Entrepreneur With Me

ABOUT THE EPISODE In this episode of Entrepreneur With Me, Mayer sits down with DJ Chubby Rock, a veteran Jamaican DJ with over 30 years in the business, to trace his journey from sneaking out as a teenager to catch sets at House of Leo to becoming a fixture on the club, soca, and corporate event circuit across Jamaica and beyond. DJ Chubby Rock shares how his name came about, his early love of soul music passed down from his grandmother (who sang in clubs before turntables existed), and how vinyl, cassettes, and hustling Sound Clash tapes in school shaped his ear for music. He walks through decades of residencies — from Dr. Bird and Priscilla's, to Weekends, Peppers, and Acropolis — and reflects on the evolution of dancehall, soca, and disco, the rise of auto-sync technology, and what's been lost and gained as DJing shifted from vinyl and pure ear-mixing to digital convenience. The conversation also touches on his side venture running a barbershop next to a recording studio, his work on tours and weddings,…

ABOUT THE EPISODE In this episode of Entrepreneur With Me, Mayer sits down with Lamont Bourne, a former bookstore owner from Clarendon, Jamaica, to unpack the full arc of building and scaling a community-rooted business from the ground up. Lamont shares how he left a career at a university bookstore to open his own shop, Turning Pages, in rural Longville Park before expanding into Old Harbour and later May Pen. He talks candidly about forming a FedEx drop-shipment partnership, running back-to-school health fairs, sourcing books internationally, and building a loyal customer base through genuine, personalised service. He also opens up about the toll of repeated break-ins and rising crime, the tough decision to consolidate locations to protect his family, and why he ultimately chose sustainable, strategic growth over expansion for its own sake. The conversation closes with reflections on leadership, legacy, and the Jamaican proverb that still guides his thinking today: "one one cocoa full basket." KEY…

ABOUT THE EPISODE In this solo episode, Mayer opens up about why he's starting a podcast in 2026 and takes listeners through his full podcasting origin story — from discovering the Podcasts app on his first iPhone in 2022, to launching his first scripted news show (also called Money Roundup) in 2023, to burning out trying to keep up with a weekly upload schedule while working full-time. Mayer shares the honest, sometimes painful path that followed: Instagram lives that flopped, a pivot to unscripted YouTube videos, six months of relentless daily Shorts, and a formative brush with a European podcasting agency that opened his eyes to just how big the podcasting industry really is overseas — including two visa rejections that stopped him from attending their training in person. He also breaks down how the concept for this show was born, blending guest interviews with two types of solo episodes — educational breakdowns and raw, unscripted vulnerability inspired directly by Alex Hormozi's personal reflection…

ABOUT THE EPISODE In this solo episode, Mayer breaks down the real, unfiltered journey of starting entrepreneurship after losing his job in 2023 — from launching a financial education business and webinars, to nervous Instagram lives, to grinding out daily YouTube and Instagram Shorts for six months straight. Mayer walks through what worked, what flopped, and the lesson that changed everything: it's not about having the best product, it's about having the right audience. He shares how testing content (including an unplanned viral angle around UK politics and millionaire migration) revealed the different ways YouTube and Instagram algorithms actually reward creators, and why he ultimately had to step away from content creation to focus and rebuild with intention — leading him toward podcasting. He closes the episode with the three core reasons people become entrepreneurs: passion, job loss, and the need for a second income stream. KEY TAKEAWAYS • Your audience matters more than your product — the best offer…

On this episode of Entrepreneur With Me, Mayer Morrison welcomes Latoya Spence who went from working full time in corporate to working as a full time author, designer and artist. We touch on her journey, trials & tribulations and balancing both her work life and her home life as a mom. FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast FOLLOW THE GUEST'S SOCIALS: theyellowroom_studio ------------------------------------------------------ Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell