Entrepreneurship Episodes
From Fired to Fearless: Megan Ewing’s Entrepreneurial Rebirth
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 …
The Screaming Bean Story: Purpose Over Profit with Martin Grams
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, f…
Luke Mickelson, The Man Behind Sleep in Heavenly Peace
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 gara…
Maria Chapman: From Hospital Bed to Thriving Entrepreneur
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 …
Scaling Success: Tracy Beavers’ Secrets to List Growth & Visibility
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 inc…
The Double Jeopardy Law in Marketing with Ethan Decker
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 L…
How Shahar Boyayan Uses AI to Win Customers for Life
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 st…
Drewbie Wilson Tells Us How to Crush The Day
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) c…
Undressed: Gregory Vetter’s Raw Entrepreneurial Ride
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,…
How to Overcome Fear & Win in Sales with Evgeniy Kharam
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 …
Terry Whalin Reveals How to Get a Book Deal
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 acquisi…
How to Build High-Performance Organizations with Ryan McShane
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…
Roofers in Recovery with Paul Reed
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…
David Griffiths on Faith, Content & Social Media Mastery
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...
The Heart of Pizza: Erica D’Arcangelo’s Legacy of Love & Flavor
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 …
Secrets of Restaurant Success with Paul Yosua of Das Bierhalle
Sponsored by Harford County Living In 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…
Secrets to Marketing Success with Top Women in Business
Sponsored by Harford County Living In 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…
Mother-Daughter Magic: Stephanie and Katelyn Guzman on Creativity
Sponsored by Chesapeake Podcast Network In 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 …
Tammie Wingrove: The Art and Heart Behind Charcuterie Creations
Sponsored by Richardson Farms In 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…
Secrets to Leadership and Legacy with Elona Lopari
Sponsored by Freedom Federal Credit Union In 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…
From Layoff to Freedom: Tony Lopes' Real Estate Journey
Sponsored by Daniel McGhee and The Victory Team In 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…
Adventure, Resilience, and Freedom at Sea with Shane & Sandra Mummery
Sponsored by Eco-Cool HVAC In 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…