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.

Empowering Success: Nicholette Hemingway on Coaching, Leadership, and Resume Writing

Nicholette Hemingway is the Owner and Operator of Nike H Speaks LLC, which provides Career Coaching Services. In addition to these services, Nike H Speaks provides Interview Preparation Training and Resume Writing Tips Training, along with Document and Letter Writing, Women Leadership Training, and Administration of Public Health Programs. Nicholette has over 20 years of…

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The Surprising Power of Quizzes to Turn Cold Audiences into Hot Leads with Maiko Sakai

Maiko Sakai designs the front door of high-ticket businesses. After years in management consulting, she noticed a pattern: founders invested heavily in traffic and content but still relied on persuasion-heavy sales calls to close. The leak wasn’t visibility—it was entry. Now she works with consultants, coaches, and service founders to build diagnostic entry systems (ie….

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Overcoming Failure and Finding Success with Dr. Danny Brassell

A highly-sought after speaker, trainer and coach known as “Jim Carrey with a Ph.D.,” Dr. Danny Brassell (www.DannyBrassell.com) has spoken to over 3,500 audiences worldwide. He has authored 21 books, including Leadership Begins with Motivation and Misfits and Crackpots. The co-founder of WellCrafted Story™, Danny helps entrepreneurs, individuals and organizations leverage speaking on stages as…

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From Cleaning Floors to Building Empires: The Entrepreneurial Journey of Guy Dunn

Guy Dunn is a serial entrepreneur, technology innovator, and recognized networking expert based in the Philadelphia area. With over three decades of business experience, Guy has built his career on the fundamental principle that strong relationships are the foundation of business success. As the creator of RoofTrack360.com, a comprehensive platform revolutionizing customer acquisition systems for…

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From Side Hustler to Security Industry Disruptor: Taylor May’s Entrepreneurial Journey

Taylor May is the Founder & CEO of SecurityVIP (SVIP), a research firm dedicated to bridging the gap between manufacturers and end users in the security industry. With more than 12 years of experience in the security industry, Taylor specializes in emerging technologies and is recognized for building strong, lasting end user relationships. His leadership…

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Rebuilding a Travel Business From Scratch With Ali Raymer: Surviving and Thriving After COVID

Ali Raymer is a Senior Travel Advisor and team leader at Picture This Travel who rebuilt her business from the ground up after COVID wiped out her income while she was navigating new motherhood. After briefly returning to teaching, she reinvented her business through personal branding, content, and systems—eventually scaling to a multi-million-dollar book of…

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The Power of Teamwork in Entrepreneurship: Lessons from Melanie Sikma

Melanie Sikma is the CEO and co-founder of her family’s tax firm One Stop Tax Strategists, where they helps high-income entrepreneurs bring peace to taxes and purpose to profits. Through strategic tax planning, top-notch accounting work and financial support, One Stop Tax Strategists uncovers an average of $70,000 in tax savings per client each year……

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Managing Music, Media, and Motivation: Allen Halas’ Unique Entrepreneurial Journey

Allen Halas is a music writer, radio host, and podcaster based in Milwaukee, WI. He currently works for OnMilwaukee, the largest digital media outlet in the city, and can be heard weekly on FM 102.1 in Milwaukee as the host of Love Local Radio. Allen is also the founder of Breaking And Entering, a music…

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Embracing Risk: Jake Wysocki’s Leap from Intrapreneur to Entrepreneur

Jake Wysocki trained hundreds in workshop facilitation at a Fortune 200 company, then left to bring that same methodology to the world of coaching. He now runs Intention Craft where he helps experts build Workshops their clients love attending and they love to deliver. Links Grab Jake’s free resources at workshopwhy.com – including a 45-minute…

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Delco Stories, Digital Marketing, and Becoming Your Own Boss with Josh Irons

Josh Irons is the CEO of River Avenue Digital, a digital-first marketing agency that helps small and mid-sized businesses take digital marketing off their to-do lists. He leads the agency’s people, strategy, and client work, with a focus on modern growth engines like AI-enabled marketing, performance analytics, and clear, conversion-driven storytelling. He recently expanded River…

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