Entrepreneur's Enigma: 20-Minute Entrepreneur & Founder Interviews

Seth Goldstein & Goldstein Media LLC

Details

Most business podcasts interview people who raised a round or sold a company. This one doesn't. Every Tuesday, Seth Goldstein spends twenty minutes or so with a founder or entrepreneur actually running a business. Translators, designers, coaches, agency owners. People who left a job and built something real. Seth was a journalist for six years, so he arrives with a question and gets out of the way.

Recent Episodes

OCT 13, 2026
Built for Freedom How to Scale a Business Without Being Trapped
David Salerno is a serial entrepreneur, author, and Vice-Chair of the Montreal Economic Institute (MEI) — Canada's leading free-market think tank. Over more than twenty years, he founded and scaled Solpak Packaging Solutions to eight-figure revenues and 600+ clients across Canada, then executed a strategic exit. His book, Built For Freedom, introduces the Sherpa Method: a nine-step system for building scalable, founder-independent businesses. A three-time consecutive Mercuriades finalist and Forbes Business Council member, David now leads Entrepreneur Sherpa, coaching growth-stage entrepreneurs across North America. Links https://www.davidsalerno.com https://www.entrepreneursherpa.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. Listener Survey: https://gmwd.us/ee-survey 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 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 Host/Producer/Booker: Seth Goldstein of Goldstein Media LLC Podcast Network: Marketing Podcast Network AI Disclosure: The only thing that is AI generated is the intro voice guy and any long transcripts. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
17 MIN
OCT 6, 2026
The Pivot That Turned a Mattress Business Into a Copywriting Career
From hypnosis to carabiners... our guest today has written it all! Emily Aborn is a Small Business Copywriter and Podcast Host. An entrepreneur for over a decade, she’s collaborated with 1,000’s of individuals in over 124 industries as a copywriter. Every client is her number one priority as she unlocks their distinct personality, creativity, and message. Her goal is to help YOUR ideal clients say “YES” before they even get on the Discovery Call. For fun, she enjoys word games (are you surprised), reading, listening to podcasts, chasing squirrels with her dog, Finch, and hiking with her husband, Jason. Links Website: https://Emilyaborn.com Instagram: https://instagram.com/emilyaborn LinkedIn: https://Linkedin.com/in/EmilyAborn Substack: https://substack.com/@emilyaborn Key Moments [05:37] Starting over with a new client [08:34] Choosing to Focus on Copywriting [11:17] Getting a new dog [15:57] The podcast's laid-back approach [18:41] Discussing AI features on Substack Listener Survey: https://gmwd.us/ee-survey 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 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 Host/Producer/Booker: Seth Goldstein of Goldstein Media LLC Podcast Network: Marketing Podcast Network AI Disclosure: The only thing that is AI generated is the intro voice guy and any long transcripts. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
20 MIN
SEP 22, 2026
Why Ignoring AI Could Make You Unemployable Long Term
Geoff Livingston helps organizations cut through AI hype and build systems that actually work. As founder of Generative Buzz, he has guided Fortune 500 marketing departments, major trade associations, and government agencies through AI transformation, from strategy and workforce development to measurable adoption. His clients typically see 10 or more hours of weekly productivity gains within 30 days. Geoff brings 30 years of technology, marketing, and crisis communications experience to this work, with clients including AT&T, Google, PayPal, Ford, and Verizon. He holds a master's degree from Georgetown University and is the author of Now Is Gone: Think Liquid to Navigate Never-ending Change and three social media books. He lives in Alexandria, Virginia with his family of humans and fur babies, where he writes The Buzz on Substack, takes pics, runs trails, and practices Buddhism (not in that order). Links Find Geoff on Linkedin: https://www.linkedin.com/in/geoffliving/ His Company: https://generativebuzz.ai/ His Substack: https://buzzbylivingston.substack.com/ Buy His Latest Book: https://bookshop.org/p/books/now-is-gone-think-liquid-to-navigate-neverending-change-livingston/fab724135ff6b6c1?ean=9798995577522&bkshp-astro=t His Podcast, AI Hope: https://open.spotify.com/show/033ysKUcHpyKqTyNPVR6vL https://podcasts.apple.com/us/podcast/ai-hope/id1896926627 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 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 Host/Producer/Booker: Seth Goldstein of Goldstein Media LLC Podcast Network: Marketing Podcast Network AI Disclosure: The only thing that is AI generated is the intro voice guy and any long transcripts. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
17 MIN
SEP 15, 2026
What a Near-Death Experience Taught Him About Love and Purpose
Today’s guest is Gaylen Wilson, a heart transplant survivor, 20-years-sober former alcoholic, relationship author, erectile dysfunction advocate, Certified Thriving Relationship Coach, and co-founder of The Monument Method Institute with his wife, Heather. His life has been shaped by repeated reinvention—from farm and career failures to alcoholism, sobriety, financial hardship, and rebuilding professionally. In 2014, a virus left him in end-stage heart failure, forcing Gaylen and Heather to endure years of hospital stays, uncertainty, disability, financial pressure, and lost intimacy. On June 19, 2018, shortly after telling Heather he likely had only months to live, Gaylen received the call that a donor heart was available. After his transplant, Gaylen devoted himself to helping others make the most of the years they are given. For more than five years, he supported approximately 60,000 men and partners in two major erectile dysfunction communities, witnessing how ED can affect mental health, identity, intimacy, and relationships. Those experiences inspired The Monument Method, a relationship system focused on emotional safety, conflict repair, intimacy, accountability, and protecting the bond under pressure. Gaylen and Heather are also developing MVP—Monument Validated Person—a relationship-readiness dating platform designed to help people prepare for healthier relationships. His mission is to help people build relationships strong enough that no one has to face life alone. Links https://www.monumentmethodinstitute.com/ Monument Hearts Trailer on TikTok https://www.tiktok.com/t/ZP8GmXFnX/ Monument Method Trailer on TikTok https://www.tiktok.com/t/ZP8GmATNK/ ED Trilogy on TikTok https://www.tiktok.com/t/ZP8GWBKDj/ Timestamps [00:00] - Intro to Gaylen Wilson’s extraordinary reinvention story [02:02] - From farm life to stockbroker and the collapse that changed everything [03:39] - Alcoholism, emotional shock, and not having the tools to cope [04:14] - Finding sobriety through Rational Recovery [04:44] - Consulting work, 9/11, and another career setback [05:42] - Meeting Heather and rebuilding after divorce [06:10] - Traveling to all 48 contiguous states for field service work [06:48] - A virus, heart failure, and years of declining health [07:44] - Heather’s commitment through his illness [08:14] - The call for a donor heart and the race to the hospital [09:03] - Transplant day and the “Ferrari engine in an old Ford pickup” metaphor [09:34] - Why the transplant became a mission to help others [09:58] - Hold Me Tight, attachment theory, and the science behind conflict [11:36] - Creating the Monument Method as an emergency break for fights [12:36] - Why the relationship must matter more than ego [13:03] - Using touch and eye contact to reset fight or flight [14:12] - Marriage as a refuge, not another source of stress [15:32] - Parenting, attachment issues, and the need for real connection [16:36] - Why being an entrepreneur is easier with a soulmate partner [17:23] - Lessons from traveling in a Prius and learning to apologize fast [18:09] - What drives him now and what keeps him grounded [18:58] - The most important thing to carry with you in life [19:44] - What the transplant changed about his outlook on mortality and time 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 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
23 MIN