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The Dwayne Kerrigan Podcast

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Welcome to The Dwayne Kerrigan Podcast. Dwayne has navigated the business world for over 35 years, owning close to 30 businesses in 12 distinct industries. Today, entrepreneurship often seems more about glitz, glamour, and a celebrity venture. On this podcast, Dwayne collaborates with overlooked but accomplished entrepreneurs, delving into their journeys of forging exceptional enterprises. Join them as they share their personal journeys, lessons learned, and strategies that keep them moving forward. Let’s celebrate the true essence of entrepreneurship and inspire the next wave of business trailblazers.

Latest episodes

160. Building an Intentional Culture | FlyGuys CEO Joe Stough

Joe Stough built a piece of software that ExxonMobil, Shell, and ConocoPhillips ran their worldwide safety operations on and he says none of it would have worked without a psychological framework he almost let disappear along with the mentor who created it. In this episode, he traces the throughline of intentional culture across three very different companies. In this episode: How Joe's early expe

7 Oct 2026 · 1 h 8 min
159. The Space Between Fear & Action | Michelle “Mace” Curran

At 500 knots each, two F-16s point straight at each other with less than a second to react, one of them upside down. That's the moment Michelle "Mace" Curran walks Dwayne through in Part 2 of this conversation, and it's just the entry point into a masterclass on what she calls "the space between": the pause between feeling fear and deciding what to do with it. In this episode: The near head-on col

30 Sep 2026 · 1 h 5 min
158. Fighter Pilot to Founder | Michelle "Mace" Curran

She's the second woman in history to fly lead solo for the U.S. Air Force Thunderbirds and she still describes her early years in a fighter squadron as "classic imposter syndrome." Michelle "Mace" Curran spent years running from failure before she realized what was actually driving her forward, and in this conversation with Dwayne Kerrigan, she pulls back the curtain on the debrief culture that re

23 Sep 2026 · 1 h 0 min
157. Spark of Trust | Keiron McCammon

On this episode, Dwayne sits down with Keiron McCammon, host of Spark of Trust podcast, to unpack why that show exists in the first place. It starts with a wrong answer: Keiron went looking for what broke in 2022, blamed social media, and found something underneath it. Trust didn't collapse all at once, it broke in three acts over six decades: first our communities, then our institutions, then our

16 Sep 2026 · 1 h 21 min
156. Psychedelics, Ego & Success Hangover with Kelsey Kitsch

Canada's top female entrepreneur two years running, flying between magazine covers and global stages and privately rocking on the floor with the door locked. Kelsey Kitsch, former CEO of Mind Cure and author of Success Hangover , sits down with Dwayne to unpack the ego that built her empire, the psychedelic experience that dismantled it, and what she found once the striving finally stopped. Conten

9 Sep 2026 · 1 h 8 min
155. Curiosity, Play & the Art of Reinvention with Kelsey Kitsch

Kelsey Kitsch was Canada's number one female entrepreneur two years in a row. She was on the cover of magazines, speaking at global economic forums, and building multimillion-dollar companies. She was also sitting on the floor of her locked office, in the darkest period of her life, wondering why none of it felt like anything. In Part 1 of this conversation, she and Dwayne explore what happens whe

2 Sep 2026 · 1 h 14 min
154. Sound, Trust & Starting Again with Kate Bradley Chernis

Kate Bradley Chernis spent over a decade figuring out how to use sound to make strangers feel like friends. At Sirius/XM, she was building 200-layer audio files for 30-second commercials. Next, she was infusing radio theory into a generative AI platform before most people knew what generative AI was. Now at Backline EQ, she's using the same instinct, that sound tells you things a transcript never

26 Aug 2026 · 1 h 18 min
153. Vision, Entrepreneurship and Purposeful Growth with Mark Bradley (Re-release)

What happens when the business you built becomes too dependent on you to keep growing? Mark Bradley, Founder and Chairman of LeanScaper and author of the newly released The Landscaper’s Operating System: Build a Landscape Company That Runs Without You , joins Dwayne Kerrigan for Part Two of a conversation about one of the most important transitions an entrepreneur can make: moving from being the p

19 Aug 2026 · 1 h 18 min
152. Mission-driven Success: Integrity and Industry Disruption with Mark Bradley (Re-release)

What does it take to build a business that is profitable, principled, and strong enough to scale? Mark Bradley, Founder and Chairman of LeanScaper and author of the newly released The Landscaper’s Operating System: Build a Landscape Company That Runs Without You , joins Dwayne Kerrigan for Part One of a wide-ranging conversation on the decisions, disciplines, and operating principles that helped s

12 Aug 2026 · 1 h 10 min
151. Exactly What To Say with Phil M. Jones (Re-release)

This episode is a re-release and features Phil M. Jones, a successful entrepreneur and speaker, who brings to light the significance of mastering pivotal conversational moments in sales and customer service for business success. Join us as we delve into strategies for overcoming and preventing customer objections, understanding decision-making processes, and enhancing customer journeys in diverse

5 Aug 2026 · 1 h 37 min
150. Gold, Oil, and the Cycle Nobody's Watching with Andrew Pancholi

Andrew Pancholi doesn't hedge his calls. In Part 2 of his conversation with Dwayne Kerrigan, the cycles analyst behind Market Timing Report lays out exactly where he thinks gold and oil are headed next — the kind of specific, put-your-name-on-it targets most analysts avoid — plus the one year already circled on his calendar for the next real market correction, and why the pullbacks along the way a

29 Jul 2026 · 1 h 7 min
149: Andrew Pancholi: What History Tells Us About Right Now

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

22 Jul 2026 · 1 h 19 min
148: Brian Will: Don't Sell to Private Equity Without This

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

15 Jul 2026 · 1 h 4 min
147: From Dropout to Multimillionaire: Brian Will's Success Formula

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

8 Jul 2026 · 47 min
146: Why AI Empowers Entrepreneurs More Than Anyone with Sean Barry

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 t

1 Jul 2026 · 52 min
145: Sean Barry: AI Is Happening To You or With You

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

24 Jun 2026 · 1 h 2 min
144: Sleep Is the Currency of Attention with Dr. Breus

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 why

17 Jun 2026 · 1 h 9 min
143: Sleep Smarter: The Science of When with Dr. Michael Breus

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

10 Jun 2026 · 1 h 14 min
142: Don't Mistake Being Busy for Being Productive

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 Matr

3 Jun 2026 · 1 h 17 min
141: Kyle Scheele: The Five Things Every Idea Needs

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

27 May 2026 · 1 h 2 min