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.

Natalie Doyle Oldfield On Taking What She Learned In Corporate To Help Entrepreneurs Excel

Natalie Doyle Oldfield is the president of Success Through Trust and the leading expert on how companies grow revenue by creating trusted relationships with customers and employees. She is the author of two books on trust: The Power of Trust: How Top Companies Build, Manage and Protect It and a NEW book, Trusted. The Proven…

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Angela Frank on Enterpreneurship & The Freedom That Comes With It

Angela Frank is a fractional CMO with a decade-long track record of generating multimillion-dollar marketing revenue for clients. She is the founder of The Growth Directive, a marketing consultancy helping brands create sustainable marketing programs. Her new book Your Marketing Ecosystem: How Brands Can Market Less and Sell More helps business owners, founders, and corporate…

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Simon Penson On Pivoting From Agency Life To Angel Investing And Giving Back

Simon is a career digital entrepreneur having built and sold a group of content affiliate sites in the mid 2000s before then setting up an agency group that was acquired by IPG PLC in 2016. At the time the business employed 125 people but grew quickly during earn out, becoming a business of 270+ people…

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Catalytic Leadership with William Attaway Empowering Teams and Thriving as an Entrepreneur

Dr. William Attaway is an Executive Coach specializing in leadership, mindset, and productivity who has been leading teams and coaching leaders for nearly 30 years. He’s coached hundreds of agency owners and their teams on 6 continents, helping them to navigate and overcome the leadership and mindset challenges that can be overwhelming. William has spoken…

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Vince Quinn From Radio Personality To Podcast Production Superstar And The Entrepreneurship Journey

Vince works with entrepreneurs, charitable foundations, and brands to unlock the power of marketing and community building through podcasts. Before jumping into podcasting, Vince spent nearly 10 years in radio, working his way from handing out t-shirts at bars to hosting the nationally syndicated The Vince Quinn Show across 225 stations in the US and…

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Det Ansinn A Rag To Riches To Giving Back Through Entrepreneurship

Det Ansinn is a serial entrepreneur and angel investor. As the founder and owner of BrickSimple LLC, Det developed a reputation for innovative and groundbreaking work with emerging computing technologies in healthcare, manufacturing, entertainment, and the enterprise. Over the past twenty plus years, Det’s technical and business startup leadership has resulted in four successful exits…

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Jeremy Shapiro On Entrepreneurship, Masterminds, Cycling, Traveling The World, And Giving Back

In his role as a mentor and coach to entrepreneurs, serial-entrepreneur Jeremy B. Shapiro helps small business owners make the transition from “solopreneur” to “business owner” – an important distinction that many entrepreneurs can easily miss when working “in” their business instead of “on” their business. For over two decades, through structured mastermind groups, one-on-one…

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Spencer Shaver On Artificial Intelligence And His Entrepreneurial Journey

Spencer Shaver is a business coach and sales leader with an impressive 30-year career under his belt. Spencer has proven his success in business ownership and sales leadership through his own retail ventures and management of top-performing sales teams. An entrepreneur since he was 21, Spencer started his first retail business with a $5000 loan…

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Jason Barnard On Brand SEO, The SEO Industry And Entrepreneurship

Jason Barnard (The Brand SERP Guy) is an entrepreneur and CEO of Kalicube. Jason specialises in Online Brand Management and his superhero skill is his ability to influence and reshape Google’s focus on an individual or a company. This isn’t just optimization; it’s a strategic manipulation of digital perceptions. He’s been working on Google since…

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Cody Schneider On Being An Entrepreneur In The AI Arena

Cody Schneider is an acclaimed AI innovator and digital marketing expert. As Founder of Draft Horse AI and Swell AI, he leverages cutting-edge AI technologies to help marketing teams exponentially scale content production and drive measurable business growth. Previously, Cody helped fast-growing health startup Rupa Health achieve unprecedented expansion, gaining industry recognition for his unique…

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