Entrepreneurship Episodes

Sponsored by Harford County LivingDiscover 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 st…

Sponsored by Tar Heel Construction GroupDrewbie 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) c…

Sponsored by Richardson FarmsFrom 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,…

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 …

Sponsored by Freedom Federal Credit UnionIn 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 acquisi…

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 imp…

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 m…

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 foll...

In this episode of Conversations with Rich Bennett, author Erica D’Arcangelo shares the inspiring story behind her book A Story About Pizza, which chronicles her family’s journey from coal mines in Pennsylvania to running a thriving, family-owned pizzeria. Discover how tradition, resilience, and a …

Sponsored by Harford County LivingIn this episode of Conversations with Rich Bennett, Rich celebrates the podcast’s 10th anniversary and is joined by co-host Michelle Hayes and special guest Paul Yosua, co-owner of Das Bierhalle. Together, they explore Paul’s inspiring journey from working at Sta…

Sponsored by Harford County LivingIn this episode of Conversations with Rich Bennett, sponsored by Harford County Living, Rich sits down with four powerhouse women in marketing: Jennifer Hathaway, Grace Vohs, and Michelle Hayes. Together, they dive into the realities of social media marketing, th…

Sponsored by Chesapeake Podcast NetworkIn this episode of Conversations with Rich Bennett, sponsored by the Chesapeake Podcast Network, Rich sits down with mother-daughter duo Stephanie and Katelyn Guzman to explore their shared journey in creativity, resilience, and storytelling. Stephanie, a …

Sponsored by Richardson FarmsIn this episode of Conversations with Rich Bennett, sponsored by Richardson Farms, Rich sits down with Tammie Wingrove, co-founder of Full Circle Boards, to explore her journey from a cheese-loving hobbyist to a thriving charcuterie entrepreneur. Tammie shares how h…

Sponsored by Freedom Federal Credit UnionIn this episode of Conversations with Rich Bennett, sponsored by Freedom Federal Credit Union, Rich sits down with Elona Lopari, CEO of The Life School, bestselling author, and business coach. Elona shares her journey from corporate executive to successf…

Sponsored by Daniel McGhee and The Victory TeamIn this episode of Conversations with Rich Bennett, Rich welcomes Tony Lopes, CEO of Dirty Boots Capital, to share his journey from being laid off to achieving financial independence through real estate investing. Tony reveals how he transitioned f…

Sponsored by Eco-Cool HVACIn this episode of Conversations with Rich Bennett, Rich and co-host Wendy Beck chat with Shane and Sandra Mummery, an inspiring couple living an adventurous, self-sufficient life aboard their sailboat, Kyan II. They share their experiences navigating the Intracoastal Wa…