Entrepreneur's Enigma

Seth Goldstein & Goldstein Media LLC

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.

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

    1D AGO

    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

    21 min
  2. Empowering Success: Nicholette Hemingway on Coaching, Leadership, and Resume Writing

    APR 14

    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

    14 min
  3. The Surprising Power of Quizzes to Turn Cold Audiences into Hot Leads with Maiko Sakai

    APR 7

    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. Quizzes etc.) that let buyers self-identify before booking a call. Instead of pushing traffic toward webinars or lead magnets, she designs structured decision experiences that surface tension and accelerate clarity. Her work reframes quizzes from engagement tools into strategic infrastructure — reducing friction, shortening timelines, and attracting leads who already know why they're a fit. She believes marketing shouldn't convince. It should help buyers conclude. Maiko holds an MBA from Cornell, but her real expertise comes from studying how decisive buyers think—and designing entry points that respect their intelligence. Links https://maikosakai.com https://linkedin.com/in/maikosakai https://threads.net/maikosakaibiz https://instagram.com/maikosakaibiz https://x.com/maikosakaibiz 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/podcast-mastery-community-6116/about 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

    27 min
  4. Overcoming Failure and Finding Success with Dr. Danny Brassell

    MAR 31

    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 a major client lead source that converts. Links https://www.YouTube.com/DannyBrassell https://www.twitter.com/DannyBrassell https://www.Facebook.com/DannyBrassell https://www.linkedin.com/in/dannybrassell/ https://www.instagram.com/realDannyBrassell 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/podcast-mastery-community-6116/about 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

    18 min
  5. From Cleaning Floors to Building Empires: The Entrepreneurial Journey of Guy Dunn

    MAR 24

    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 roofing companies, and TrustLooper.com , an innovative trust-building platform for businesses, Guy has proven his ability to identify market needs and develop technology solutions that solve real-world problems. His entrepreneurial journey includes scaling a multimillion-dollar franchise operation from 3 territories in 2006 to 9 territories across the Philadelphia Metro area, New York City metro area, and Central New Jersey by 2012. Guy's impressive career includes executive leadership roles as Chief Financial Officer of M. Davis and Company, Director of Business Development with Global Systems Technologies, Inc., and Chief Operating Officer with Glo-Chem International. His diverse experience across industries has given him a unique perspective on the universal principles of business growth: identifying target clients, attracting them, selling to them, and doing it profitably. A 1982 graduate of Morehouse College with a Bachelor's degree in accounting, Guy combines financial acumen with entrepreneurial vision. He is also the host of a business podcast where he shares insights on networking, technology, and business growth strategies with entrepreneurs and business leaders. As a sought-after speaker and consultant, Guy has presented his insights on networking and digital marketing to over 100 companies across New York, New Jersey, and Pennsylvania. He is the author of multiple books including ;Networking For Business; and Maybe You Can Fix It Yourself—Quick Computer Fixes For The Non-Geek. Guy credits his success to his self-proclaimed identity as a professional networker, his 2025 edition of Networking For Business represents the culmination of his decades of experience building meaningful business relationships in an increasingly digital world. Links https://www.linkedin.com/in/guydunn/ https://www.youtube.com/@TrustlooperIdeaGuy https://trustlooper.com https://rooftrack360.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/podcast-mastery-community-6116/about 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

    17 min
  6. From Side Hustler to Security Industry Disruptor: Taylor May's Entrepreneurial Journey

    MAR 17

    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 and impact have earned him recognition as an IFSEC Global Security Influencer, an Honored Listee in Marquis Who’s Who in America, and a Top 40 Global Thought Leader by the Life Safety Alliance. Taylor holds a B.S. in Business Administration from Oklahoma State University, where he also competed as a Defensive End on the 2011 Big 12 Championship Football Team. He later earned his MBA from the University of Dallas. Links https://www.linkedin.com/in/taylor-may-mba-55b40a84/ https://www.linkedin.com/company/svip-enterprises https://www.svip.news/ 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/podcast-mastery-community-6116/about 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

    14 min
  7. Rebuilding a Travel Business From Scratch With Ali Raymer: Surviving and Thriving After COVID

    MAR 10

    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 business. Today, Ali leads a high-performing team and speaks candidly about entrepreneurship, reinvention, and what it really takes to rebuild when plans fall apart. She brings a grounded, real-world perspective on growth, leadership, and resilience behind the highlight reel. Links Website: https://www.alipicturethistravel.com Instagram: https://www.instagram.com/alipicturethistravel LinkedIn: https://www.linkedin.com/in/alipicturethistravel/ Facebook: http://facebook.com/alipicturethistravel YouTube: https://www.youtube.com/@alipicturethistravel 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/podcast-mastery-community-6116/about 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

    19 min
  8. The Power of Teamwork in Entrepreneurship: Lessons from Melanie Sikma

    MAR 3

    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… so business owners can stop stressing and start truly living more. Links AI Chatbot to see how much you can save in tax: https://shorturl.at/wpxN9 WEBSITE: https://www.osts.tax SOCIAL LINKS: -IG: https://www.instagram.com/melaniesikma/?hl=en -FB: https://www.facebook.com/melanie.mcbroom/ 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/podcast-mastery-community-6116/about 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

    20 min
5
out of 5
42 Ratings

About

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.