Maurice D. Chism, Sr. | Entrepreneur & Business Strategist
500 episodes listed below
Entrepreneurial doubt, tested in real time.
That Will Nevr Work Podcast is a warm, reflective business show built around entrepreneurial turning points. It treats failure, stalled momentum, corporate pressure, and second acts as material for clearer standards and more durable growth.
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That Will Nevr Work Podcast treats entrepreneurship as both a business problem and a personal reckoning. Its center is not hustle for its own sake. The show is more interested in what happens when growth exposes a person’s standards, fears, timing, money beliefs, and willingness to stay honest. Maurice often begins with a sharp question, then lets the answer widen into a lesson for people trying to build something without losing themselves. Some installments are solo reflections on ethical expansion, vanity metrics, personal standards, and the difference between an impressive outcome and a sturdy operating principle. Others bring in guests whose stories complicate easy startup mythology. Stefanie Carlstedt connects business heaviness to human design and natural strengths. David Nassief’s episode frames later-life financial reinvention around being fired, nearly broke, and rebuilding. David Sauers talks about stepping into franchising without a traditional business background. Carol Tice brings ageism, sales resistance, fear of launching, and revenue plateaus into the same conversation. Across these episodes, failure is not romanticized, but it is rarely treated as final. The show keeps asking what the hard season taught, what belief had to be retired, and what one decision can look like this week. Corporate life is a recurring backdrop, especially when guests describe stalled identity or the moment a steady path stopped feeling sufficient. The format is conversational and sometimes winding. Questions repeat, analogies wander, and a joke about superheroes or everyday standards may sit beside a serious discussion about integrity. That looseness is part of the appeal. It sounds less like a boardroom interview than a patient coaching session with someone trying to make the story useful. The best moments come when a guest’s specific experience becomes a broader mirror for founders and career changers. The show favors practical reflection over polished formulas. It is especially suited to listeners who are building, pivoting, recovering from a setback, or questioning whether they are really measuring the right things. Its recurring promise is simple: doubt may be loud, but it is not the final judge of what can work.
Made for: For founders, freelancers, career pivoters, and business owners who want reflective encouragement tied to practical next steps. It especially fits listeners navigating failure, reinvention, stalled growth, or pressure to compromise.
What sets it apart: The show blends startup storytelling with coaching-style reflection, using setbacks as a way to examine values, standards, and readiness. Its loose, earnest pace makes business lessons feel personal rather than packaged.
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 searc…
Based on 4 episodes we listened to · September 2026
Maurice Chisholm turns entrepreneurial setbacks and transitions into practical questions about ownership, judgment, and the next business decision.
That Will Nevr Work Podcast turns business reinvention into guest-led conversations about the thinking behind a change. Maurice Chisholm asks people to trace how they moved from employee identity toward ownership, or how they rebuilt after a late-career financial shock.
This is the pep talk that turns your "too late" into a financial truth audit.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A reflective business conversation about why growth can feel heavy, and how alignment can make it easier to sustain.
The episode treats growth less like a grind and more like an energy problem. Stephanie’s point is simple: when a business feels heavier than it should, the issue may be how someone is wired to work, not how hard they are trying.
A late-career setback turns into a steady case for reinvention.
That Will Never Work Podcast follows David Nassif through a late-career reset that starts with getting fired at 63 and nearly broke, then lands six years later at seven figures.
A steady push to treat career history as fuel, not baggage.
This conversation sits on a familiar break point: the moment a capable professional sees that the old title no longer covers what comes next. It treats entrepreneurship less like a dramatic leap and more like a hard reset in how someone reads their own history.
A steady reminder that leadership still depends on human judgment, not autopilot.
The episode keeps coming back to a plain point: leadership is falling behind the pace of technology, and Ryan Westfall argues for human intelligence, ownership, clarity, and responsibility. The strongest material is the least flashy.
Scott Beebe makes the case that time blocking can create freedom by giving work a court to play on.
That Will Never Work frames boundaries and routines as a route to freedom, not a threat to it. Scott Beebe makes the idea easy to grasp through LeBron James: even an elite basketball player operates inside a marked court, and better three-point shooting comes from repeated…
Values-driven marketing works best when purpose, trust, and daily decisions stay aligned.
This episode treats marketing as a values issue before it becomes a growth one. Maurice Chisholm and Amber Gage keep returning to the same point: purpose-driven marketing can build trust as well as profit.
Rob Walling on bootstrapped SaaS growth, plateaus, and exits — with founders who lived them.
Abbey Ashley's playbook for turning your job skills into a virtual assistant business.
SaaS operators on scaling, pricing and AI, metrics included.
Alex Blumberg interviews guests like Megan Phelps-Roper and Shane McAnally about failure and reinvention.
Jennifer Juniper tells host Maurice Chisholm that at age 21 a doctor told her there were two kinds of people with Crohn's, and she chose to be in 'the second group, the ones that get better.' She compares the mind to a gym muscle and credits Jack Canfield's self-esteem cassettes from a 90s conference with moving her from fixing her illness through her body to working through her mind.
Host Maurice Chisholm examines how growth — in career, family, and business — creates pressure that reveals rather than builds character.
Growth can feel heavier than it needs to.
This episode explores how focusing on meaningful metrics rather than superficial numbers like likes and followers is key to confident growth for professionals and entrepreneurs.
David Nassif starts with a hard reset.
Maurice frames That Will Never Work Podcast S7|E18 around a direct contrast: “industry standards” define the minimums, while “personal standards” define how far you can go.
David Sauers shares his journey into franchising without a traditional business background, discussing how he transitioned from corporate banking to owning a portable restroom trailer business.
This episode explores why most visions fail by analyzing the patterns and intentional operating principles of successful visionaries, rather than just their outcomes, to help listeners implement effective strategies in their own business and entrepreneurial journeys.
Carol Tice discusses overcoming ageism, fear, and revenue plateaus in business by changing limiting beliefs, particularly around selling and self-perception.
The host discusses how to study successful people for insight without losing one's identity, focusing on benchmarking versus comparison.
This episode features an interview with Christian Brim discussing how entrepreneurs can use financial data to gain clarity, improve leadership, and avoid growth sabotage by aligning their business narrative with actual financial stories.
The episode discusses the importance of strategic timing in business growth, contrasting urgency with patience.
This episode features an interview with George Rivera about designing businesses that prioritize family time over traditional hustle culture.
The host discusses the importance of long-term thinking over short-term results for building sustainable businesses and impactful careers.
This episode features an interview with Corey Dissin, who left his VP role to pursue coaching, exploring the moment when professional success no longer feels fulfilling and identity demands evolution.
Maurice Chism challenges the value of experience alone and argues for adaptability as the true competitive advantage in business.
This episode explores why businesses often invest in technology tools without proper strategic direction, featuring insights from guest Sara Nay on how this mistake hinders growth.
A podcast episode discussing the misunderstood nature of risk in business and career growth, emphasizing that avoiding risk leads to stagnation.
Dr.
Most people do not just quit jobs.
Technology is not the real altitude test.
The host discusses how opportunity often appears as uncomfortable challenges rather than obvious announcements, encouraging professionals to recognize and seize these moments.
The host reframes weakness as informational feedback that can become a strategic advantage in business.
This episode teaches how to identify and intentionally use personal strengths to create value and advance in business and career.
Host Maurice Chism interviews Dr.
This episode features an interview with Christopher Filippiak on unlocking confidence, clarity, and consistency for CEOs and entrepreneurs.
Host Maurice Chism interviews Katie Brinkley about turning a layoff into a seven-figure business and becoming a top podcast host.
Host Maurice Chism interviews Mona about how AI can enhance human creativity rather than replace it, blending business strategy with innovation.
Host Maurice Chism interviews real estate entrepreneur Renee about building a business and brand while maintaining family balance.
Host Maurice Chism interviews marketing strategist Nadia about helping entrepreneurs move from chaos to clarity in their first three years of business.
Host Maurice Chism interviews crisis strategist Mike about handling reputation and trust during crises, with insights for entrepreneurs.
Host Maurice Chism interviews CEO Renee Hastings about the importance of releasing control to build trust and effective teamwork.
Host Maurice Chism celebrates 500 episodes by reflecting on his entrepreneurial journey and the question that drives the show.
Host Maurice Chism interviews a guest about how personal adventures and risk-taking shape business leadership and career breakthroughs.
Host Maurice Chism interviews Dennis about simplifying your message to grow your business.
Host Maurice Chism interviews Jeff Patterson about how yielding instead of forcing can lead to strength in life and leadership.
Freedom can need walls.
Maurice opens by asking how a business can grow from values instead of around them.