Entrepreneurship Episodes

In this solo episode, host Rich Bennett pulls back the curtain on podcast advertising and shares what most businesses and nonprofits never hear before they sponsor a show. He explains why podcasting is such a powerful medium, why downloads do not equal listeners, and what really matters when you are deciding where to invest your marketing dollars. Rich walks through the key questions every smart sponsor should ask a podcaster: How long has the show been active? Who is actually listening? What hosting platform do they use? Does that platform insert its own ads, including possible competitors, right into your paid spot? Is the show a true podcast with an RSS feed, or just a video series calling itself one? He also shares how his own journey from Harford County Living to a podcast heard in more than 125 countries shaped the way he treats sponsors as true partners, not just logo placements. From guest opportunities and category exclusivity to giving sponsors full access to episode f…

When a business valuer told Australian marketer Wes Towers that his web and SEO agency “wasn’t worth much” because AI was coming for it, he was already in the middle of a divorce and feeling like everything was falling apart. Instead of walking away, Wes decided to confront the disruption head-on and rebuild his business around what AI cannot replace: human trust, clarity, and connection. In this episode, Wes shares how he went from crying under his desk to having his best financial year ever, why “search everywhere optimization” matters for trades and construction brands, and how to use AI as a powerful amplifier instead of a generic content machine. We also dig into the biggest website mistake that quietly kills sales, why you still absolutely need a website even if you are active on social media, and how Wes is changing his own habits as a founder. If you are a business owner, marketer, or trades leader trying to figure out where you fit in an AI-driven world, this conversati…

Jason Clark’s career started in a high school graphic arts program, running printing presses and drawing metal band logos on chalkboards. Today, he is the Chief Marketing Officer at Via Studio, a creative agency that has spent more than 25 years helping mission-driven organizations, nonprofits, and public institutions bring their brands to life. In this conversation, Jason and I get real about what still works in branding and marketing in a world full of AI, algorithms, and endless digital noise. We talk about his early work creating interactive CD-ROM training for GE Appliances, the award-winning rebrand of Kentucky’s Bernheim Forest, and why we might have moved from the “information age” into the “identity age.” Jason shares how to build logos and campaigns that actually mean something, why community feedback is now non-negotiable, and how AI can be a powerful assistant without replacing human creativity. We also have some fun with bourbon, clear ice, and the Mr. Boston Barten…

Former bartender and opiate addict Eric Turney hit multiple rock bottoms, including jail and failed treatment attempts, before a surprise wake up call changed everything. When he and his partner learned they were expecting their first child, Eric decided he was done burning bridges. He got serious about 12 step recovery and took a chance on a new life as an entry level sales rep at a small promotional products company. Today, Eric is the President and Sales and Marketing Director of The Monterey Company, a custom branded merch company founded in 1989 that creates premium challenge coins, lapel pins, belt buckles, hats, apparel, and more for brands like Google, Amazon, Target, Bentley, Lions Clubs, military units, and local organizations. After the founder offered employees the chance to buy the business, Eric and his partners stepped up and took it over. In this conversation, Eric and I dig into his journey through addiction and recovery, how he rebuilt his life and career, and …

In this episode of Conversations with Rich Bennett, Rich sits down with Dr. Christiane Schroeter — TEDx speaker, university professor, entrepreneur, bestselling author, and host of the Happy Healthy Hustle podcast. Christiane shares her Petite Practice method and breaks down how small, intentional steps can create massive personal and professional change. Rich and Christiane dive into confidence, clarity, mindset, and the realities of building a business without feeding the overwhelm. From teaching more than 10,000 students to launching a top-ranked podcast, Christiane brings humor, heart, and practical strategy that entrepreneurs, creators, and dreamers can put into action immediately. They also explore cultural stories, cookies, German baking, vulnerability, TEDx insights, and why consistency is the real engine behind long-term success. Whether you're starting a business, launching a podcast, or simply trying to grow with more intention, this episode offers tools, perspective,…

Maryland State Senator and IBEW Local 24 leader Cory V. McCray joins Rich and Dan to share how a paid electrical apprenticeship rewired his life—from Baltimore City and the juvenile system to business owner and public service. Cory breaks down how union apprenticeships work, why mentors and discipline matter, and how practical pathways can lift families and entire communities. A grounded, honest guide for anyone who cares about second chances and real opportunity.  Sponsored by Daniel McGhee and the Victory Team

Energy healer and spiritual teacher Cheryl Stelte joins Rich to unpack why so many high-achieving women feel stuck even when life looks “successful” on the outside. From her Vancouver Island spiritual awakening to her Azarius Energy Healing method and “receive what’s offered” practice, Cheryl explains how early-rooted wounds, especially around the throat chakra, block fulfillment—and how to release them. You’ll hear practical tools, powerful stories, and a life-changing exercise to make better decisions now by asking what will matter on your deathbed.  Sponsored by Harford County Health Department

Rapper, producer, and entrepreneur Robert “B-Cide” Cardillo joins Rich to share the raw story behind his memoir, Myelin My Shoes—from underground tours and handing out mixtapes to launching a streetwear brand from a wheelchair after an MS diagnosis at 28. He breaks down how creativity became therapy, what the music business really teaches you, and why he refuses to let chronic illness define the art—or the hustle. If you need proof that purpose outlasts pain, this one’s for you.  Sponsored by Daniel McGhee and the Victory Team

Owner/operator Brittany Russin Smith shares how she turned a love of baking and community into The Hive at Rumsey—Harford County’s collaborative commissary kitchen—and The Honey Loft upstairs venue. She walks through vendor partnerships, micro-weddings, BYO alcohol logistics, and what it takes to run a flexible event space on the water in Joppatowne. If you care about local entrepreneurship, food businesses, and community-powered growth, this one’s packed with practical insights.  Sponsored by Four Seasons Landscape & Construction Services

Life coach and 25-year real estate pro Michelle Taylor shares how she healed deep trauma and transformed it into a movement she calls Repurposed Rising—a global vision to help women do their inner work and lead with purpose. She breaks down coaching vs. therapy, daily rituals, meditation insights, and why forgiveness is her superpower. Co-host Wendy Beck jumps in with powerful reflections and resources you can use today. Sponsored by Harford County Living

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 ...