Home Podcasts The Dwayne Kerrigan Podcast
The Dwayne Kerrigan Podcast

The Dwayne Kerrigan Podcast

Dwayne Kerrigan 144 Episodes Jul 22, 2026

Dwayne Kerrigan, a seasoned entrepreneur with over 35 years of experience owning nearly 30 businesses across 12 industries, hosts this podcast. He interviews overlooked but accomplished entrepreneurs, exploring their journeys of building exceptional enterprises. The show focuses on personal stories, lessons learned, and strategies for success, moving beyond the glitz and glamour often associated with entrepreneurship.

Episodes

149: Andrew Pancholi: What History Tells Us About Right Now
149: Andrew Pancholi: What History Tells Us About Right Now Jul 22, 2026 01:19:39 In January 1981, American hostages were released from Iran within hours of Reagan's inauguration. Forty-five years later — to within 30 hours — Andrew Pancholi told his subscribers an Iran conflict was about to begin. He was right. This is not luck. It’s mathematics — and in this conversation with Dwayne Kerrigan, Andrew breaks down exactly how cycle analysis works, what it's telling us about real
148: Brian Will: Don't Sell to Private Equity Without This
148: Brian Will: Don't Sell to Private Equity Without This Jul 15, 2026 01:04:20 Most business owners think getting a call from private equity is the finish line. Brian Will says that's exactly when you're most at risk. In Part 2, Brian delivers the frameworks that took him three exits and decades of hard lessons to build — from the five keys to success (which are also the five keys to failure) to what private equity firms will do to your earn-out if you're not paying attentio
147: From Dropout to Multimillionaire: Brian Will's Success Formula
147: From Dropout to Multimillionaire: Brian Will's Success Formula Jul 8, 2026 47:41 Brian Will has owned 10 companies across five industries, made three exits worth over $500 million, and written four books — including two Wall Street Journal bestsellers. None of it was handed to him and the odds were very much against him. In this conversation with Dwayne Kerrigan, Brian unpacks the frameworks behind his success: the personal filter, the success ladder, and the $80 million decis
146: Why AI Empowers Entrepreneurs More Than Anyone with Sean Barry
146: Why AI Empowers Entrepreneurs More Than Anyone with Sean Barry Jul 1, 2026 52:23 Sean Barry's team used to spend six months building a feature. Now they build it in two to three weeks.In Part 2, Sean and Dwayne move from the AI transformation inside LeanScaper to the bigger picture: what the software industry looks like in twelve months, why autonomous cars and AI adoption are fundamentally different problems, and what it actually means to participate in this change rather tha
145: Sean Barry: AI Is Happening To You or With You
145: Sean Barry: AI Is Happening To You or With You Jun 24, 2026 01:02:25 In January, 95% of the code Sean Barry's team wrote was written by hand. Six months later, that number is 2%. Sean isn't predicting what AI will do to your industry — he's living it, building it, and losing sleep over it.In this conversation with Dwayne Kerrigan, Sean Barry - the Chief Product Officer of LeanScaper - shares what the AI transformation actually looks like from the inside: the grief,
144: Sleep Is the Currency of Attention with Dr. Breus
144: Sleep Is the Currency of Attention with Dr. Breus Jun 17, 2026 01:09:41 Most people treat sleep like something that happens to them. Dr. Michael Breus, aka The Sleep Doctor, treats it like a system — one that can be built, optimized, and recovered no matter how badly you've abused it. In Part 2, Dwayne and Dr. Breus move from theory into full practice: the single morning habit that regulates your entire sleep schedule, the truth about supplements and peptides, and wh
143: Sleep Smarter: The Science of When with Dr. Michael Breus
143: Sleep Smarter: The Science of When with Dr. Michael Breus Jun 10, 2026 01:14:13 You've been told to get eight hours of sleep your whole life. Dr. Michael Breus — The Sleep Doctor — says that's not only wrong, it may be making things worse. In this conversation with Dwayne Kerrigan, one of the world's foremost sleep specialists breaks down the science of when to sleep, when to drink caffeine, when to workout, and why most people's sleep problems aren't about how much they slee
142: Don't Mistake Being Busy for Being Productive
142: Don't Mistake Being Busy for Being Productive Jun 3, 2026 01:17:56 Nobody jumps out of bed wanting to do a bad job. So why does the day fall apart by lunch? In this episode, Dwayne Kerrigan breaks down the actual mechanics of high-performance productivity — not the philosophy, not the mindset pep talk, but the specific rituals, systems, and daily habits that determine whether your week produces results or just burns time.In this episode:The Time Management Matrix
141: Kyle Scheele: The Five Things Every Idea Needs
141: Kyle Scheele: The Five Things Every Idea Needs May 27, 2026 01:02:31 Kyle Scheele went from 17 TikTok followers to a million in 25 hours — not because he had a strategy, but because he finally stopped waiting for the right time and posted the video. In Part 2, he and Dwayne walk through the five things every idea needs to make it into the world, why AI is a sycophancy machine that will confidently tell you exactly what you want to hear, and why creativity is a team
140: Why Every Person Is Creative with Kyle Scheele
140: Why Every Person Is Creative with Kyle Scheele May 20, 2026 59:39 Most people think creativity is something you either have or you don't — a gift, a gene, a mysterious lightning bolt that strikes a chosen few. Kyle Scheele has spent his career dismantling that belief, and in this conversation he makes the case that creativity isn't magic at all. It's problem-solving. And everyone already does it, every single day.In Part 1 of this episode: Why your brain is not
139: Passion, Purpose, and the Next Step with Kyle & Brent Pease
139: Passion, Purpose, and the Next Step with Kyle & Brent Pease May 13, 2026 57:24 In Part 2, Kyle and Brent Pease go beyond the race course and into the harder terrain — the screaming match in a New York City taxi after a broken wheelchair nearly ended their marathon, the board member who called every morning during school drop-off, and what it actually takes to build an organization that can run without you. This is where the mission meets the mechanics, and where two brothers
138: Brotherhood, Resilience & the Ironman with Kyle & Brent Pease
138: Brotherhood, Resilience & the Ironman with Kyle & Brent Pease May 6, 2026 46:02 Kyle and Brent Pease have completed more than 100 races together — including two IRONMAN World Championships in Kona, Hawaii — and in 2024 they broke the push-assist course record with a finish time of 14 hours, 8 minutes, and 3 seconds. Kyle, born with cerebral palsy, is the coach, the motivator, and the athlete who has to be the most positive force in the world for 15 hours straight while his br

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