With The Grain Podcast

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 cu...

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,...

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 w...

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 wi...

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...

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."...

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. • Bree...

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...

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 (Ash...

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...

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 Was...

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 W...

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...

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...

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...

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. • Bee...

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 p...

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 si...

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...

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 politic...

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 ref...

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 Kruizia...

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...

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 cont...