Entrepreneur's Enigma - Discussions about the Ups and Downs of Entrepreneurship

Hosted by Seth Goldstein & Goldstein Media LLC

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326

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Jun 2026

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About the show

Welcome aboard to the captivating world of Entrepreneur’s Enigma, a podcast that dives deep into the thrilling and sometimes tumultuous journey of being an entrepreneur. Strap yourself in for an exhilarating ride through the highs and lows of the entrepreneurial landscape, as we bring you tales straight from the hearts and minds of some of the most innovative and determined individuals in the business world. Being an entrepreneur isn't just a career choice; it's a way of life that demands unwavering dedication, creativity, and resilience. The road to success is paved with challenges, victories, setbacks, and breakthroughs. Every week, we invite you to join us as we sit down with a diverse array of entrepreneurs, each with their own unique story to share. These remarkable individuals open up about their personal journeys, offering insights into their triumphs and tribulations, their moments of inspiration and frustration. While the entrepreneurial journey can often feel isolating, like navigating uncharted waters, Entrepreneur’s Enigma is here to remind you that you're not alone on this adventure. We understand that the rollercoaster of entrepreneurship can leave you exhilarated one moment and questioning your decisions the next. Our aim is to provide you with a sense of camaraderie and understanding by showcasing the human side of business. Through the stories of our guests, you'll find relatable experiences and valuable lessons that remind us all that success rarely comes without its fair share of hurdles. Our podcast episodes are your ticket to an engaging exploration of the entrepreneurial mindset. Whether you're a seasoned business owner, a budding entrepreneur, or someone curious about the world of startups and innovation, you're invited to join us on this audio journey of discovery. From tales of humble beginnings to accounts of turning bold ideas into reality, you'll find a treasure trove of wisdom and motivation to fuel your own ambitions. Mark your calendars, because we're here to brighten your Tuesdays. Set your alarms for 8 am Eastern, and let us be your companion during your morning routine, commute, or daily walk. As the sun rises, so does your chance to absorb the pearls of wisdom our guests generously share. With each episode, you'll gain new perspectives, strategies, and insights that can help you navigate your own entrepreneurial challenges. So, whether you're sipping your morning coffee, tackling your daily tasks, or simply seeking inspiration, remember that Entrepreneur’s Enigma is more than just a podcast. It's a community of like-minded individuals brought together by a shared passion for innovation, growth, and the unrelenting pursuit of dreams. Join us as we uncover the mysteries and wonders of entrepreneurship, one episode at a time. In this fast-paced world of business, it's easy to get lost in the noise. But with Entrepreneur’s Enigma, you'll have a reliable compass guiding you through the ever-changing landscape of entrepreneurship. Through the candid conversations, the genuine laughter, and the unfiltered discussions, you'll find solace in knowing that the challenges you face are all part of a journey that countless others have embarked upon before. So, get ready to embark on a journey filled with stories that will touch your heart, ignite your imagination, and invigorate your entrepreneurial spirit. Remember, you're not alone in this enigma called entrepreneurship – we're right here with you, every step of the way.

Listen to episodes

60 recent

June 15, 202623 min

Why Reading the Room in Theater Ruined Carl Walsh's Corporate Life (In the Best Way)

Carl Walsh is a speaker, consultant, and business coach who blends theatrical expertise with corporate leadership. With 20 years as an award-winning actor and director, 25 years in corporate management — including as an IT Director — and 15 years as a professional speaker, he brings dynamic storytelling and strategic insight to business growth. As the co-host of The Oval Table podcast and co-founder of Alpha Dogs Small Business Coaching, Carl helps small businesses foster creativity, improve communication, and apply lessons from the theater to leadership and innovation. A certified Red Team Thinking coach, he challenges teams to think critically and adapt in a rapidly changing world. Links: https://WeAreAlphaDogs.com https://www.linkedin.com/in/carlwalsh/ If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

June 8, 202614 min

Building Bridges With Peace (Ike)

Peace Ike is an executive coach, dialogue facilitator and culture strategist who works across both secular and faith-based spaces to build bridges and foster cultural transformation. After earning her Doctorate in Physical Therapy from the University of Pittsburgh, she spent 15 years repairing broken bodies—only to discover her deeper calling: repairing broken bonds. In 2018, she launched her nonprofit organization The Gathering Place Philly, a community engagement initiative promoting healthy city-wide flourishing through events and constructive dialogue. Today, she leads Set The Table, a culture coaching agency equipping leaders, teams, and organizations with the skills needed to build trust, navigate conflict, and cultivate meaningful collaboration. Links https://www.setthetable.org/workshops https://linkedin.com/in/peaceikeconnects If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

June 2, 202623 min

The Long Tail of Success: Why Consistent Content Builds Your Personal Brand Over Time With Bofta Yimam

Bofta Yimam is a powerhouse speaker, coach, entrepreneur, and Emmy® award-winning journalist who helps large audiences and her private clients uncover the golden stories that will inspire impact and create change. She’s on a mission to challenge you to explore your experiences so you can own your story, lean into your power and communicate your expertise allowing you to win in business — and in life. Bofta is the first Ethiopian-American newscaster to receive an Emmy award. Links https://www.storylede.com https://www.boftayimam.com If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

May 26, 202626 min

The Surprising Power of Gratitude in Business Growth and Resilience with Kandas Rodarte

Kandas Rodarte has been building things online for three decades, and she's learned most of what she knows the hard way. She hosts the Gratitude Geek podcast, now 300+ episodes strong, and runs the Gratitude Geek Lab, a community for Gen X women solopreneurs who are done with hustle culture and ready to build businesses that can actually survive real life. Living with metastatic breast cancer since 2014 has taught Kandas that resilience isn't a buzzword. It's a daily practice. Her take on marketing strips away the manipulation and puts genuine relationships and gratitude at the center of growth strategy. She brings hard-won perspective, a lot of humor, and zero tolerance for the kind of advice that sounds good but leaves you feeling gross. Links Web: https://kandasrodarte.com Pod: https://gratitudegeek.com Pod: https://scifibookpod.com LinkedIn: https://linkedin.com/in/gratitudegeek YouTube: https://youtube.com/@gratitudegeek YouTube: https://youtube.com/@scifibookpod If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

May 19, 202621 min

From Garage Startup to SaaS Success: Itai Sadan’s Journey with Duda

Itai Sadan is the CEO and Co-Founder of Duda, a professional website builder for agencies and SaaS Platforms. Under Itai's leadership, Duda rapidly expanded its professional website builder product suite with an emphasis on empowering web professionals with cutting-edge tools to help them create beautiful conversion-driving websites at scale. To date, Duda hosts more than a million active websites that have been built by over 23,000 customers globally. Itai's expertise in the online presence and web design space has been cited by USA Today, Forbes, Inc., HuffPost, Search Engine Land, and more. Itai has a BSc in Computer Science and Mathematics from the University of Ben Gurion in Israel. Fun Fact: “Duda” is a variation of “Dude,” which is the main character in his favorite movies of all time, The Big Lebowski. Links: https://www.duda.co If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

May 12, 202618 min

The Hidden Truth About Entrepreneurs: Why Hustle Is Both a Gift and a Trap With Alicia Rius

Alicia Rius is a leadership coach, entrepreneur, and former startup COO who helps first-time managers and founders lead with clarity, confidence, and impact. She began her career as a high-performing individual contributor before moving into project management — where she first experienced the shift from doing the work to leading it. That transition sparked a lifelong curiosity about what actually makes people effective leaders. While living in Los Angeles, Alicia founded and co-founded three ventures, including SoundStorming, where she served as COO. Those fast-moving environments exposed her to a recurring problem: talented people promoted into leadership roles without the clarity, structure, or support to succeed. Combined with her background in project management and systems thinking, that experience drove her to simplify leadership complexity into tools and frameworks leaders can apply immediately. After more than two decades in personal development and leadership practice — and shaped by living and working across multiple countries and cultures — she came to recognize that most leadership struggles aren't skill problems. They're identity transitions. Today, Alicia is an ICF PCC–certified coach and founder of Hive Leadership & Team Coaching, where she helps organizations strengthen leadership pipelines and equip emerging leaders to scale teams with clarity. She is the creator of the 4Ps Leadership Framework™ and the author of Lead With Clarity, a practical guide for navigating the invisible shift from doer to leader. Links https://www.hiveteamcoaching.com https://www.hiveteamcoaching.com/book https://linkedin.com/in/aliciarius https://www.aliciariusphotography.com https://www.soundstorming.com If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

May 5, 202616 min

Imposter Syndrome to Book Author How Visibility Can Keep You Up at Night (And How to Sleep Anyway) with Melanie Borden

Melanie Borden is the founder of The Borden Group, an executive visibility advisory firm helping leaders translate expertise into measurable growth across modern search. She is a trusted personal brand strategist and GTM advisor for leaders to align their expertise with their digital presence and future-proof their careers. Links Book — Theatre of the Mind: https://www.amazon.com/dp/B0G53YGT9V LinkedIn: https://www.linkedin.com/in/melanieborden/ Company: https://humantobrand.com/ Instagram: https://www.instagram.com/humantobrand/ If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

April 28, 202626 min

From Bike Parts to AI: Bill Crawley’s Path to Marketing Clarity

Bill Crawley has been building businesses since he was nine years old. Over five decades as an entrepreneur, he's launched, scaled, and sold companies across consumer products, publishing, and restaurants—driven by a fascination with what makes businesses grow, regardless of industry. He completed his first exit in his mid-20s and has had four successful ones since. Just before turning 60, an age his younger self assumed would mean slowing down, Bill instead decided to tackle a problem that had frustrated him for over a decade: the chaos of digital marketing. As marketing shifted from analog to digital, success increasingly demanded mastering complex platforms, chasing algorithm changes, and burning cash just to keep pace. Even seasoned agencies were often guessing. Bill built Advark AI to cut through that confusion and give business owners the clarity and control they deserve. Links Try Advark AI for free at https://advarkai.com https://linkedin.com/in/bill-crawley1 If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

April 21, 202620 min

Breaking the Mold: Kylee Ingram on Diverse Voices and Better Decision Tools

Kylee Ingram is a creator, technologist, and entrepreneur. She began her career in international television and interactive media, producing and directing projects seen in over 100 countries. After years working in creative industries and inside a tech accelerator, she co-founded Wizer, a decision-intelligence platform that helps organisations design better decisions by bringing the right voices into the room. Kylee is passionate about building systems that reduce blind spots, strengthen leadership, and help women step into influence without losing what makes them powerful. Links https://www.linkedin.com/in/kyleeingram/ https://www.wizer.business/ https://www.wizer.business/commsmatching If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices

April 14, 202613 min

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 experience being on interview panels at the city, county, state, and federal government levels. She has taken these experiences and developed trainings on interview skills and resume writing tips. Nike H Speaks also provides one-on-one and group career coaching that includes mock interviews and attire selection. Links: https://www.linkedin.com/in/nicholetteh/ https://nikehspeaks.com/ If you’re enjoying Entrepreneur’s Enigma, please give me a review on the podcast directory of your choice. The show is on all of them and these reviews really help others find the show. iTunes: https://gmwd.us/itunes Podchaser: https://gmwd.us/podchaser TrueFans: https://gmwd.us/truefans Also, if you’re getting value from the show and want to buy me a coffee, go to the show notes to get the link to get me a coffee to keep me awake, while I work on bringing you more great episodes to your ears. → https://ko-fi.com/entrepreneursenigma Support me on TrueFans.fm → https://gmwd.us/truefans. Support The Show & Get Merch: https://shop.entrepreneursenigma.com Want to learn from a 15 year veteran? Check out the Podcast Mastery Community:https://www.skool.com/podcasting Follow Seth Online: Instagram: https://instagram.com/s3th.me LinkedIn: https://www.linkedin.com/in/sethmgoldstein/ Seth On Mastodon: https://indieweb.social/@phillycodehound The Marketing Junto Newsletter: https://MarketingJunto.com Leave The Show A Voicemail: https://podcastfeedback.com/entrepreneursenigma Learn more about your ad choices. Visit megaphone.fm/adchoices