Entrepreneurship Episodes

Dr. Albert Bramante joins Conversations with Rich Bennett to discuss how the mental “scripts” we live by can sabotage our growth, even when we appear successful. A former talent agent turned psychology professor and mindset coach, Dr. Bramante shares his personal journey of battling imposter syndrome, procrastination, and perfectionism—and how he finally took action to write his book Rise Above the Script. This episode is a powerful listen for anyone ready to stop performing and start living authentically.

Sponsored by Harford County Chamber of Commerce What happens when your world collapses and you're left with nothing but a bottle of whiskey and broken dreams? For Ben Albert, it became the turning point. In this energizing and heartfelt episode, Ben shares how he rose from being furloughed during the pandemic to creating Real Business Connections, launching a marketing agency, and building a thriving mastermind community. This is a must-listen for entrepreneurs, podcasters, and anyone s...

Sponsored by Eco-Cool HVAC  In this inspiring episode, Esther Avant—coach, speaker, entrepreneur, and host of the To Your Health podcast—joins Rich to discuss how small, sustainable changes can lead to big transformations. From her early passion for fitness to becoming a military spouse and successful coach, Esther shares insights into how to navigate health, career, and parenthood without burnout. She also opens up about writing her award-winning book To Your Health, the myths around dieting, and the importance of mindset, planning, and support in sustainable wellness.

Sponsored by Tar Heel Construction Group  In this engaging roundtable, Rich Bennett sits down with nonprofit consultant Katie Ramirez, alongside co-hosts Greg Derwart and Robyn Burke, for a candid discussion on the realities of nonprofit work. They dive into the importance of strong boards, smart fundraising strategies, and the evolving landscape of nonprofit leadership. Whether you're running a nonprofit, serving on a board, or just curious about community impact, this conversation offers practical insights you can use.

Sponsored by Your Pet AuPair  When life crumbled around her—art career, finances, marriage—Stephanie Jackson hit rock bottom. Instead of giving up, she rebuilt her life and launched Practical Sanctuary, pioneering Sensory Interior Design, a unique blend of neuroscience, psychology, and art to create spaces that support focus, healing, and better relationships. In this inspiring episode, Stephanie shares how she turned personal adversity into a mission-driven business, empowering highly sensitive and neurodivergent individuals to thrive.

In this powerful episode of Conversations with Rich Bennett, Gavin Masumiya shares his emotional journey from a shy, self-conscious child to a confident speaker, coach, and musical artist. Through freestyle rap, public speaking, and deeply personal songwriting—especially after the loss of his mother—Gavin discovered the healing power of voice and vulnerability. Listeners will be inspired by his resilience, creativity, and unique approach to coaching others into authentic expression.

Send us a text Sponsored by American Auto Repair In this episode of Conversations with Rich Bennett, Michael V. Morgan shares how intentional networking transformed his career trajectory—from Penn State and a fraternity brotherhood to executive roles in top firms like JP Morgan, Chevron, and Amazon. He offers actionable strategies and inspiring stories from his book The Power of Networking, proving that real relationships—not just business cards—open doors to lasting success. Whether you're n...

Sponsored by Chesapeake Podcast Network  In this candid and insightful episode, Rich Bennett chats with Seth Goldstein, a former journalist turned digital marketing expert and podcast coach. Seth shares how his career in journalism led to burnout and PTSD, and how he rebuilt himself through web design, podcasting, and now coaching others. Listeners will gain valuable insights into what it takes to start a podcast, how to be a great guest, and the evolving digital marketing landscape. This episode is both inspiring and packed with practical advice for creatives and entrepreneurs alike.

Send us a text Sponsored by WHFC 91.1 FM In this vibrant, unfiltered conversation, Rich Bennett sits down with romance authors Cardyn Brooks, Kristie Wolf, and Samantha Heil to explore the booming world of romance literature—from spicy tropes and steamy storytelling to the indie book event scene that’s redefining how readers discover love stories. Whether you're a longtime romance fan or curious about the genre's explosive popularity, this episode offers insight, laughter, and maybe a little ...

In this episode of Conversations with Rich Bennett, marketing powerhouse Julie Matzen joins Rich and co-host Michelle Hayes to share how her innovative platform, Boarderline, is transforming the way small and mid-sized businesses access expert marketing advice. Julie explains how AI, strategic planning, and curated advisory boards are giving entrepreneurs affordable access to top-tier knowledge, without burning through budgets. A must-listen for anyone looking to launch or grow a business in today’s digital world.

Sponsored by Harford County Living After being fired from her federal government job, Megan Ewing didn’t crumble; she transformed. In this powerful episode, Megan shares her deeply personal journey of rebuilding her life and redefining success. From overcoming imposter syndrome to launching two books and a growing movement that empowers youth with vision boards, Megan shows how resilience and self-belief can create a ripple effect that changes lives. This episode is a must-listen for anyone struggling with self-worth, thinking of starting a business, or needing inspiration to reclaim their narrative.

Sponsored by Tar Heel Construction Group In this inspiring episode, Martin Grams shares the journey of founding The Screaming Bean, a community-driven coffee shop in Aberdeen, Maryland. Martin discusses how the café goes beyond serving exceptional coffee by actively supporting local charities, fostering community connections, and creating a space where purpose takes precedence over profit. Listeners will gain insights into building a business that not only thrives economically but also makes a meaningful social impact.

Sponsored by Eco-Cool HVAC What if one simple act of kindness could spark a global movement? In this powerful episode, Rich Bennett talks with Luke Mickelson, founder of Sleep in Heavenly Peace , who left behind a successful sales career to build beds for children in need. What began in his garage in 2012 has grown into a nationwide nonprofit with chapters in nearly every state and several countries. Luke shares the emotional story behind the first bed build, the inspiration from his own upbringing, and the "two-by-four moment" that changed his life. It's a story of faith, purpose, and the power of taking action when you feel called to serve.

Sponsored by Four Seasons Landscape & Construction Services In this episode of Conversations with Rich Bennett, Rich sits down with Maria Chapman, a remarkable entrepreneur and advocate. Despite battling rare neuromuscular conditions, Maria rebuilt her life through writing and founded Connected Ghostwriting. She shares how she transformed personal challenges into a thriving business and now helps disabled entrepreneurs find their own paths to success.

Sponsored by Living Well Healthcare Ready to scale your business the smart way? In this episode, Tracy Beavers shares how she transitioned from corporate burnout to building a thriving coaching empire by mastering list growth and online visibility. If you’re serious about creating consistent income and authentic connections without paid ads, this conversation is packed with real-world strategies you can’t afford to miss.

Sponsored by CleverCat Marketing What do toilet paper, jazz, and brand loyalty have in common? In this episode of Conversations with Rich Bennett, Ethan Decker reveals the surprising science behind how brands grow—and why small businesses struggle more than they think. From the Double Jeopardy Law to marketing myths that refuse to die, this is a must-listen for anyone who wants to build a brand that actually sticks.

Sponsored by Harford County Living Discover how AI expert Shahar Boyayan is helping businesses transform customer relationships through smart, hyper-personalized automation. From emotional consumer insights to real-world applications that save time and boost sales, this episode is packed with strategies you can start using today. Whether you’re curious or cautious about AI, Shahar’s insights will open your eyes to what’s coming next—and how to stay ahead.

Sponsored by Tar Heel Construction Group Drewbie Wilson joins Rich Bennett to share how he turned his life around—from tipping the scales at 315 pounds to becoming a 7-figure sales leader and entrepreneur. He breaks down the mindset, discipline, and daily habits that help him (and his clients) crush the day before it crushes them. This episode is a must-listen for anyone in sales or business looking to level up with no gimmicks, just grit.

Sponsored by Richardson Farms From lacrosse fields to the shelves of Whole Foods, Gregory Vetter’s wild journey took a homemade salad dressing and turned it into a $300M clean food brand—only to lose it all. In this raw and revealing conversation, Greg opens up about bold risks, painful lessons, and what it really takes to build (and rebuild) a dream. If you’re chasing something big, this one’s a must-listen.

In this episode of Conversations with Rich Bennett, Evgeniy Kharam shares powerful insights on overcoming fear and mastering soft skills to succeed in sales—whether in cybersecurity, tech, or any industry. He breaks down how to turn fear into confidence, connect with clients, and win more deals by improving communication. If you want to sell more, present better, and build stronger relationships, this episode is a must-listen!

Sponsored by Freedom Federal Credit Union In this episode of Conversations with Rich Bennett, publishing expert Terry Whalin reveals the insider secrets to landing a book deal and navigating the complex world of traditional publishing. With decades of experience as an author, editor, and acquisitions professional, Terry debunks common publishing myths, shares the key mistakes aspiring authors make, and provides actionable strategies to increase your chances of getting published. Whether you're a first-time writer or a seasoned author, this episode is packed with invaluable advice you won’t want to miss!

Want to build a high-performance organization? In this episode of Conversations with Rich Bennett, host Rich Bennett and cohost Greg Derwart sit down with Ryan McShane, founder of HR Evolution, to reveal the secrets to creating thriving workplaces, boosting employee engagement, and leading with impact. With over 20 years of experience in HR and leadership development, Ryan shares game-changing strategies to transform workplace culture and unlock the full potential of your team. Whether you're a leader, HR professional, or entrepreneur, this episode is packed with must-hear insights that will change the way you think about leadership and success!

In this episode of Conversations with Rich Bennett, Rich is joined by co-host Joe Ayler, owner of Tar Heel Construction Group, for an eye-opening discussion with Paul Reed, co-founder of Roofers in Recovery. Paul shares his powerful journey to sobriety and explains how his organization is helping men and women in the construction industry break free from addiction through rehab scholarships and mentorship. Together, they explore the stigma surrounding addiction in the trades, the importance of mental health, and how one act of support can create a lasting impact. This is a must-listen for anyone passionate about recovery, resilience, and rebuilding lives.

Send us a text Sponsored by Daniel McGhee and The Victory Team In this episode of Conversations with Rich Bennett, David Griffiths shares his journey from struggling with social media growth to amassing over 1.5 million followers through faith-driven content and strategic branding. He reveals the key mindset shifts, content strategies, and engagement techniques that helped him go viral, proving it's never too late to build a powerful online presence. Whether you're a business owner, content crea...