Entrepreneur’s Enigma

Entrepreneur’s Enigma is a podcast about the ups and downs of being an entrepreneur. Being an entrepreneur is tough. It’s a rollercoaster.

Every week, host Seth Goldstein talks to different entrepreneurs about their journey… their successes and their failures.

Entrepreneurship can be a lonely game, but it doesn’t have to be. Come along for the ride.

Shows are released weekly on Tuesdays at 8 am Eastern.

Trusting Your Gut and Growing Your Brand Wisdom with Jessica Hallahan

After earning her Master’s in Public Health from West Chester University, Jessica became a speaker and a stress management health educator, founding Journey to Yourself. Throughout her career and studies, she recognized a universal challenge: nearly everyone faces difficulties in managing stress at various points in their lives. This insight inspired Jessica to create Journey…

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How Childhood Curiosity Led Chris LaFay to Two Decades in Digital Business

Chris LaFay is the founder of Classic City Consulting, an agency that specializes in transforming cluttered, confusing websites into clear, conversion-driven experiences. For over two decades, Chris has been helping growing businesses cut through the digital noise—streamlining their messaging, simplifying their navigation, and turning their websites into actual business tools instead of digital brochures. Key…

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The Heart of AI: Miles Spencer’s Emotional Journey Building Reflecta’s Digital Memories

Miles Spencer is currently CEO and a founder of Reflekta.ai, a Soul Tech company that bridges generations through fully interactive digital legacies. A multi-exit entrepreneur, investor, and storyteller, he is also the author of the Amazon bestseller A Line in the Sand. As former co-host of PBS’s MoneyHunt, Miles has spent his career at the…

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Life Is Short, So Ray Blakney Sold Everything And Moved To Mexico. That’s When The Adventure Began!

Ray is an entrepreneur who grew up in Turkey and now lives in Mexico with his family. Like many, he once believed there was a path he was supposed to follow: after college, he expected to become a computer engineer, build a retirement plan, and retire at 66 to “finally start living life.” But fate…

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Unlocking Trust and Connection: Joshua Bernstein on Business, Brainwaves, and the SYNC Protocol

Joshua Bernstein is a former VC, McKinsey Consultant, and Founder with a Wharton MBA who combines business and brainwaves – sharing how anybody can leverage neuroscience to enhance the way they live, love, work, and play. He is the creator of the SYNC Protocol, the world’s first thought-based protocol to create instant trust and connection….

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Engineering Your Entrepreneurial Mindset with Kat Niewiadomska, Ph.D.

Kat Niewiadomska is a global Executive Coach and Leadership Development Consultant who blends her engineering, business and behavioral science background to help founders and entrepreneurs achieve sustainable success. She has over 15 years of experience working with startups, SME’s, NGO’s and multinational organizations. Kat is also the co-founder of Synaps Analytics, a data analytics company…

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Inside the Entrepreneurial Mind of Sociallyin CEO Keith Kakadia

Keith Kakadia is the co-founder and CEO of Sociallyin, a social-media-only agency he started in college that has grown into a 50-person team working with brands like Samsung, Carnival Cruise Line, and Nikon. Over the past 14 years, he’s turned Sociallyin into one of the top-ranked agencies in the U.S., known for blending creativity, data,…

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Behind the Lens With Marc Smiler: Building a Creative Career from Gigs to Corporate

Marc Smiler is a seasoned cinematographer, director, and content architect with more than two decades of experience telling stories through film. As the founder of Cinex Films and Marc Smiler Video Artist, he has produced thousands of projects — from high-end commercials and corporate films to weddings and live events — always blending artistry with…

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Stephanie Hayes Is Your No Nonsense, Yet Friendly, Canadian Business Architect

Stephanie Hayes is a business strategist for established business owners who have built a viable, profitable business — yet feel stagnant, uninspired and maybe even a little directionless. Her clients are looking for ways to build wealth rather than just income, get their business working harder for them, and ultimately, position themselves for a successful…

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From Corporate Burnout to Creative Freedom Thato Dadson’s Entrepreneurial Journey

Thato Dadson is a business owner, award-winning videographer, and podcaster dedicated to telling powerful stories and helping creatives thrive. A graduate of Wilmington University with a degree in TV Studio Production and a minor in Multimedia and Design, Thato began his career in television as a camera operator, editor, and assistant for Positive Promotions in…

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