Home Podcasts The Dwayne Kerrigan Podcast
The Dwayne Kerrigan Podcast

The Dwayne Kerrigan Podcast

Dwayne Kerrigan 144 Episodes Sep 16, 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

157. Spark of Trust | Keiron McCammon
157. Spark of Trust | Keiron McCammon Sep 16, 2026 01:21:26 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
156. Psychedelics, Ego & Success Hangover with Kelsey Kitsch
156. Psychedelics, Ego & Success Hangover with Kelsey Kitsch Sep 9, 2026 01:08:30 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.Content
155. Curiosity, Play & the Art of Reinvention with Kelsey Kitsch
155. Curiosity, Play & the Art of Reinvention with Kelsey Kitsch Sep 2, 2026 01:14:43 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
154. Sound, Trust & Starting Again with Kate Bradley Chernis
154. Sound, Trust & Starting Again with Kate Bradley Chernis Aug 26, 2026 01:18:49 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
153. Vision, Entrepreneurship and Purposeful Growth with Mark Bradley (Re-release)
153. Vision, Entrepreneurship and Purposeful Growth with Mark Bradley (Re-release) Aug 19, 2026 01:18:53 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 per
152. Mission-driven Success: Integrity and Industry Disruption with Mark Bradley (Re-release)
152. Mission-driven Success: Integrity and Industry Disruption with Mark Bradley (Re-release) Aug 12, 2026 01:10:34 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 sha
151. Exactly What To Say with Phil M. Jones (Re-release)
151. Exactly What To Say with Phil M. Jones (Re-release) Aug 5, 2026 01:37:53 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
150. Gold, Oil, and the Cycle Nobody's Watching with Andrew Pancholi
150. Gold, Oil, and the Cycle Nobody's Watching with Andrew Pancholi Jul 29, 2026 01:07:31 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
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

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