt (especially the kids)?

No filters. Just real conversations from a Caribbean per

WE ARE back talking culture, trending topics, and real conversations.

We’ll recap our Atlanta trip, Kela’s first time in ATL, our visit to The Gathering Spot, and what we’ve been working on behind the scenes with new episodes and content dropping soon.

In trending topics, we’ll discuss Michael B. Jordan winning his first Oscar for Sinners and how only six Black men have ever won that award, with Will Smith being the last before him. We’ll also touch on the buzz around Big Fella’s food truck and the Meek Mill appeara...

Meet Cloey, the newest host of With The Grain Podcast, in her pilot episode! In this episode, the crew kicks back and gets into a real conversation comparing life in the States vs. the Virgin Islands — from culture and lifestyle to the differences in dating in the VI versus America .

They also break down some cultural contrasts that people from the islands notice when living stateside, plus share a few unfiltered perspectives and personal experiences along the way.

The conversation heats up with some hot takes on the Dwight Howard situation and other trending topics, ke...

The Culture Clash Debate Everyone’s been talking about the Caribbean vs America conversation online… but now it’s getting deeper. Some Haitians feel offended and believe Virgin Islanders have an issue with them. Is this a misunderstanding, cultural pride, or something bigger? We’re breaking down the real differences between Caribbean and American culture and why this conversation has people heated. ⸻ Topics We’re Getting Into: Caribbean vs America Debate Why is this topic blowing up right now? Are people misunderstanding each other culturally? Haitian Reactions Some Haitians feel targeted in the conversation. Is there really tension between Haitians and...

In this exclusive interview, ffawty sits down with With The Grain Podcast to talk about his journey as an artist from the Virgin Islands and what it meant to be selected to perform at Rolling Loud 2026.

He breaks down the discipline behind his grind, his gym journey, the process of being chosen for Rolling Loud, and the reaction that followed. He also opens up about fashion, inspiration, long-term goals, faith, and the impact he hopes to make as an artist over the next decade.

This conversation goes beyond music. It touches on purpose, consistency, and...

In this massive FamMail Barrage, we’re digging through the wreckage of your Valentine’s Day submissions.

From the sweet to the "sucky," we dissect every story you sent in. Plus, we switch gears for a heavy-hitting deep dive into the General vs. King Lion music beef.

Who’s actually coming out on top? In this episode: • The FamMail Dump: We answer your most chaotic V-Day questions and stories. • Beef Season: A full breakdown of General vs. King Lion. • The Aftermath: How to recover from a mediocre February 14th.

With The Grain Podcast is back and we not holding NOTHING back This episode Breezy, Raino, Kela B & IslandFineLA got real about relationships, music, and the culture.

Talking Stage Debate (We stayed here for a minute ) If y’all just in the talking stage… do you get a Valentine’s Day gift or is that doing way too much? Are we being romantic… or being delusional? Bad Bunny Halftime Show Iconic performance or unnecessary controversy?

Why the internet turn a halftime show into a political debate instead of just vibing? Let’s talk about it...

In this episode, we candidly discussed drugs and substances that are prompted by college experiences as well as J.Cole’s Birthday Blizzard mixtape, corruption in the Virgin Islands, and the exclusive ffawty interview.

Content Disclaimer This episode includes discussion of domestic violence and emotionally abusive behaviors, which may be triggering for some listeners. Listener discretion is advised. If you or someone you know is experiencing abuse or feels unsafe, please seek support from a qualified professional or local support services. ⸻

In this powerful and necessary episode of With The Grain Podcast, we sit down live with Tarik McMillan for an honest conversation about the evolving culture around therapy—especially for men. Tarik breaks down how men from all backgrounds are showing up for their mental health, why trust must...

This episode of With The Grain Podcast delivers a packed conversation filled with culture, controversy, and real perspective. We kick things off with a deep dive into “Timo The Goat?”, breaking down the hype, the legacy talk, and whether the praise truly matches the impact. Is greatness being earned, or are we crowning legends too early? The crew weighs in with honest takes and unfiltered opinions.

Next, we recap Cas’ birthday, unpacking the moments that stood out, the energy of the celebration, and the conversations that followed. From funny highlights to real reflections, it’s more tha...

WTG brings together breaking news, music industry gems, Caribbean culture, and unfiltered comedy in one weekly conversation. Hosted by Raino, Breezy, and IslandfineLA, the show delivers real insight and real laughs through sharp takes and cultural perspective.

This episode features a special guest appearance from Redman, who pulled up as soon as he heard the conversation was heading toward politics.

The crew dives into the Wavez and Cruz Rock controversy, breaks down the latest surrounding Donald Trump, and unpacks how Venezuela’s ongoing situation under Nicolás Maduro continues to impact the Caribbean and the glo...

We close out the year with our longest episode yet — a 2-hour WTG Live conversation packed with reflection, laughs, debates, and real talk.

Raino and Breezy break down breakup season, including high-profile splits like Kai Cenat & Gigi and Teyana Taylor & Aaron Pierre. We discuss how public relationships, social media narratives, and timing play a role in modern breakups. The crew also reflects on With The Grain’s biggest moments of the year — our most-viewed episodes and clips, major accomplishments, lessons learned, and what we plan to accomplish moving forward as a platform.

Othe...

Join Breezy, Raino, and Kela B in this lighthearted and hilarious Christmas Eve morning brunch episode!

We dive into the joy of holiday gifts, the dos and don’ts of Christmas spending, and the ultimate question: how long should you date someone before gifting them something special?

Plus, Raino shares some fun insights on holiday spending and we even discuss the release of the “In The Fete Kruiziano.” It’s a perfect blend of humor and holiday cheer

Carnival memories, soca energy, and straight Virgin Islands vibes! In Episode 2 of In The Fete, we sit down with Kruziano to talk all things soca, staying fresh, setting the mood, and those wild carnival moments we’ll never forget 🍹💃🏾

From being drunk in carnival to breaking down how directions really work in the VI, this episode is pure laughs, culture, and fete talk from start to finish.

Tap in and relive the vibes.

⏱️ TIMESTAMPS

0:30 – Intro

1:30 – Why you always fresh

4:00 – Soca & Kruziano

6:38 – Set the m...

Breezy is back and he didn’t come alone. This episode welcomes DJ Mojo to the couch as she breaks down her DJ journey, women in DJ culture, and the grind behind the scenes of the music industry.

The crew dives into the question everyone’s asking — is radio dead? Following the backlash surrounding Ebro leaving Complex, we discuss the future of radio, media personalities, hip hop media, and how content creators are changing the game.

We also unpack Kai Cenat’s mental health comments and online backlash, influencer responsibility, internet culture, and social m...

Breezy is out this week, but never fear — all the girls are here!

Raino holds it down solo as he takes on Kela B, Big Cas, and IslandfineLA in an episode full of unfiltered conversation, real perspectives, and plenty of laughs.

This episode covers: • Streamer Awards drama — did India Love really pull a Kanye?

• 50 Cent facing heat over exclusive footage

• What actually makes a good man?

• The worst thing you’ve ever done to your man Tap in for honest takes, fun debate, and the signat...

Hosted by Breezy, Raino, Kela B, and IslandFineLA, this episode dives straight into some of the internet’s most viral conversations.

We kick things off with India Love’s take on what truly makes a “good girl,” and the crew debates whether modern dating standards are rising… or just getting wild.

Then we ask a real question that hits home for a lot of people: Does having an absent father affect the type of girlfriend or partner you become? The perspectives get honest, funny, and raw — classic WTG energy.

Next up, we break down the mom...

This week the crew dives into EVERYTHING heating up the timeline. We start with the Janeisha situation — and trust, Big Cas, Raino, and IslandFineLA pulled up ready to defend our Virgin Islands Queen.

The energy was high, the opinions were loud, and the loyalty was REAL. From there we slide into the vibes, breaking down Summer Walker’s new “side-chick energy” era and asking whether it’s confidence, chaos, or a little bit of both.

Cas had a lot to say this episode, and she wasn’t holding back. Between hot takes, honesty, and nonstop laughs, the...

On this episode of With The Grain, the crew dives into one of the wildest stories to hit the Virgin Islands while mixing in music, culture, and unfiltered VI perspective. Raino brings the jokes and energy, IslandfineLA keeps the insight sharp, and Breezy adds that blunt, straight-to-the-point honesty he’s known for.

They break down: • “Summer in Fall” – their raw take on Summer Walker’s new album Finally Over It and how it’s landing in the culture.

• Epstein in the VI – the shocking situation involving the Virgin Islands’ own representative and text messages ex...

This week on With The Grain, Kela B, IslandFineLA, Breezy, and Raino came ready for vibes and opinions. We kicked off the episode with Fam Mail Wednesday, where we read through listener submissions—including a few of the entries for our Crucian Gold giveaway winners.

The Fam came with jokes, stories, and real questions, setting the tone early. From there, the crew dove deep into one of the realest topics yet:

The Cons of Living the Single Life. And trust… Kela B was not playing with Breezy this episode. She held him...

🔥 WELCOME TO OUR NEW SERIES: IN THE FETE! 🔥 We’re outside for real now. In The Fete is our brand-new segment where we travel to carnivals across the world and tap in with the biggest names in the culture — artists, DJs, promoters, creators, and anyone who truly runs the fete. For our FIRST episode, we sat down with DJ Supatrakz, an international DJ representing the Virgin Islands, known for bringing pure energy to every crowd he touches. We talked DJ life, Caribbean vs American party vibes, beard stories, TikTok growth, and plenty more. If you’re a carnival lover, fete chaser...

Breezy and Raino hold it down for a thought-provoking episode of With The Grain Podcast titled “All Good Things Come to an End.” This week, they react to the rumored breakup of Big Sean and Jhené Aiko before diving into Travis Kelce’s ex, Kayla Nicole, and her recent shade that sparks a deeper convo on “stunting on your ex.”

From there, the guys switch gears to discuss Mario’s appearance on Cam Newton’s podcast, where he shared his thoughts on who can and can’t sing — and Breezy and Raino didn’t hold back with their own takes.

What started as a simple convo about Summer Walker saying men are only good for providing turned into pure chaos and comedy!

Kela B, IslandFine LA, Raino, and Breezy dive deep into what being a “provider” really means — and somehow IslandFine LA finds out she may indeed not be his little fine shit .

Then things get real as we send prayers up for Jamaica battling a Category 5 hurricane, remembering the pain and strength that came from surviving Irma & Maria that mash up the USVI .

We close things off on a note of peace and pe...