That Will Nevr Work Podcast

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

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575

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Jul 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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July 7, 202611 min

S7|E27 Well, Why Not… Look in the Mirror?

Do you ever look in the mirror and question if you are truly seeing yourself? Maurice shares his personal journey and challenges with self-honesty, exploring why many avoid confronting their true identities. This episode dives into the emotional struggle of recognizing past selves and the profound impact of external influences on our perception of success and worthiness. Chapter Summary:00:00 Seeing Yourself Clearly03:03 Avoidance is a Silent Agreement05:29 Fear of Success and External Influence08:24 Giving 100% and Self-WorthFeatured Quotes:“Awareness always precedes your transformation.” — Maurice“You can’t change what you refuse to acknowledge.” — Maurice“Avoidance is a silent agreement to stay stuck.” — MauriceBehind the Story:Maurice reveals his personal battles with self-perception and the fear of success. He shares an anecdote about a friend avoiding childhood memories and discusses how external factors, like “yes people” and fake support, shaped his own fears of achieving fame. This context sheds light on the internal struggles many face when trying to move forward.🚀 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

July 3, 202638 min

S7|G30 The Real Reason Your Business Isn't Growing with Eric Dingler

You've been telling yourself it's a marketing problem. It's a leads problem. It's a money problem. What if the real reason your business isn't growing has nothing to do with any of those things — and everything to do with the one thing you've been avoiding? In this episode of That Will Nevr Work, Maurice sits down with Eric Dingler — agency owner, leadership coach, digital nomad, and one of the most genuinely unusual entrepreneurial stories you'll hear this year. Eric started building websites as a summer camp director in Ohio to help fund his family's adoption journey, went from zero to six figures in one year, built a thriving digital agency, and then sold most of his possessions to travel the world full-time with his wife and four kids across 20-plus countries — all while building a leadership coaching practice around one transformative conviction: the real reason businesses stop growing is not external. It's a leadership problem. In this conversation, Eric and Maurice dig into:Why the business owner is almost always the actual growth constraint — and how to see it clearlyThe limiting beliefs around hiring that keep solopreneurs trapped at the ceiling of one person's capacityThe adoption story, the church plant, and the nomad leap — and what they all have in commonThe five fundamental business processes — and which one most businesses are failing at without realizing itWhat delegating outcomes instead of tasks actually looks like — and why the difference mattersThe Marketing Momentum Framework: why tactics without strategy are expensive noiseHow to build a business that outlasts you — starting with the decisions you make today This one is for every entrepreneur who is working hard, spending money on growth, and still wondering why the ceiling won't move. 🌐 Website: https://ericdingler.com 🔗 LinkedIn: https://www.linkedin.com/in/ericdingler/ Subscribe, leave a review, and share this with the entrepreneur in your life who keeps blaming the wrong thing for their stuck business.🚀 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

July 1, 202637 min

S7|G29 The Identity Shift with Brandon Moon

What if the real reason your business hasn't scaled isn't your market, your product, or your team — but the fact that it can't run without you? In this episode of That Will Nevr Work, Maurice sits down with Brandon Moon — Co-Founder and COO of TD Pine Advisors, engineer-turned-operator, and one of the most practical voices in the founder-led business space. Brandon has spent his career helping owners of growing businesses solve the problem that no one talks about loudly enough: you built something that depends entirely on you — and that dependency is costing you your growth, your value, and your freedom. With a background scaling family-run businesses from the inside out — including a single strategic hire that drove 60% organic growth — Brandon brings hard-won field experience to every framework he teaches. At TD Pine Advisors, he partners with founder-led companies to increase enterprise value, reduce owner dependence, and create real strategic options: whether the plan is to grow, transition, or simply regain control. In this conversation, Brandon and Maurice go deep on:The founder trap — what it is, how you got there, and why working harder makes it worseThe difference between growth and scaling — and why confusing them keeps you on a treadmillThe one hire that unlocked 60% growth — and what it actually changed inside the businessHow to build transferable operations that don't require you at the center of everythingThe identity shift from running the business to designing itWhy burnout is a business structure problem — not a personal weaknessHow exit planning is really freedom planning — for founders with no intention of selling This one is for every entrepreneur who built something real and is now wondering why it doesn't feel like freedom. 🌐 Website: https://tdpineadvisors.com 🔗 LinkedIn: https://www.linkedin.com/in/brandonmoon/ Subscribe, share, and leave a review if this episode challenged the way y🚀 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 26, 202636 min

S7|G28 Courageous Authenticity with John Geraghty

What if the biggest obstacle between you and the life you want isn't your resources, your connections, or your strategy — but the story you've been living without questioning it? In this episode of That Will Nevr Work, Maurice sits down with John Geraghty — executive coach, speaker, author of The Prism of Perspective, and founder of Courageous Authenticity — a man who has conducted over 30,000 strategic coaching sessions across 20 years with some of the highest-achieving business owners and executives in the country. And whose own most important transformation happened not in a boardroom, but in the battle against alcoholism — a battle that stripped away every borrowed story until only the truth remained. John's work is built on one foundational insight: our stories can empower us or they can limit us — they can open doors or create roadblocks to the lives we dream about. And the most successful leaders he's ever coached were often the ones most deeply imprisoned by stories they never consciously chose. In this conversation, John and Maurice explore:What "the story" actually is — and how it ends up running your entire life without permissionJohn's personal transformation from alcoholism to building one of the country's most respected coaching practicesThe Prism of Perspective framework and why changing your view changes everythingWhy mature leaders are uniquely vulnerable to the limiting story — and uniquely capable of breaking freeWhat courageous authenticity demands of you — and what it makes possibleThe one question that unlocks every stuck, overwhelmed, or disconnected leader This one is for every entrepreneur, leader, and dreamer who has ever wondered why they keep hitting the same ceiling — and suspected the answer might be closer than they thought. 🌐 Website: https://www.john-geraghty.com 🔗 LinkedIn: https://www.linkedin.com/in/john-geraghty/ Subscribe, leave a review, and share this with someone who needs to hear that the story isn't finished yet.🚀 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 24, 202632 min

S7|G27 The Only Capital That Matters with Scott Curry

What if the only thing standing between you and the business you were meant to build isn't money — it's the decision? In this episode of That Will Nevr Work, Maurice sits down with Scott Curry — founder of Faith Roar, keynote speaker, author, and serial entrepreneur who spent 15 years building businesses that didn't work before going all in one final time with zero startup capital and transforming his entire life in 90 days. In January of 2021, working 16 to 20 hours a day on three to four hours of sleep, Scott launched a YouTube channel teaching investing strategies. Three months later, he had replaced his six-figure income. Today, his videos have been viewed over six million times by more than two million people worldwide — and through his company Faith Roar, he is on a mission to help one million people achieve financial freedom through business ownership and stock market investing. This episode covers it all:Why "no money" is a myth — and what actually stops people from startingThe morning his twin boys stood at a gate crying "Daddy, please don't go" — and how that broke everything openWhat 15 years of failed businesses actually built in himThe exact 90-day breakdown that took him from zero to replacing six figuresWhy faith isn't just spiritual for Scott — it's the operational philosophy behind everything he buildsThe mission to help a million people, and why your why has to be bigger than your bank account This one is for anyone who has ever told themselves they'll start when they have more money, more time, or more certainty — and needed someone who's been through the fire to tell them the truth. 🌐 Website: https://scottcurry.me 🔗 LinkedIn: https://www.linkedin.com/in/curryscott/ Subscribe, leave a review, and share this episode with someone who is one decision away from everything changing.🚀 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 19, 202628 min

S7|G26 Overlooked Assets, Unstoppable Returns with Leo Young

What if the setback you're running from is actually the clearest signal your purpose has ever sent you? In this episode of That Will Nevr Work, Maurice sits down with Leo Young — Managing Partner of Cornell Communities, former Tesla #1 regional salesperson, and one of the most compelling transformation stories in real estate today. With nearly a decade of experience, over $50 million in total transaction volume, and a career arc that took him from elite corporate performer to private equity to founding his own investment firm, Leo's journey is a masterclass in what happens when you trade external success for internal alignment. Leo didn't just pivot careers. He fundamentally rewrote his relationship with money, leadership, and purpose — and built a company whose mission is to create both affordable housing solutions and strong passive returns for investors, proving that doing good and doing well aren't opposites. In this conversation, you'll hear:The real story behind leaving Tesla's top sales role to bet on himselfWhat a $4.5B private equity acquisition team teaches you about wealth you can't learn anywhere elseWhy mobile home parks are one of the most overlooked, recession-resilient assets in America — and a metaphor for every undervalued idea you're sitting onHow to raise capital by leading with trust, character, and radical transparencyThe specific clarity that only comes from walking through — not around — your hardest season This one is for every entrepreneur who is in the middle of their setback, wondering if they took a wrong turn — and needs to hear from someone who went through the fire and found their purpose on the other side. 🌐 Website: https://cornellcommunities.com 🔗 LinkedIn: https://www.linkedin.com/in/leo-young/ Subscribe, leave a review, and share this episode with someone who needs it today.🚀 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 17, 202628 min

S7|G25 The No That Built the Business with Joel Miller

What if charging less for your best work is exactly what's been keeping you broke? In this episode of That Will Nevr Work, Maurice sits down with Joel Miller — co-founder of The Sky Floor, leap-day identical twin, and one of the most quietly contrarian voices in the digital agency world. Joel and his twin brother Alan have grown their two-person agency 15%+ every single year since 2008, hitting $500K+ in revenue without hiring a single junior team member, taking outside funding, or following the scale-fast playbook everyone else was running. What they did instead? They charged for outcomes, not hours. They chose partnerships over projects. And they said no to the clients, deals, and growth tactics that would have made them bigger but not better. In this conversation, Joel breaks down:Why hourly billing punishes your best work — and how to escape the trapThe philosophy of staying small on purpose and why restraint is a strategyHow "outcomes over deliverables" completely changes what you're sellingThe leap-day twin origin story and what building with a lifelong partner really takesWhy strategy before execution isn't just a tagline — it's the difference between expensive wallpaper and a digital asset that actually works This one is for every creative, freelancer, and service-based entrepreneur who knows they're worth more than their hourly rate will ever show. 🌐 Website: https://www.theskyfloor.com 🔗 LinkedIn: https://www.linkedin.com/in/joelelliottmiller/ Subscribe, share, and leave a review if this episode challenged how you think about your work.🚀 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 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