That Will Nevr Work Podcast

Hosted by Maurice D. Chism, Sr. | Entrepreneur & Business Strategist

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568

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Jun 2026

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About the show

Inspiration for Dreamers. Strategy for Doers. Welcome to the That Will Nevr Work Podcast — where purpose-driven entrepreneurs, bold dreamers, and relentless creators come to transform "impossible" into their next breakthrough. Hosted by Maurice Chism — award-winning podcaster, business strategist, and coach — this podcast is your go-to space for raw conversations, practical wisdom, and stories that defy the odds. Each episode dives into the mindset shifts, business strategies, and real-life lessons behind the journeys of successful entrepreneurs, visionaries, and changemakers who were once told, "That will nevr work." Whether you're launching a podcast, growing a brand, pivoting careers, or searching for your "why," this show delivers the clarity, courage, and community you need to take your next step with confidence. And the conversation doesn't stop when the episode ends. The WYN Inner Circle — Maurice's exclusive community on Skool — is where listeners go deeper, connect with other purpose-driven builders, and put the podcast into practice. Real community. Real accountability. Real transformation. Expect authentic interviews, solo episodes packed with entrepreneurial insight, and powerful reminders that your voice, your idea, and your vision matter. Then bring what you learned into a community that's ready to grow alongside you. Listen weekly. Join the Inner Circle. And keep moving forward. Because sometimes… the thing they said would never work is exactly what the world needs. 👉 Join the WYN Inner Circle at The WYN Inner Circle Want me to also draft a shorter version for podcast directories with strict character limits, or a social caption version to promote both the show and the community together?

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60 recent

June 12, 202624 min

S7|G24 Your Own Asphalt with Daryl Dittmer

What if the road from failure to success has nothing to do with the strategies you're running and everything to do with the fight you're refusing to stop having with yourself? In this episode of That Will Nevr Work, host Maurice sits down with Daryl Dittmer — a man who after a humble and often tumultuous beginning, worked relentlessly on himself for almost 40 years, built careers across carpentry, sales, real estate, consulting, and risk management, retired at 48 from a successful brokerage he helped build, wrote two unflinching books including When I Stop Fighting and When YOU Stop Fighting: The Road You're On Is Your Own Asphalt, and now coaches high-achievers who are winning externally but losing the battle with themselves — for one of the most raw, real, and completely unperformable conversations about success, failure, accountability, and the internal fight that determines every external result we have ever recorded on this show. BestaudaciouslifeLinktree In this episode, you'll discover:The story of moving a life from a dead-end mess to a place unimaginable — from paralyzing fear, dishonesty, and despair to a life of presence, discipline, and faith Pre-Zero Sports TalkWhat the real internal fight is — and why it is the most expensive and least acknowledged battle in most people's livesWhy stopping the addiction was only step one — and what true transformation actually requiresHow Daryl's recovery journey made him a stronger entrepreneur — and why "I am the product I put out into the world" is the most powerful business philosophy available LinkedInWhat retiring at 48 revealed about what success actually is — and isn'tThe profile of the high-achiever who is winning externally but currently losing the battle with themselves — and what it takes to change that LinktreeDaryl's definition of success — waking up in the morning with a smile on his face — and what it cost him to earn the right to say it SCOTT E CURRY If you have been building something external while fighting something internal and wondering why the arrival never feels like enough — this episode is the conversation that changes the question. 🔗 Connect with Daryl: linkedin.com/in/daryl-dittmer-734205294 | daryldittmer.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

June 10, 202628 min

S7|G23 Liz Weber on the Leadership Lie That's Costing You Everything

What if the busyness you've been wearing as a badge of honor is actually the most expensive and most well-defended excuse you've been making for not doing the strategic leadership work your business most urgently needs? In this episode of That Will Nevr Work, host Maurice sits down with Liz Weber, CMC, CSP — one of fewer than 100 people in the United States to hold both the Certified Speaking Professional® and Certified Management Consultant® designations, founder and President of Weber Business Services, LLC, author of 10 leadership books, named a Top 30 Global Guru on Leadership and Global Top 100 Leadership Influencer, faculty at Johns Hopkins and Georgetown, and a consultant who has worked with organizations across more than 20 countries — for one of the most direct, credentialed, and immediately actionable conversations about leadership, busyness, and strategic clarity we have ever had on this show. Liz does not traffic in motivation or theory. She tells leaders the truth — and then gives them the specific, practical frameworks to act on it. Ace & Arrow In this episode, you'll discover:Why "I'm so busy" is the most expensive lie in business — and what it's actually covering forThe most costly behaviors in Liz's Stop series — and the single Stop most business owners refuse to makeThe difference between operational planning and genuine strategic leadership — and why it changes everything about how a business growsWhy succession planning is not an exit conversation but an urgent strategic priority for every business owner, right nowHow candid conversations — the ones most leaders systematically avoid — are the ones that change relationships and build the organizations that actually performThe Leadership E.A.S.Y. framework and why the complexity most leaders complain about is almost always self-generatedIf you have been performing busyness while your organization waits for the strategic leadership only you can provide — this episode is the wake-up call you've been too busy to hear until now. 🔗 Connect with Liz: linkedin.com/in/lizwebercmc | wbsllc.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

June 5, 202628 min

S7|G22 The Confidence Equation with Rob Tracz

What if the reason you keep running out of fuel — running out of clarity, running out of resilience, running out of confidence exactly when you need it most — isn't that you're not working hard enough, but that you've been running the wrong system for the human being doing the work? In this episode of That Will Nevr Work, host Maurice sits down with Rob Tracz — high-performance coach, keynote speaker, entrepreneur, Master of Science in Exercise Science, Certified Strength and Conditioning Specialist with Distinction, Precision Nutrition Level 2 Coach, and founder and CEO of TAPS Coaching — for one of the most scientifically grounded and personally moving conversations about human performance, confidence under pressure, and the entrepreneurial operating system we have ever recorded. Rob's own story took him from chasing success while silently unraveling, to sleeping on a yoga mat in a gym, to receiving his dying father's final words — "Take care of yourself. Don't work so hard. Be good for your sister" — and building those words into a coaching philosophy that has transformed hundreds of driven professionals out of Robot Mode and into their Prime Performance. In this episode, you'll discover:What Robot Mode is, how to know if you're in it, and the specific reason driven people are the most vulnerable to itThe real story behind Rob's rock bottom — and the moment his father's final words finally changed everythingWhy Look Good, Feel Good, Do Great Things is a performance strategy, not a wellness sloganThe Confidence Equation — what confidence actually is at a scientific level and how to build it as a system, not a feeling If you have been grinding, hustling, and achieving — while quietly running on empty — this episode is the performance intervention your business has been waiting for. 🔗 Connect with Rob: linkedin.com/in/robtracz | robtracz.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

June 3, 202634 min

S7|G21 Stop Playing Small with Randy Gage

What if the reason you keep hitting the same ceiling — regardless of how hard you work, how smart your strategy is, or how badly you want to break through — is that you have been running a program that was specifically designed to make sure you never actually do? In this episode of That Will Nevr Work, host Maurice sits down with Randy Gage — Hall of Fame speaker, New York Times bestselling author of 16 books translated into 25+ languages, founder of Prosperity Factory, Inc., host of the Power Prosperity Podcast, and creator of Breakthrough U — for one of the most intellectually confrontational, personally challenging, and genuinely transformational conversations we have ever had on this show. Randy's motivational story of rising from a jail cell as a teen to a self-made multi-millionaire has inspired millions around the world — and what he discovered on that journey is the single most important and most consistently ignored truth in the entrepreneurial world: the biggest obstacle between you and the life you want is the programming you didn't choose and have never examined. In this episode, you'll discover:What "mind viruses" are, where they come from, and why the most successful-looking people are often carrying the most dangerous onesThe specific difference between running the poverty OS and the prosperity OS — and why you've never been told you have a choiceRandy's journey from addiction, incarceration, and repeated failures to becoming a global thought leader on prosperity — and the real, unpolished story of what the rewrite actually tooWhat Wealth Without Apology means — and what it costs to keep apologizing for wanting to be wealthyWhy employee thinking is the most dangerous mindset a founder can carry — and how to permanently replace itWhy holistic prosperity across health, relationships, and mental harmony is a business strategy, not just a wellness aspirationWhat Breakthrough U is, who it's for, and why the most successful entrepreneurs on the planet still need it If you have been working hard, thinking big, and still finding yourself in the same place — this episode is the conversation that explains exactly why. And exactly how to change it. 🔗 Connect with Randy: linkedin.com/in/randygage | randygage.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

May 29, 202627 min

S7|G20 You Don't Have to Be Perfect to Endure with Chris Shurian

What if the most dangerous thing you're doing as a founder isn't a bad strategy, a poor hire, or a cash flow problem — but the performance of strength that's slowly isolating you from the truth your business and your life most urgently need you to face? In this episode of That Will Nevr Work, host Maurice sits down with Chris Shurian — entrepreneur, cancer survivor, Ironman finisher, Small Business Operations Coach, and host of Bootstraps & Battle Scars — for one of the most raw, real, and genuinely necessary conversations we've ever had on this show. Chris has been knocked down hard — financially, physically, and spiritually — and stood back up every single time. His story isn't about avoiding failure. It's about surviving it. And after nearly four decades of building businesses, beating cancer, crossing Ironman finish lines, and sitting in the honest founder conversations that most people never get to have, Chris is on a mission to create the safe spaces where founders can finally drop the armor and tell the truth. In this episode, you'll discover:What the founder's armor is actually made of — and why the entrepreneurial identity makes vulnerability feel like a threatWhy the most dangerous conversation a founder avoids is often the one with themselvesWhat surviving cancer and completing Ironman races taught Chris about the way founders treat their bodies and their mental healthFour decades of entrepreneurial lessons about economic storms, rebuilding, and the long game of resilienceThe small business operations mistake that founder isolation and armor-wearing almost always createThe three things any founder can start doing tomorrow: service, positivity as a decision, and the courage to be honest about what's actually hardWhy the founder who can tell the truth is almost always the most effective leader in any room If you have been performing strength while quietly carrying something that deserves a real conversation — this episode is the safe space you've been looking for. 🔗 Connect with Chris: linkedin.com/in/chrisshurian | bootstrapsandbattlescars.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

May 27, 202633 min

S7|G19 The Most Overlooked Asset in Real Estate with Mike Deaton

What if the most powerful path to financial freedom wasn't flipping houses, managing tenants, or chasing the stock market — but quietly buying and selling the vacant dirt that everyone else drives right past? In this episode of That Will Nevr Work, host Maurice sits down with Mike Deaton — founder of Flipping Dirt, author of the Flipping Dirt book series, land investing expert, and partner in over 1,200 units of multifamily real estate — for one of the most grounded, practical, and genuinely inspiring conversations about building wealth and lifestyle freedom we've ever featured on this show. After losing his corporate job in 2016, Mike chose land flipping over traditional real estate to avoid tenants, repairs, debt, and burnout — and what he and his wife Ligia built from that layoff is a seven-figure empire, a coaching movement, and a life of complete freedom hiking the mountains of Colorado. Pre-Zero Sports Talk In this episode, you'll discover:How Mike and Ligia turned a dual corporate layoff into a seven-figure land business — and the mindset that made it possibleWhy vacant land is the most overlooked and underestimated wealth-building vehicle in all of real estateThe six capital-light entry models for starting your land flipping business when your bank account says noWhy cash flow — not cash — is the philosophy that separates investors who scale from those who stallWhat "lifestyle freedom" actually looks and feels like when you've built a business specifically designed to fund your ideal lifeHow land flipping became the gateway to 1,200+ units of multifamily real estateWhat Mike wants every aspiring investor, entrepreneur, and dreamer to know about what's actually possible when you start before you're ready If you've been told your idea is too simple, too unusual, or too outside the mainstream to work — Mike Deaton's story is your evidence that the people who said that were wrong. 🔗 Connect with Mike: linkedin.com/in/michaelbdeaton | flippingdirt.us🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

May 22, 202627 min

S7|G18 The Power of Accountability with Dennis McCurdy

Most people don't fail because they don't know what to do. They fail because nobody is watching when they decide not to do it. In this episode of That Will Nevr Work, host Maurice sits down with Dennis McCurdy — Vietnam Veteran, Certified Financial Planner, serial entrepreneur, author of four books including Find A Way, Suck It Up Cupcake, and Unleash the Power of Connection, personal development speaker, and no-frills, straight-talking accountability coach who made his first million at 36, started 10 businesses, developed more than 25 real estate properties, and has spent decades helping people stop living in the Valley of Dead Dreams and start doing what they said they were going to do. Dennis doesn't traffic in fluffy motivation or theoretical frameworks. He brings the direct, practical, battle-tested wisdom of a man who has built something real in the real world — and he wants every person listening to do the same. In this episode, you'll discover:What the Valley of Dead Dreams is — and how to find out if you're already living thereThe GANG framework — Goal Achieving Nudging Group — and how accountability partners change the neuroscience of commitmentThe KISSES formula for building habits that are actually sustainable for real human beingsThe hard truth inside Suck It Up Cupcake that most coaches are too polite to sayWhat Vietnam and 50 years of entrepreneurship taught Dennis about accountability that no seminar ever couldHow firewalking breaks limiting beliefs at the cellular level — and what that experience does to a person's relationship with their own potentialThe "Find A Way" philosophy in practice — what it means for the person with real obstacles, real hardship, and real reasons to quit If you've been waiting for the right time, the right conditions, or the right sign — Dennis McCurdy is your sign. And his message is simple: Find A Way. 🔗 Connect with Dennis: linkedin.com/in/dennis-mccurdy-cfp-465a1bb | dennismccurdy.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

May 21, 202611 min

S7|E26 Customer, Client, and Colleague Feedback- What to Listen For

Maurice discusses the challenge of receiving feedback, highlighting how to differentiate between constructive input and distractions. Learn to interpret feedback strategically to improve performance and maintain confidence in corporate and entrepreneurial settings.In This Episode:00:00 Navigating Feedback Overload01:07 Feedback: Patterns, Not Instructions03:41 Considering Perspective and Proximity06:36 Unfiltered Feedback and Its Impact09:03 Strategic Listening for GrowthKey Takeaways:Discern patterns in feedback rather than taking all input as instructions.Acknowledge emotional feedback without letting it dictate your strategy.Weigh feedback based on the source’s perspective and proximity to the situation.Use recurring comments from different sources as opportunities for improvement.Interpret feedback to strengthen your processes and boost confidence.🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

May 20, 202626 min

S7|G17 Turn Words Into Wealth with Aurora Winter

What if the most powerful business strategy available to you isn't a funnel, a framework, or a new platform — but the story you've been sitting on, the book you haven't written, and the message you haven't yet been brave enough to say out loud? In this episode of That Will Nevr Work, host Maurice sits down with Aurora Winter, MBA — multi-award-winning author of 10 books, former television executive and producer, serial entrepreneur, media strategist, and founder of Same Page Publishing — for one of the most sweeping and deeply personal conversations about authority, storytelling, and legacy-building we have ever featured on this show. Aurora left a lucrative TV career, survived the sudden death of her husband at 33 while raising their young son alone, and transformed that entire journey into a body of work that has helped CEOs, founders, attorneys, and thought leaders achieve #1 Amazon bestseller status, build seven-figure brands, and create the kind of authority that makes premium clients come to them. In this episode, you'll discover:What a Million-Dollar Message is — and why clarity outearns genius every timeWhy your book is the single most powerful marketing and authority tool available to you — and how to write it even if you don't have time to writeThe Spoken Author™ method — how busy leaders and founders create polished, powerful books through strategic conversationThe Strategic Showrunner™ framework — how thinking like a TV producer transforms the way you build your brandHow Aurora turned personal grief and career reinvention into a mission that has helped thousands build legacy-level brandsIf you have expertise, a story, or a message — and you haven't yet built the authority platform to match it — this episode is the call to action you've been waiting for. 🔗 Connect with Aurora: linkedin.com/in/aurorawinter | aurorawinter.com🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift

May 19, 202610 min

S7|E25 Building a Personal Feedback Loop

Discover how to build a personal feedback loop that fosters continuous improvement and helps you proactively address challenges. Learn why structured feedback, trusted voices, and intentional reflection are crucial for growth and self-awareness in business and personal development.In This Episode:00:00 The Power of Proactive Feedback01:20 Structured Feedback and Reflection02:53 A Personal Feedback Story06:03 Mentor’s Wisdom and System Building07:51 Growth Favors the IntentionalKey Takeaways:Build a consistent system for receiving feedback instead of relying on chance.Prioritize input from a small circle of trusted voices who understand your mission and standards.Integrate reflection into your process to transform feedback into actionable growth.Reduce blind spots and strengthen self-awareness by actively seeking structured feedback.Schedule regular check-ins with trusted individuals to ensure intentional growth.🚀 Stop Doubting. Start Moving. Join The WYN Inner Circle (Skool Community) — where ideas turn into action.👉 https://bit.ly/WYNInnerCircle Download your FREE guide:5 Bold Shifts to Silence Doubt and Start Moving👉 https://bit.ly/5boldshifts📘 Ready to Go Deeper?Well, Why Not? Workbook👉 https://bit.ly/authormauricechismPlease take our survey: Podtrac Survey#ThatWillNevrWork #SilenceTheDoubt #StartBeforeYoureReady #SkoolCommunity #WellWhyNot #The1DegreeShift