Entrepreneurship Episodes

In this powerful solo episode, Rich dives into the art of showing up for others even when it costs you time, comfort, or convenience. He shares personal reflections as a Marine Corps veteran, husband, father, and business owner about why real relationships are built in the uncomfortable moments. Th…

Melissa Roos shares her journey from growing up seven miles outside a small Iowa town to becoming a six-book mystery romance author. She opens up about overcoming shyness, embracing indie publishing, revealing secrets one page at a time, and why reader feedback fuels her creative fire. If you love …

Jenny C. Cohen shares an unforgettable journey of resilience—surviving breast cancer, navigating family trauma, and using dance as a powerful path to healing and embodiment. From elite performance stages to the hardest moments of motherhood, Jenny reveals how reconnecting to your body can restore h…

Carefree Kitchens is more than a cabinet company. It’s a living example of what the American Dream can look like when it’s built on faith, family, integrity, and service.In this episode of Conversations with Rich Bennett, Rich is joined by cohost Joe Ayler for a powerful conversation with the f…

Most podcast guests show up, share great insights, and walk away with nothing to show for it. In this episode of Conversations with Rich Bennett, podcast guesting expert Lyndsay Phillips explains why that happens and how to fix it.Lyndsay breaks down how entrepreneurs should treat every podcast…

What do you do when a simple family outing turns into a disaster? For David Sauers, that moment sparked the creation of Royal Restrooms, a luxury restroom company now operating in over 50 locations nationwide.In this episode of Conversations with Rich Bennett, David shares the unforgettable sto…

Imagine hearing clearly without the stigma, discomfort, or massive price tag of traditional hearing aids. In this episode of Conversations with Rich Bennett, Rich talks with Michael Leung, founder of the Flow Group in Calgary, about Flow True Balance 2.0, an open-ear bone conduction hearing device …

What if your next client didn’t just sign a contract, but became a lifelong fan? In this episode, Rich Bennett sits down with Mark Stern, CEO of Custom Box Agency, to break down how physical “box experiences” can transform the customer lifecycle, from acquisition to onboarding to retention. Mark sh…

When a kid pulling golf balls out of ponds grows up to build one of the most influential platforms in podcasting, you know there’s a story worth hearing.In this episode, I’m joined by Alex Sanfilippo, founder of PodMatch and host of Podcasting Made Simple. We talk about his journey from the aer…

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 ar…

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 a…

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…

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 …

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 …

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 discipl…

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 expla…

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 therap…

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 r…

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, …

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”)…

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 dog…

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 …

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, …

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 …