Entrepreneur With Me

About Entrepreneur With Me

Entrepreneur With me is the platform where each and every entrepreneur gets to share their stories unfiltered. We look to answer the questions: Why did you get into entrepreneurship? What's been the struggles that you've face? What's the greatest lesson you've learnt so far? It's a masterclass on entrepreneurship learning from the best as they share their journey from start up until this current point in time. It gives the entrepreneur time to reflect and look back at the path taken, something that a lot of them normally don't get to do. Hosted by Mayer Morrison. Someone who is on a journey himself into entrepreneurship and so is seeking to learn from others who have walked the path before, to learn from them while letting the world know about their business

Publisher

Mayer Morrison

Category

business

Language

en

Explicit

No

First episode

17 Sept 2026

Latest episode

29 Oct 2026

Latest episodes

9 episodes in the feed.

1. 

   29 Oct 2026

   Pushing The Boundaries in Fashion With Every Design | Entrepreneur With Me EP#9(ft Jhanna Patterson)

   ABOUT THE EPISODE In this episode of Entrepreneur With Me, Mayer sits down with Jhanna Patterson, founder of Steph's Creations, a Jamaican fashion manufacturing business, to explore how a girl who grew up in fabric stores and studied economics ended up bringing her clients' fashion ideas to life. Jhanna shares how Steph's Creations began as her mother’s dressmaking business that she built upon into what it is now, how she made her first design (a bandana-fabric pumpkin skirt for a school heritage day) in grade seven, and how an Instagram page for her friends' looks pulled her back toward fashion. She talks about her career in economics and marketing, including her work with the Economic Programme Oversight Committee, and how that thinking shapes the way she approaches supply, demand, and sustainability in fashion. The conversation also covers growing a client base through word of mouth, being teased as a child for being different, and the highlights of the journey: working with local celebrities, a custom khaki piece for Nadine Sutherland's Bob Marley movie premiere, a feature in a magazine, and a client's New York Fashion Week appearance. Jhanna also walks through the newly relaunched Steph's Creations website, with custom orders, alteration requests, an upcycling marketplace, and a fabric vault. KEY TAKEAWAYS • Creativity doesn't mean reinventing the wheel; a fresh approach to a simple idea is enough • Word of mouth and consistently delivering quality work can build a client base without heavy marketing • Listening closely to clients is the foundation of great custom work and business growth • An economics mindset helps a creative business balance supply, demand, and keeping clients coming back • Upcycling, renting, and local manufacturing offer sustainable alternatives to fast fashion • Being different is a strength, and teasing often says more about the person doing it than about you • Celebrity and event exposure, like New York Fashion Week, builds public confidence in local talent • Collaboration with other seamstresses and creatives can expand opportunity for everyone BEST MOMENTS "It's not about reinventing the wheel. For me it's really about helping others express themselves through fashion in a creative way." "Fashion has always been in my house." "Word of mouth does basically all of the work for us." "My differences are my specialties, my superpower." "Your clothes have to be something that you feel confident wearing." "Listening is key. That's the only way you're going to grow." "Become obsessed with figuring out who you are." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast/?hl=en) FOLLOW OUR GUEST: stephscreationsja (https://www.instagram.com/stephscreationsja/?hl=en) ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up. Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

2. 

   23 Oct 2026

   Why Are Doctors Still Relevant? | Entrepreneur With Me #8(ft Dr. Officer)

   ABOUT THE EPISODE In this episode of Entrepreneur With Me, Mayer sits down with Dr. Clement Officer, a family practitioner, to explore how a man who never wanted to study medicine ended up building a long career in it. Dr. Officer shares the story behind his name, how he landed in medical school through a friend's push and a poor background that made walking away feel impossible, and the moment in pathology that made him appreciate the work. He explains what a family practitioner does, which chronic conditions people put off treating, and how lifestyle choices in your 20s and 30s shape your health later in life. The conversation also covers how often you should get a check-up, why men tend to show up late, and how his 30-plus years of Taekwondo built discipline that carries into everything he does. He reflects on moving from emergency medicine to private practice, the hidden stresses of running your own practice, and why he believes AI will augment doctors rather than replace them. KEY TAKEAWAYS • Doing something out of love rather than for money leads to a more fulfilling and lasting career • Chronic conditions like high blood pressure and diabetes are often ignored because they don't feel urgent, but the damage shows up later • An active lifestyle helps the body clear germs faster and lowers your chances of getting sick • Choose a physical activity you enjoy, because enjoyment is what keeps you consistent • Healthy adults should see a doctor at least once a year, with more frequent visits for chronic illness and older age • Family practitioners act as the midfielders of healthcare, directing patients to the right specialist • AI can make doctors more efficient, but it lacks the empathy and human connection that medicine requires • Having interests outside your career gives you balance and options later in life BEST MOMENTS "I actually wasn't attracted into the field of medicine. I never wanted to be into the field of medicine." "A family practitioner is like a midfielder. They get the ball and decide how we organise the attack." "It is unfortunate that we can't see ahead." "Taekwondo for me has been a lifestyle habit which keeps me active." "AI doesn't have the human touch. I don't think it will replace, but I think it will augment." "We should never do anything for money." "We should learn to love ourselves, respect ourselves, and believe that we are in charge of ourselves." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up. Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

3. 

   16 Oct 2026

   Cybersecurity Specialist: Is Your Data Truly Safe | Entrepreneur With Me #7(Tedisha Williams)

   ABOUT THE EPISODE In this episode of Entrepreneur With Me, Mayer sits down with Tedisha Williams, a cybersecurity professional and author of "Jamaican Cyber Kid Detective," to unpack why cybersecurity is a real and growing threat for businesses and everyday people alike. Tedisha shares how she moved from general IT into cybersecurity in 2021, why users remain the weakest line of defence, and how threats like ransomware, phishing, USB attacks, WhatsApp account takeovers, and in-person tactics like tailgating work. She explains why proper IT setups, risk assessments, and a second layer of protection like multi-factor authentication matter, and why cost often keeps organisations from fixing known weaknesses. The conversation also dives into her children's book, written after seeing how kids are handed devices with little guidance, and its stories on personal information, online pressure tactics, and digital footprints. Tedisha and Mayer discuss how much parents should post about their children online, and Mayer puts her to the test with a risk-spotting game on shared passwords and oversharing business wins. She closes with advice for anyone wanting to enter the field and a preview of book two, due next year. KEY TAKEAWAYS • Users are the weakest line of defence, so awareness training is one of the best protections a business can invest in • A data breach can lead to ransomware demands and identity theft, damaging both finances and reputation • Shared passwords, weak passwords, and budget-driven shortcuts create easy openings for attackers • Multi-factor authentication adds a second layer of protection even if a password is compromised • Less is more online: avoid posting real-time locations, school details, and revenue figures • Parents should consider their children's consent and safety before posting them on social media • Scammers rely on urgency, pressure, and familiarity to trick people into clicking links or sharing codes • Cybersecurity can be learned through certifications and free online courses, with many paths into the field BEST MOMENTS "Our data is not safe. Our personal information is not safe." "Our users are our weakest defence." "Less is more." "Attackers use urgency, they use pressure, they use familiarity." "It's your choice if you want to post your children, but also not know that there can be some ramifications of that." "Never let your guard down." "That book is a legacy of mine." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast/?hl=en) GET IN TOUCH WITH THE GUEST: teddiewill@yahoo.com (https://teddiewill@yahoo.com) ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up. Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

4. 

   9 Oct 2026

   From Anime Love to Founding K-Pop Fusion Fest | Entrepreneur With Me #6(Vizu-Ally Creations)

   ABOUT THE EPISODE In this episode of Entrepreneur With Me, Mayer sits down with Alex Powell, founder of Vizu-Ally Creations, to trace how a childhood love of cartoons, anime, and K-pop grew into a graphic design, printing, and craft business centred on Asian pop culture. Alex shares how she went from graduating with a degree in International Relations and a minor in Japanese, to taking graphic design courses during COVID and launching Vizu-Ally Creations in 2022. She walks through her handmade creations, from a styrofoam and paper model of Gyeongbokgung Palace built for a key art competition, to light-up character standees and her "Glow Different" collection of ear paints. She also opens up about creating K-Pop Fusion Fest, an annual event for fans of Asian pop culture in Jamaica, now heading into its third staging with a cyberpunk, K-pop meets EDM theme. Alex talks about the mentor who passed the event on to her, her honeymoon trip to Japan that turned a long-time dream into reality, and why embracing what makes you different is the foundation of everything she does. KEY TAKEAWAYS • Turning a lifelong passion into a business gives you motivation that a nine-to-five rarely can • Staying creative means constantly improving your products, because customers always want something new • Clear communication and a final run-through before delivery prevent last-minute change requests • Building community around a niche interest can create demand where you thought none existed • Social media content and direct email outreach to sponsors work well for different parts of the business • Mentorship matters: passing the baton, as Alex's mentor did for her, keeps a community alive • A strong support system of family and friends is the foundation for entrepreneurial resilience • What others call "weird" can become your biggest differentiator once you find your people BEST MOMENTS "I thought that my love for anime and K-pop made me a bit weird in other persons' eyes. But for me, I was unique. I was awesome." "In the business you just have to keep going, finding new innovative things, because people like things that are different." "If you love something, you never work a day in your life." "I would take the magic wand and I would have broken it. Because this journey has been fantastic." "Embrace what you are. And if you love something that's different, that's okay." "There's a place and space for you." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast/) FOLLOW OUR GUEST: vizuallycreations (https://www.instagram.com/vizuallycreations/) ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up. Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

5. 

   2 Oct 2026

   Sneaking out at 15. Played Some of the Biggest Clubs | Entrepreneur with me #5(DJ Chubby Rock

   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, playing on private yachts, and the advice he'd give any young DJ trying to break into the business professionally. KEY TAKEAWAYS • Reputation and reliability ("showing up on time, every time") matter more long-term than any single gig • Knowing the full history of a genre, not just current hits, builds credibility and range as a performer • Corporate and private events can pay significantly more per hour than traditional club nights • Technology (like auto-sync) has sped up and simplified DJing, but something is lost from the skill of ear-mixing by hand • Brand reputation and personal name recognition directly affect which gigs and sponsors a performer can access • Versatility, reading a room and mixing genres and eras, keeps a DJ in demand across different crowds • A side skill or business (like Chubby Rock's barbershop) can build transferable leadership and management experience • Longevity in a creative industry often comes down to integrity: keeping your word and building a name people trust BEST MOMENTS "I didn't want to give myself chubby rock. So I just said chubby rock." "You have to use your ears to mix. It takes a lot of practice." "If you're not taking care of the record, you're... hearing scratching sounds." "Show up on time. Every time. Don't book a date with somebody and cancel because you get more money from somebody else. Bad business." "Your name is one of the biggest things in the business, especially if you're professional." "I'm a man of my word... I don't like to make promises and don't keep them." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast/?hl=en) FOLLOW THE GUEST'S SOCIALS: c_rock_ja (https://www.instagram.com/c_rock_ja/?hl=en) ABOUT THE HOST Hosted by Mayer Morrison on Money Roundup, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up. Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

6. 

   24 Sept 2026

   STRUGGLES, SUCCESS & LIFELONG LESSONS | Entrepreneur With Me EP # 4 (Lamont Bourne)

   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 TAKEAWAYS • Being impactful and memorable in every interaction builds long-term loyalty far beyond any single sale • Market research and community insight can justify bold, unconventional business locations • Strategic partnerships (like a FedEx drop-shipment point) can diversify revenue without major overhead • Treating every customer — big spender or small — with the same care builds lasting word-of-mouth • Growth should match your comfort and capacity, not competitors' pace or pressure to expand • Family safety can and should outweigh business ambition when risk escalates • Strong internal culture and leadership at the top filters down to consistent customer service across locations • Small, consistent actions compound into meaningful long-term impact ("one one cocoa full basket") BEST MOMENTS "Once you treat people well, they're always gonna come back." "You have to be strategic about growth because getting too big can also harm you." "You recognize that it was about to change you, and that's not who I am." "Even to this day... people remembered about you. Those are the things that they carry." "Don't try wanting to do everything or too many things one time. Build from the ground up." "If you are given lemons you turn it into lemonade... it is your opportunity to do good with whatever hand you're dealt." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast?stkn=MWpqYWlrNHU5d243dA==) ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up. ______________________________________________________________ Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

7. 

   17 Sept 2026

   Why Start A Podcast in 2026? | EP # 3

   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 segments and Steven Bartlett's earliest, rawest Diary of a CEO episodes. KEY TAKEAWAYS • Podcasting is one of the most intimate media formats — the more time someone spends listening, the deeper their connection to the host • A fully scripted, research-heavy format can be unsustainable without support or a team • Tracking listenership across only one platform can hide your true audience size • Instagram and YouTube reward creators differently — testing multiple platforms reveals what actually works • Big life pivots (job loss, illness, burnout) often create the space needed to commit to a new path • Being part of a supportive creator community can completely shift your belief in an industry • The best podcast concepts often develop through pitching and conversation, not a whiteboard session • Mixing interview and solo formats lets a host highlight guests while still building a personal connection with the audience • Unscripted, vulnerable solo content tends to build a far deeper bond with listeners than polished, scripted content BEST MOMENTS "The stories that you share on podcasts... are not things that you just share with any and anyone." "No one has ever stopped me and been like, Mayer, I like your podcast." "For about a good five seconds there was a thought that went through my head, like, I wonder if I'm really getting scammed." "I finally see why so many persons love Stephen Bartlett." "I want to be really authentic, really vulnerable. Just my deepest thoughts with you guys." "As much as this is therapy for me and me sharing... I want to know what it is that you want to know more of." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast?stkn=MWpqYWlrNHU5d243dA==) ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up.

8. 

   17 Sept 2026

   What Is Entrepreneurship? | EP #2

   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 can still fail with the wrong audience • Free value doesn't guarantee paying customers, even with strong engagement • Testing content direction reveals what the algorithm rewards, even if it's not the audience you want • YouTube rewards watch time and interaction; Instagram rewards consistency and volume • Entrepreneurship has no manual — the market is your only teacher • Sustainable growth sometimes means stepping back to protect focus and mental bandwidth • People generally enter entrepreneurship for one of three reasons: passion, job loss, or the need for extra income • Consistency compounds — early low-view content can build into real traction over months BEST MOMENTS "Your audience is the most important thing in business." "You can have the most amazing product and the worst audience and you just be frustrated." "I had to actually start doing deep breathing on the live to start it." "The algorithm sees you as someone who is active and who is speaking." "Entrepreneurship is not a straight walk in the park." "A lot of persons get into entrepreneurship because they're not being paid enough to live. They're being paid enough just to work." FOLLOW OUR INSTAGRAM: entrepreneurwithmepodcast (https://www.instagram.com/entrepreneurwithmepodcast?stkn=MWpqYWlrNHU5d243dA==) ABOUT THE HOST Hosted by Mayer Morrison on Entrepreneur With Me, a podcast featuring honest conversations and personal lessons on entrepreneurship, content creation, and building a business from the ground up.

9. 

   17 Sept 2026

   YOU ARE THE ONLY THING STOPPING YOURSELF | Entrepreneur With Me #1 (ft. Latoya Spence)

   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 (https://www.instagram.com/entrepreneurwithmepodcast?stkn=MWpqYWlrNHU5d243dA==) FOLLOW THE GUEST'S SOCIALS: theyellowroom_studio (https://www.instagram.com/theyellowroom_studio?stkn=MXZ6b2E2a3UwMDVxMA==) ------------------------------------------------------ Hosted by: Mayer Morrison Executive Produced by: Mayer Morrison Produced by: Kyle Exell Edited by: Kyle Exell

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