The Dwayne Kerrigan Podcast

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Aug 2026

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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.

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September 9, 20261 hr 8 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. Content Warning: This episode discusses psychedelics from personal experience. Dwayne and Kelsey explicitly state they are not promoting psychedelics. If you choose to explore this topic, please do thorough research, consult a medical professional, and ensure proper facilitation and integration support.This content is for informational purposes only. This episode also touches on mental health and suicidal ideation. If you or someone you know is struggling, call or text 988 — the Suicide and Crisis Lifeline — available 24/7 in both the US and Canada. In this episode: The three conditions Kelsey uses to unlock curiosity and better ideas, novelty, motion, and high emotion, drawn from researcher Mary Helen Immordino-Yang's work Why Kelsey builds weekly goals instead of long-term SMART goals, and how her brother Trent Kitch's annual "goal card" shaped that thinking The battle between her "ego self" and "soul self" that played out over four hours in her first guided psychedelic experience and what was waiting on the other side A breakdown of psychedelic experience levels, from psilocybin and MDMA to ayahuasca, San Pedro, mescaline, and 5-MeO-DMT, and what "set, setting, and sacrament" actually mean Why Dwayne points listeners toward Dr. Dispenza's breathwork program as a non-psychedelic starting point, and the Othership app Kelsey uses The reframe that closes the episode: "We can only feel loved in proportion to how much we're seen, and we can only be seen in proportion to how much we show people of ourselves." Time Stamps: 00:00 Psychedelic Safety Disclaimer 00:42 Mett Kelsey Kitsch 03:30 Reinvention in a Changing World 05:13 Curiosity as a Career Compass 08:23 Play Framework for Creativity 16:34 Pattern Interrupts and Choice 19:48 Expectations Goals and Targets 30:23 Funeral Mindset and Daily Meaning 33:44 Opening Up About Psychedelics 35:32 Hustle Identity 36:31 Success Yet Empty 37:54 First Guided Journey 38:52 Sufficiency After Silence 41:15 Safety And Legality 42:22 Psychedelic Levels 44:44 Set Setting Integration 48:29 Breathwork Alternative 51:20 Beyond Woo Woo 59:39 Curiosity Over Protocol 01:03:10 Operating System Reset 01:04:58 Ego Versus Soul 01:10:04 Seen To Be Loved 01:13:01 Closing Remarks About Kelsey Kitsch: Kelsey Kitsch is a Canadian entrepreneur recognized as the country's top female entrepreneur two years in a row and named to Canadian Business' Top 25 Under 35 and the Dell Women's Entrepreneur Network's Top 200 Globally. She started in construction at 15 in her father's business, later becoming President of Belvedere Place Development before founding Spark Play. She is the author of Success Hangover , delivered the TED Talk "Play Is the New PhD," and previously served as CEO of Mind Cure, a psychedelic-focused mental health company. She is now the founder of Paramont Love, focused on intimacy intelligence. Resources mentioned: Book: Success Hangover by Kelsey Kitsch TED Talk: "Play Is the New PhD" by Kelsey Kitsch Connect with Kelsey Kitsch: https://www.kelseykitsch.com/ Linked In Connect: Follow The Dwayne Kerrigan Podcast for a new episode each week, and follow Kelsey Kitsch's ongoing work in intimacy intelligence at Paramont Love Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

September 2, 20261 hr 14 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 when the life you built no longer fits — and what it takes to build a new one from the inside out. In this episode: The three-factor brain state that produces your best ideas — novelty, motion, and high emotion — drawn from Mary Helen Imordino-Yang's research, and why Kelsey's most creative moments happen driving fast with the windows down in a place she doesn't know Why most people set goals wrong: Kelsey's case for short-term weekly goals anchored to a long-term direction, and why the deeper question isn't "what do I want to achieve?" but "who do I want to be when I get there?" Kelsey's experience with guided psychedelic therapy — the four-hour ego vs. soul battle she audio-taped during her first journey, and what it felt like to experience sufficiency for the first time: just being, without striving or driving or winning Why woo-woo is a category problem, not an evidence problem — and how Kelsey frames breathwork and psychedelics the same way: repeatable patterns that produce consistent results, regardless of whether the mechanism is fully explained yet The Othership breathwork app and Dr. Joe Dispenza's Marco Island program as non-invasive entry points for anyone curious about expanded states but not ready for psychedelics The single most important insight Kelsey has learned about love and being human: we can only feel loved in proportion to how much we're seen, and we can only be seen in proportion to how much we show of ourselves. Content Warning: This episode discusses psychedelics from personal experience. Dwayne and Kelsey explicitly state they are not promoting psychedelics. If you choose to explore this topic, please do thorough research, consult a medical professional, and ensure proper facilitation and integration support.This content is for informational purposes only. This episode also touches on mental health and suicidal ideation. If you or someone you know is struggling, call or text 988 — the Suicide and Crisis Lifeline — available 24/7 in both the US and Canada. Episode Highlights (audio): 00:00 - Psychedelic Safety Disclaimer 00:42 - Podcast Intro 01:13 - Meet Kelsey Kitsch 03:28 - Reinvention in a Changing World 05:13 - Staying Curious to Pivot 08:23 - Creativity Formula - Three Factors 16:34 - Pattern Interrupts and Choice 19:48 - Expectations Goals and the Golf Metaphor 25:16 - Identity Driven Targets and Daily Intentions 30:23 - Mortality Mindset and Showing Up Fully 33:43 - Opening the Psychedelics Conversation 34:32 - Driven to Deliver 36:31 - Success Yet In Crisis 37:54 - First Guided Journey 38:52 - Quiet Mind Breakthrough 41:15 - Safety and Legality 42:22 - Psychedelic Levels 101 44:44 - Set Setting Integration 48:29 - Breathwork Alternative 51:20 - Debunking Woo Woo 57:15 - Curiosity Beyond Protocols and Unknowns 01:04:58 - Ego vs Soul Battle 01:10:04 - Seen Known Loved 01:13:01 - Closing and Disclaimers Resources mentioned: Success Hangover — Kelsey Kitsch’s book TED Talk: Play Is the New PhD — Kelsey Kitsch MINDCURE — psychedelic drug research company Kelsey co-founded Overcoming Adversity: A Journey to Self-Alignment and Impactful Entrepreneurship with Sophia Plank Part 2: Finding Balance: The Intersection of Self-Reflection and Business Growth with Sophia Plank About Kelsey Kitsch: Kelsey Kitsch is a Canadian entrepreneur, author, and founder who was twice named Canada's top female entrepreneur by PROFIT and Chatelaine . She built and led multiple multimillion-dollar companies including Belvedere Place Development, co-founded MINDCURE (a psychedelic drug research company), and is now the founder of Paramount Love ( https://paramountlove.com/ ), focused on intimacy intelligence. She is the author of Success Hangover (published as Kelsey Ramsden) and has given a TED Talk titled Play Is the New PhD . Connect with Kelsey Kitsch: https://www.kelseykitsch.com/ Linked In Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

August 26, 20261 hr 18 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 could, to engineer human connection at scale. This conversation covers all of it: the neuroscience, the pivots, and the parts of the journey she rarely shares out loud. In this episode: The theater of the mind and why it's the foundation of trust: when your brain constructs the story rather than receiving it passively, it taps into nostalgia, memory, and emotion — the three keystones of why we buy, connect, and believe Why your eyes lie but your ears don't — Kate's case that sound is the most honest and hardest-to-trick human sense, and what that means for AI tools that rely entirely on transcripts The "rules of radio" Kate embedded into Lately's AI — word choices like "remember" versus "don't forget" that trigger different emotional responses, drawn from her training in the neuroscience of music and parasocial connection How Backline EQ outperformed the Microsoft/IBM/Google industry-standard language model (MFCC) by 70% in measuring team fit — using voice patterns alone, without transcription Kate's vulnerable disclosure about a difficult period in her life after eleven years building a company and how her mother's reminder that she was a prodigy at six became the unexpected anchor that helped her begin again The investor who finally told her to stop inventing something new and just make existing technology better and how that single pivot made everything easier for the first time in over a decade Content Warning: This episode includes a brief discussion of suicidal ideation. The conversation is handled with care and context, but we want our listeners to be prepared. If you or someone you know is struggling, call or text 988 — the Suicide and Crisis Lifeline — available 24/7 in both the US and Canada. Episode Highlights: 00:00 - Podcast Welcome and Content Warning 00:17 - Sound Design Obsession 01:20 - Meet Kate Bradley Chernis 03:32 - Kinder Egg Smuggling Story 04:13 - From Radio to AI 05:56 - Theater of the Mind 10:23 - Why Sound Builds Trust 12:36 - Building Lately Secret Sauce 15:23 - Voice Control and Trust 21:18 - Staying Human in AI 28:58 - Leaving XM and Starting Up 34:27 - Early Genius, Confidence and Reinvention 36:26 - Self Love and Authenticity 38:38 - Imposter Syndrome Scale 39:15 - Resume Exercise for Confidence 42:29 - Trusting Your Gut 44:10 - Loneliness and Standing Up 47:05 - Entrepreneurship Lessons 52:05 - Rebuilding The Village 56:19 - Backline EQ Pivot 01:01:37 - Patterns and the Bridge 01:06:49 - Collecting Data the Hard Way 01:09:56 - Sound As A Force 01:11:22 - Return on Collisions 01:13:20 - Saying No and Self Care 01:16:57 - Closing Thanks and Outro Resources mentioned: This Is Your Brain on Music — Daniel Levitin The Art of the Start — Guy Kawasaki Backline EQ Live Conversations — Kate's audio salons, every other Thursday at 2:00 PM Eastern MFCC (Mel-frequency cepstral coefficients) — industry language model standard Kate's technology was benchmarked against Quotes: “Your eyes lie. They can lie to you, but sound doesn't.” - Kate Bradley Chernis “Often people will focus so much on their life condition rather than, "No, I'm here for a reason. I just need to maybe alter the blueprint." That doesn't mean lower your expectations, it just may mean shift your standards. Shift the way you're gonna get there, timeline, trajectory.” - Dwayne Kerrigan “You have to start measuring. You have to start collecting data.” - Kate Bradley Chernis “I can make people I can't see feel like they belong. It's more than that. I can make you feel like with a conversation that is either as powerful or more powerful than if we were eye to eye in real life. That's how transcendent sound is. There's a magic there that is, well, it's magical. It's fantastical.” - Kate Bradley Chernis “Entrepreneurship's f***ing hard. This is a gladiator sport. And there is no substitute for the constant and never-ending courage that you need to have inside this, this arena.” - Dwayne Kerrigan About Kate Bradley Chernis: Kate Bradley Chernis is an early Generative AI visionary who co-founded the first closed-data, proprietary machine learning and natural language processing platform in 2014. She is the co-founder and CEO of the Backline Network, which uses curated audio-only salons to capture real-time conversational dynamics and convert them into AI that predicts and engineers group chemistry at scale. Before her career in AI, Kate spent over a decade as a rock 'n' roll radio DJ, serving 20 million listeners daily as Music Director and on-air host at Sirius/XM. An early prototype of her technology delivered Walmart a 130% ROI year-over-year for three years. Connect with Kate Bradley Chernis: https://www.linkedin.com/in/katebradley Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

August 19, 20261 hr 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 person who runs everything to becoming the leader who builds a company capable of running without them. Mark draws on decades of experience building, scaling, and evolving businesses to break down the disciplines that separate growth from sustainable scale. He shares why strong systems and processes matter, how a CEO’s role must change as the company grows, and why the ability to prioritize, protect your time, and develop capable people becomes increasingly critical at every stage. The conversation also gets into Mark’s relentless approach to learning — seeking out experts, asking better questions, openly measuring progress, and refusing to let past success become a reason to stop improving. For Mark, better businesses are built by leaders willing to continuously evolve themselves alongside the organization. That philosophy has shaped each chapter of his career. Mark scaled TBG Landscape from a backyard operation into one of North America’s Top 100 landscape contractors before co-founding LMN in 2009, creating the business-management software he wished had existed while running his own company. Today, he is continuing that mission through LeanScaper, helping landscape business owners build stronger operations, better teams, greater profitability, and businesses that no longer rely on the owner to solve every problem. His new book, The Landscaper’s Operating System , takes that mission even further, distilling decades of hard-earned lessons into a framework for owners who want to step out of the bottleneck and build a company designed to perform beyond them. If you are trying to scale a business, lead at a higher level, or create something that does not require your constant involvement to succeed, this is a conversation worth revisiting. You can access Mark's book here: https://book.leanscaper.com/ Time Stamps: [00:00] Introduction [01:24] Preframing the Landscape Industry [02:15] Creating Software for the Landscape Industry [10:22] Asking for Mentorship and Luck [13:53] Mental Shifts in Transitioning to Software [17:40] Overcoming Personal Overwhelm [19:22] Impact of Personal Goals on Business Success [21:57] Journey to Losing 140lbs [24:05] Advice to Younger Self [29:26] Initiating Landscape Management Network (LMN) [37:13] Keys to Business Success [43:00] Innovating Your Business Model [50:50] The Importance of Being Feedback-Oriented [53:25] The Role of Progress in Success [1:01:45] Scaling from 1M to 30M in Revenue [1:11:36] A Day in the Life of a CEO [1:18:00] Thanks and Connecting with Mark Bradley [1:20:08] Closing Remarks and Disclaimer Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

August 12, 20261 hr 10 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 shape his career. Mark’s path was anything but conventional. After leaving the nuclear industry, he entered landscaping and began building what would eventually become TBG Landscape, growing it from a backyard operation into one of North America’s Top 100 landscape contractors. Along the way, he developed a distinctly operator-driven approach to business — one built around understanding the numbers, choosing the right customers, investing in great people, and refusing to compromise on the standards required to build something sustainable. In this conversation, Mark explains why not every customer is a good customer, why strong businesses need healthy margins, and why paying exceptional employees exceptionally well can become a competitive advantage rather than a cost to control. He also breaks down the importance of clear goals, disciplined budgeting, job costing, and measuring productivity so that business decisions are driven by facts rather than instinct. At the heart of Mark’s philosophy is a simple idea: a better business should create better outcomes for everyone involved. Better customers create healthier margins. Healthier margins allow you to invest in better people. Better people deliver better work. And when the entire system is aligned, growth becomes far more sustainable. That operating mindset eventually led Mark to co-found LMN in 2009 after recognizing that the business-management software his own landscape company needed simply did not exist. What began as a solution to an internal problem grew into technology used throughout the landscape industry. Today, Mark continues that mission through LeanScaper, helping landscape business owners strengthen their operations, improve profitability, build more capable teams, and create businesses that are less dependent on the owner. His new book, The Landscaper’s Operating System , brings together decades of those lessons into a practical framework for owners who want to build stronger companies with greater clarity, discipline, and independence. If you are building a company and want to understand the fundamentals beneath sustainable growth — the customers you choose, the people you hire, the numbers you measure, and the standards you refuse to compromise — this conversation is a powerful place to start. You can access Mark's book FREE here: https://book.leanscaper.com/ Time Stamps: [00:00] Introduction [00:35] Mark Bradley: TBG Landscaping Journey [01:38] Starting a Business: Mark's Story [07:34] Acquiring First Customers: Strategies [13:17] Business Evolution: Landscaping Today [14:03] Replicating Business Success: Insights [18:41] Targeting Ideal Customers [23:59] Maximizing Revenue Per Hour [27:15[ Mindset: Abundance vs Scarcity [29:33] Financial Management: Budgeting Tips [32:55] Crafting a Solid Business Plan [37:00] Preserving Company Culture During Growth [42:10] Leadership's Role in Business Success [46:06] Setting Strategic Business Goals [47:53] Implementing Goals Across Your Team [51:39] Earning Based on Results: A Business Philosophy [54:54] Transition from Landscaping to Software Development [57:20] Emphasizing the Role of Education in Business [1:00:18] Entering the Software Industry: A New Venture [1:06:48] Mindset Shifts for Software Business Success [1:07:27] Announcement: 2 Part Podcast Series [1:07:54] Future Podcast Topics Discussion [1:09:00] Finding Industry Mentors [1:10:33] Youthful Entrepreneurship: Learning the Ropes [1:12:12] Tailoring Advice to Fit Your Business [1:13:55] Closing Remarks and Contact Information Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

August 5, 20261 hr 37 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 industries. We explore the necessity of identifying critical moments in a customer's journey, tailoring compensation to motivate sales teams, and the impact of mindset on professional growth. Phil provides practical advice on setting targets, using direct rewards, and resources for further learning in sales and business strategy. An entrepreneurial success story and founder of 5 multimillion dollar companies, Phil M Jones is a strategic Advisor to pioneering leaders of the world’s biggest brands. The author of 7 best-selling books including the “Exactly” Book Series with over 2 million copies sold, he is the Producer of the “Most Listened To” Audiobook of all time and Innovator of the highly coveted “How to Persuade” audible production. To date, more than 800 different industries, across 59 countries and 5 continents, have benefited from his input. Phil recently joined a long list of global leaders who serve in residence at High Point University’s Access to Innovators Program. The program at HPU connects students with industry leaders for networking and mentorship opportunities. He joins Apple Co-Founder Steve Wozniak, Netflix Co-Founder Marc Randolph and many others. For more info on Phil M. Jones; https://www.philmjones.com/ or https://exactlywhattosay.com/ Check Out Phil’s Books: https://www.amazon.com/stores/Phil-M-Jones/author/B0097DKWP4?qid=1510658902&sr=8-1&ref=ap_rdr&isDramIntegrated=true&shoppingPortalEnabled=true Timestamps: [00:00] Introduction [00:38] Phil Jones Background [05:02] "Exactly What to Say" Overview [08:32] Mastering the Art of Asking [13:41] Effective Communication Strategies [18:01] Achieving Results vs. Being Right [24:30] Traits of Successful Salespeople [28:43] Enhancing Customer Experience [31:45] Sales Training Fundamentals [32:35] Mastering Product Knowledge [37:15] Developing Sales Skills [39:45] Cultivating the Right Attitude [41:01] Ideal Sales Training Schedule [49:15] Encapsulating Excellence in Sales [51:30] Embracing Discomfort in Sales Training [1:02:05] Critical Business Moments [1:20:58] Preventing Sales Objections [1:40:30] Connecting with Phil M Jones [1:42:25] Outro Connect with Dwayne Kerrigan Linked In: https://www.linkedin.com/in/dwayne-kerrigan-998113281/ Facebook: https://www.facebook.com/businessofdoingbusinessdk Instagram: https://www.instagram.com/thebusinessofdoingbusinessdk/ Disclaimer The views, information, or opinions expressed by guests during The Business of Doing Business are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Business of Doing Business is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

July 29, 20261 hr 7 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 are buying opportunities, not warning signs. Using research that traces back nearly a century, Andy breaks down which years tend to run hot, which tend to break, and the one he's watching most closely right now. Dwayne and Andy also dig into digital currency, BRICS, and whether replacing the US dollar would really just be a way to wipe out national debt — and Andy shares how a historical pattern tied to the Dust Bowl era points toward a coming boom in grain and commodity markets. Episode Time Stamps: 00:00 Cycles Love Or Hate 00:22 Welcome Back Andrew Pancholi 01:23 Digital Currency Questions 03:40 Crypto Value And BRICS 05:06 AI Bots and Cycle Speed 07:01 NFTs Bitcoin and Scrutiny 09:55 Debt Reset and History 11:41 Future Of Money Risks 14:50 Market Timing Report 18:28 Risk Management Trading Edge 24:00 Market Outlook and Year Cycles 31:10 Gold Oil and Commodity Boom 34:22 Mississippi Grain Crunch 36:08 Gold Cycles Explained 36:53 Why Cycles Matter 40:54 Gold Targets and Pullbacks 42:56 Cycles vs Technicals 45:45 AI and Modern Warfare 53:13 Using AI for Research 58:14 Upside of AI Progress 01:01:28 Detaching From Tech 01:02:46 Where to Find Andrew 01:04:21 Final Takeaways and Wrap Guest bio: Andrew Pancholi is the founder and CEO of The Market Timing Report, a global macro research service used by professional investors and portfolio managers to identify risk windows and periods of asymmetric opportunity. For over 40 years, he has forecast turning points in markets including the S&P 500, gold, oil, and Bitcoin using time cycle analysis built on the methods of W.D. Gann, Edward Dewey, and Ralph Elliott. He is co-author of the bestselling book Zero Hour with Harry S. Dent Jr. and a board member of the Foundation for the Study of Cycles. Before market timing, Andrew spent decades as a senior pilot for a major flag carrier airline, including roles as Training Captain and Training Standards Captain. Resources mentioned: Find Andrew Pancholi's daily cycle updates and forecasts at www.markettimingreport.com or on YouTube at Market Timing Report https://www.youtube.com/@markettimingreport https://www.linkedin.com/in/andrewpancholi/ https://www.facebook.com/markettimingcyclesanalysis/ Instagram @andrew.pancholi Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

July 22, 20261 hr 19 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 estate, geopolitics, and the global economy right now, and what business owners and investors should be doing with that information. In Part 1 of this episode: The 18.6-year real estate cycle: why we are currently at the same position in the cycle as 2007 — just before the Global Financial Crisis — and what the smart money did last time, and what to do now The 100-year pandemic cycle — how Spanish flu, cholera, and COVID all followed the same pattern, and why Andrew saw COVID coming The 90-year geopolitical cycle: how the polarization, rise of nationalism, anti-immigration sentiment, and challenges to global order we're seeing now mirror the 1930s decade almost exactly — including the economic conditions that led to the rise of fascism The 250-year empire cycle — America at a tipping point, the petrodollar's quiet expiry, and China's strategic expansion while the West was distracted Why Andrew predicted the Israel-Iran conflict to within 30 hours — the convergence of a 45-year cycle, a 90-year cycle, and a 36-year cycle, and why Netanyahu's personal history from the 1976 Entebbe raid has driven his policy decisions in Gaza and Lebanon The AI boom through the lens of cycles — why every major boom is fueled by new technology, and whether the return on investment can justify what's going in. Note: This conversation is for informational and educational purposes only and does not constitute investment advice. Please consult a qualified financial professional before making any investment decisions. Episode Highlights: 00:00 - Hidden Patterns Teaser 00:30 - Podcast Intro Setup 01:03 - Meet Andrew Pancholi 04:39 - Why Cycles Matter 07:06 - Real Estate Cycle 08:44 - Big Cycles 2029 Risk 12:15 - What Should We Do 15:38 - Seven Year Life Cycles 19:43 - Forecasting Iran Conflict 24:25 - Pandemic Cycle Evidence 29:29 - Boom Signals And Technology 35:45 - Real Estate Action Steps 40:09 - Timing the Property Cycle 41:38 - Strategy Over FOMO 43:25 - Cycle Experts and Herd Signals 45:53 - Geopolitics in 90 Years 48:44 - The 250 Year Empire Shift 58:11 - Petrodollar and BRICS Challenge 01:06:21 - China’s Resource Playbook 01:11:38 - War Outlook Russia Ukraine Taiwan 01:15:31 - What to Watch Next 01:18:01 - Wrap Up and Disclaimers Resources mentioned: Zero Hour — book by Andrew Pancholi and Harry S. Dent Jr. The Secret Life of Real Estate and Banking — book by Philip Anderson The Secret Wealth Advantage — book by Akhil Patel The Art of War — book by Sun Tzu The Market Timing Report — markettimingreport.com Quotes: “The minute you start a conflict, a physical conflict, you have lost the war.” - Andrew Pancholi “The markets are an indication of the psychology of the world. That's the way I've always been trained and always looked at it, is that it is gonna give you what the psychology of the world is looking at things from a economic standpoint.” - Dwayne Kerrigan “ If you don't have to buy, keep saving, 'cause the chances are the house prices will come down, and then when we get to about 2031, 2032, that might be a good time to start looking.” - Andrew Pancholi “ Religious texts, philosophical texts, they all hide mathematical patterns within them. There is something secret hidden away. I mean, it's an open secret if you go and study it, but there are some patterns and years, certain mathematical patterns that do repeat in the bigger picture.” - Andrew Pancholi “ I put the, uh, message out on the Thursday evening to our subscribers saying, "This is gonna kick off, uh, I believe on tomorrow or, or Saturday," and it actually happened on Saturday. So depending on where you are in the world, it was maximum 30 hours out.” - Andrew Pancholi Andrew Pancholi is the founder and CEO of The Market Timing Report, a global macro research service used by professional investors, portfolio managers, and family offices to identify risk windows and periods of asymmetric opportunity. For over 40 years, he has forecast turning points in markets including the S&P 500, gold, oil, and Bitcoin using time cycle analysis built on the methods of W.D. Gann, Edward Dewey, and Ralph Elliott. He is co-author of the bestselling book Zero Hour with Harry S. Dent Jr. and a board member of the Foundation for the Study of Cycles. Before market timing, Andrew spent decades as a senior pilot for a major flag carrier airline, including roles as Training Captain and Training Standards Captain. Connect with Andrew Pancholi: https://andrewpancholi.com/ https://www.linkedin.com/in/andrewpancholi/ The Market Timing Report — markettimingreport.com Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

July 15, 20261 hr 4 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 attention. In this episode: The five keys to success — and why every single one is also a key to failure Why your business is not your product — it's the business inside the business: marketing, data, systems, and the ability to put any product through a machine that finds customers and converts them The private equity playbook most sellers never see coming: how an $80 million deal became $60 million, why earn-out structures based on EBITDA are almost always a trap, and why you must never let a PE firm take over your accounting Brian's AI workflow — three screens, three AI models (Gemini, ChatGPT, and Claude, which he calls Jake, Elwood, and Jeff), and the one prompt he uses to make sure they challenge him Why you should stop chasing advice from billionaires — and find someone exactly ten steps ahead of you, fresh out of the game, who's made mistakes at your level recently enough to still remember what they felt like Living Forever AI: Brian's current startup building interactive AI twins for personal legacy, professional use, and homeschooling — and why he's bootstrapping it while competitors have raised $20 million. Episode Highlights: 00:00 - Escape the Commodity Trap 00:30 - Podcast Intro and Setup 01:30 - Five Keys to Success 01:50 - Key One Strong: Why 02:25 - Keys Two and Three 04:38 - Key Four: Check Ego 05:25 - Key Five: Master P&L 07:33 - KPIs and Pattern Forecasting 09:54 - Pricing and Testing 13:14 - Business Is a Data Game 14:59 - AI for Financial Analysis 16:49 - Living Forever AI Twins 20:37 - Experience Meets AI 23:56 - AI Jobs and Media Fear 29:36 - Why Start at 60 31:07 - Proving It Again 31:52 - Builder Not Manager 32:43 - Exit Strategy Reality 34:51 - Private Equity Earnouts 39:43 - How PE Rollups Work 44:02 - Structuring Safer Earnouts 45:44 - Post Acquisition Lessons 49:52 - Business Beyond Product 55:28 - Using AI As Advisors 57:52 - Stop Chasing Billionaires 01:00:49 - Final Advice And Wrap Resources mentioned: Dropout Multimillionaire , No: The Psychology of Sales and Negotiations , The Invisible Multimillionaire , I Give the Dumb Kids Hope — Brian Will's books Living Forever AI — Brian Will's current company: https://livingforeverai.com/ brianwillmedia.com — Brian Will's website ChatGPT, Gemini, and Claude — Brian's three AI models, running simultaneously for business planning and analysis The 7 Habits of Highly Effective People — Stephen Covey Quotes: “ If you are a commodity business, the only way for you to win is to chase pricing down to the bottom until you can't make money.” - Brian Will “ I did a company, literally 32 marketing channels, and when I did the analysis, nine of those channels were unprofitable. Nine. And they represented 20% of their spend, their marketing spend.” - Brian Will “ And at some point, I started questioning me. I've been doing this consulting thing and telling people what to do for 20 years. I wonder if I actually know what I'm talking about.” - Brian Will “ Wherever you feel, you know, some angst around something, and this could be anywhere in your life, I think it's really important that you lean into it and realize that that angst is, is not there for you to pull back from anything. It's actually for you to lean into something, and there's something that you don't yet know.” - Dwayne Kerrigan “ Stop chasing the advice of billionaires, because they can't help you.” - Brian Will About Brian Will: Brian Will is a serial entrepreneur, two-time Wall Street Journal bestselling author, and business consultant who has founded or co-founded ten companies across four industries, with combined valuations exceeding half a billion dollars. He is a two-time TEDx speaker and the author of four books including Dropout Multimillionaire and No: The Psychology of Sales and Negotiations . Currently, Brian is the CEO of Living Forever AI and runs a coaching and consulting practice helping entrepreneurs master the core metrics, sales systems, and processes that drive sustainable growth. Connect with Brian Will: https://brianwillmedia.com/ Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.

July 8, 202647 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 decision he almost said no to. In this episode: The "I'm in" moment: Brian's business partner Steve asked him to borrow $66,000 more after nine months of zero revenue and $500,000 in losses — Brian's accountant, CMO, and COO all quit before he finally said yes, and the company sold for $80 million just 18 months later Why "failure leads to success" is a myth Brian calls out directly — it's learning from failure that leads to success, and most people skip that step entirely The success ladder framework: Brian started at step zero with no education, no backing, and no mentors — and why the only two ways to climb are to learn every painful lesson yourself or find someone who's already done it The personal filter concept: everything you've ever heard, read, and experienced creates a subconscious filter that accepts or rejects new information — and why people who seem to have the Midas touch aren't lucky, their brain just knows how to recognize success How Brian's abusive childhood created what he calls the "anger box" — and how that same fuel, once controlled, became his most powerful sales and leadership tool Why three years of counseling after his divorce was the moment he realized the only person he was still trying to prove anything to was himself Episode Highlights: 00:00 - Keep Moving Forward 00:15 - Podcast Intro 00:47 - Meet Brian Will 02:53 - Dumb Kids Hope Story 04:40 - Military Discipline Lessons 08:30 - Abuse, Anger, and Trauma 12:28 - Anger Box Control 13:35 - Learning From Failure 17:04 - Mentorship Strategy 17:59 - Steve and the Big Bet 19:40 - All In Decision 20:38 - Breakthrough and Exit 22:36 - Ego Surrender and Trust 26:46 - Vulnerability and Divorce 32:20 - Drowning Mind in Books 34:30 - Who Steve Was 35:27 - Equity Swap Origin Story 39:23 - Email Marketing Gold Rush 41:10 - Success Filter Framework 46:05 - Wrap Up and Next Episode Resources mentioned: I Give the Dumb Kids Hope, Dropout Multimillionaire, No: The Psychology of Sales and Negotiations, and The Invisible Multimillionaire — Brian Will’s books How to Win Friends and Influence People — Dale Carnegie book Master Key to Riches — Napoleon Hill book The E-Myth Revisited — Michael Gerber book Blink — Malcolm Gladwell book Rich Dad Poor Dad — Robert Kiyosaki book Living Forever AI — Brian Will's current company: https://livingforeverai.com/ Quotes: “ Failure does not lead to success, ever, never, ever, ever. Learning from failure leads to success, and that's the thing that a lot of people don't do, especially in business.” - Brian Will “ In 60 days, we hit our first offer. We did $6 million, then 20, then 30, and then sold the company for $80 million 18 months later.” - Brian Will “ The only person that still thinks, or in my case, still thought that I was that kid laying in the yard crying after I got beat up by my stepdad was me. I was the guy that I did, I had to prove something to.” - Brian Will “ Failure will be inevitable at some point, and learning is optional." - Dwayne Kerrigan “ It's your personal filter that will determine whether you succeed or fail in life.” - Brian Will “ Most of the time, they quit right before they're about to make a breakthrough. That's just a fact.” - Brian Will About Brian Will: Brian Will is a serial entrepreneur, two-time Wall Street Journal bestselling author, and business consultant who has founded or co-founded ten companies across four industries, with combined valuations exceeding half a billion dollars. He is a two-time TEDx speaker and the author of four books including Dropout Multimillionaire and No: The Psychology of Sales and Negotiations . Currently, Brian is the CEO of Living Forever AI and runs a coaching and consulting practice helping entrepreneurs master the core metrics, sales systems, and processes that drive sustainable growth. Connect with Brian Will: https://brianwillmedia.com/ Connect with Dwayne Kerrigan Facebook Instagram Linked In Website Disclaimer: The views, information, or opinions expressed by guests during The Dwayne Kerrigan Podcast are solely those of the individuals involved and do not necessarily represent those of Dwayne Kerrigan and his affiliates. Dwayne Kerrigan or The Dwayne Kerrigan Podcast is not responsible for and does not verify the accuracy of any of the information contained in the podcast series. The primary purpose of this podcast is to educate and inform. Listeners are advised to consult with a qualified professional or specialist before making any decisions based on the content of this podcast.