Entrepreneurship Episodes

Live from Edgewood American Legion Post 17, Rich celebrates 10 years and 750+ episodes with special guests Kristy Breslin, Sensei Sydney Brackins, and the Delbridge family who helped launch the show’s in-person era. They swap origin stories, community wins, and wild ideas (hello, “Santa Smackdown”), then the co-hosts take the mics for a candid Q&A on growth, recovery impact, and what’s next. Sponsors and local shout-outs abound—this one’s a love letter to Harford County and beyond.  Sponsored by Freedom Federal Credit Union, Daniel McGhee & the Victory Team, and Eco-Cool HVAC

John Carter’s life reads like a movie: teenage enforcer, shot in the head and left for dead, spiraling into addiction, and then a decade-long prison sentence. In this raw, uplifting conversation, John shares the plan that saved him, the people who didn’t give up on him, and how fitness, service dogs, and service to others rebuilt his life into one of purpose. If you need a wake-up call on grit, accountability, and second chances, this is it.  Sponsored by Elite Power Washing

Business leader and mentor Irina Alexander joins Rich to unpack a neuroscience-rooted framework for staying regulated under pressure—especially in high-stress fields like first response and frontline leadership. She explains her C.A.R.E.S.™ approach (Communication, Awareness, Resilience, Emotional literacy, Self-mastery), why “knowing isn’t enough,” and how resilience is the byproduct of daily practices. Irina also shares candid stories of burnout, recovery, and the practical tools that help people shift from reactivity to regulation.  Sponsored by Maryland Pickers

Rich sits down with Greg Derwart, Chris Coleman, and Robyn Burke to unpack what a true mastermind is—and what it isn’t. Using Napoleon Hill, Ben Franklin’s Junto, and real community examples, they show how purpose, harmony, and structure turn brainstorming into outcomes for businesses, nonprofits, and families. It’s a grounded conversation about building something that matters, online and off. Sponsored by Four Seasons Landscape & Construction Services

Former IT consultant Ron Kinscherf shares how a backyard moment with his grandson sparked a rich universe of ant characters—and an 11‑book run in just four years. We dig into his newest book “Adorable,” the craft choices that keep parents engaged, and the quiet life lessons his stories deliver for kids and adults alike.  Sponsored by Real Life Prosthetics

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.