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The Dwayne Kerrigan Podcast

Dwayne Kerrigan
The Dwayne Kerrigan Podcast
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153 episodes

  • The Dwayne Kerrigan Podcast

    150. Gold, Oil, and the Cycle Nobody's Watching with Andrew Pancholi

    07/29/2026 | 1h 7 mins.
    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.
  • The Dwayne Kerrigan Podcast

    149: Andrew Pancholi: What History Tells Us About Right Now

    07/22/2026 | 1h 19 mins.
    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.
  • The Dwayne Kerrigan Podcast

    148: Brian Will: Don't Sell to Private Equity Without This

    07/15/2026 | 1h 4 mins.
    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.
  • The Dwayne Kerrigan Podcast

    147: From Dropout to Multimillionaire: Brian Will's Success Formula

    07/08/2026 | 47 mins.
    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.
  • The Dwayne Kerrigan Podcast

    146: Why AI Empowers Entrepreneurs More Than Anyone with Sean Barry

    07/01/2026 | 52 mins.
    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 than spectate.
    In this episode:
    Why the software industry is facing a potential 50-80% company turnover in the next 12-18 months — and why it's simultaneously the best time to be a consumer of technology and the most terrifying time to be building it
    The voice and ambient AI future that Sean sees arriving in the next 12 months: screens shrinking from 98% of the interface to 60%, then 20%, as conversational AI replaces the need to navigate software at all
    Why AI adoption is fundamentally different from autonomous car adoption — when the choice is 150 hours of your time versus 5 hours with AI, it's not a choice your employer gives you, it's a choice that gets made for you
    How AI can lift wages across entire workforces by removing waste from businesses — Sean's case that the real gift of AI isn't productivity, it's the ability to pay people more
    Sean's closing philosophy on AI and empathy: the sentiment is largely negative because people aren't participating, and the antidote isn't optimism — it's getting informed, then helping others do the same

    Start building your identity with Dwayne’s Identity Framework created for the LeanScaper Conference: https://www.dwaynekerrigan.com/identity-framework/
    Episode Highlights:
    00:00 - Be Informed About AI
    00:25 - Podcast Intro
    01:26 - Shipping Faster With AI
    05:55 - Producing What Was Impossible
    09:52 - Keeping Pace With Change
    11:01 - AI’s Growth Curve
    12:11 - Voice First Interfaces
    16:54 - Future Of Software SaaS
    21:16 - Build Vs Buy For SMBs
    25:23 - Leverage Expertise With AI
    27:31 - Does It Ever Normalize
    31:12 - Autonomous cars
    35:35 - Removing Waste Raising Wages
    37:32 - Robotics And Scarcity
    42:16 - How We Treat AI
    46:12 - Participate With Empathy
    51:12 - Closing And Disclaimers
    Resources mentioned:
    LeanScaper — AI operating system for the landscape industry
    Lana — LeanScaper's AI agent
    Mark Bradley — founder and chairman of LeanScaper
    Claude Code — referenced by Dwayne as the platform he used for his planned 10-week AI course for his staff and their families
    Lovable — referenced as a tool enabling small business owners to build their own apps
    Eleven Labs / Cartesia — referenced in context of voice AI development
    OpenClaw agents and Jarvis — referenced by Dwayne in context of his own AI setup
    Tesla / Waymo — referenced in autonomous vehicle comparison
    Anthropic — referenced re: recursive self-improvement blog post released day of recording
    Paul Akers’s episode on The Dwayne Kerrigan Podcast — referenced regarding eliminating business waste: Episode 135: The Lean Maniac: Paul Akers on Eliminating Waste

    Quotes:
    “ This isn't a choice. Like, people who think this is a choice aren't paying attention. Back to what I said before, this happens either to you or with you.” - Sean Barry
    “ What we accomplished in that two, three weeks would have taken us six months.” - Sean Barry
    “ I honestly think it's normalizing already, and I have a wonderful wife who, who grounds me in these things because as well I'm like, "Man, if we're not go, go, go, like, we're gonna be left behind." And her very nuanced understanding of people, way better than I have, is like change takes time and people need time.” - Sean Barry
    “ Nobody likes uncertainty, but that's where all the growth lies, is in your uncomfort.” - Dwayne Kerrigan
    “ We can help an industry transform the lives of its entire workforce because we can take all of the waste out, and then all of a sudden there's enough money to really pay people well.” - Sean Barry
    About Sean Barry:
    Sean Barry is the Chief Product Officer at LeanScaper, an AI operating system and business community built specifically for the landscape and snow contracting industry. He brings nearly two decades of product and digital leadership experience, including almost four years at LMN (Landscape Management Network) — the landscape industry's leading business management platform — where he rose from SVP of Product to Chief Product Officer. Before entering the green industry, Sean spent 14 years at Laughlin Constable, a Milwaukee-based agency, where he built his career from Lead Engineer to SVP of Digital, Account and Innovation. He is currently at the forefront of applying AI to real-world business operations for contractors.
    Connect with Sean Barry: https://leanscaper.com/
    https://www.linkedin.com/in/sbarry/
    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.
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About The Dwayne Kerrigan Podcast
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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