How the Wisdom of Ignorance Builds Real Innovation Alan Gregerman
The Relentless Pursuit of Winning Podcast
Release Date: 01/06/2026
The Relentless Pursuit of Winning Podcast
π₯ Excerpt βWhat if the thing you gave up on was never meant to be given up on, and itβs still waiting for you.β β‘ TL;DR Breaking limiting beliefs requires more than motivation. In this conversation, Rick Torrison shares how faith shaped his understanding of belief systems, identity, and the inner narratives that quietly direct behavior. The episode explores how unchallenged beliefs create ceilings in life and leadership, and how replacing them with truth opens the door to sustainable growth. π Show Notes Breaking limiting beliefs sits at the center of this conversation. I sat...
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π₯ Excerpt Culture isn't an assembly of perks or policies. It is how people experience leadership when things get uncomfortable. β‘ TL;DR TJ Butler shares how founders build an employee retention culture by taking responsibility for leadership behaviors, communication rhythms, and people systems that scale. This episode explores the benefits of Fractional HR, why retention is rarely an HR problem and how culture lives or dies at the top. π Show Notes Employee retention culture should be part of every company's growth strategy. It is something you either build intentionally or pay for...
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π₯ Excerpt βMotivation will go away. Discipline is doing the work even when you donβt want to.β β‘ TL;DR Marc Fitzwater, retired Green Beret and founder of I-68 Consulting Group, shares how pride refined by grace, discipline over motivation, and unwavering service shape leadership, entrepreneurship, and community impact long after military service ends. π Show Notes Protector begins as a calling. It's not just a title. Marc Fitzwater joined me carrying the quiet authority of someone who has lived under pressure for decades. Ten deployments shaped his understanding of...
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π₯ Excerpt βPut down the microscope and pick up the mirror.β β‘ TL;DR Dr. Greg Stewart shares how emotional intelligence shapes leadership, marriage, and personal recovery by helping you name negative emotions, measure what is actually at stake, and do the inner work before you try to fix the people around you. π Show Notes Emotional intelligence is not a soft skill. It is the line between a leader who grows and a leader whose strengths start doing damage. In this conversation, Dr. Greg Stewart and I talk about what happens when identity and worth get tied to outside validation, and...
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π₯ Excerpt "You do not manage people, you lead people." β‘ TL;DR Jordan Modiano and I talk about what it means to lead people while running multiple missions at once. We break down fear versus anxiety, how values guide decisions when the answer is not obvious, and why clear communication protects teams from speculation. Jordan also shares how his daughter inspired Races for Autism and why founders have to build support systems that keep the plates spinning without losing themselves. π Show Notes Lead people. That is the thread Jordan Modiano kept pulling on, whether we were talking...
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π₯ Excerpt βThis framework lowers risk because it starts with knowing exactly who your offering is for and why it matters.β β‘ TL;DR Greg Licciardi joins the show to unpack the Holy Grail of Marketing, a disciplined framework designed to help founders reduce risk, stop wasting marketing dollars, and build clarity around their unique selling proposition. The conversation explores white space, message clarity, timing, brand purpose, and the importance of maintaining human connection as AI becomes more prevalent in marketing execution. π Show Notes The Holy Grail of Marketing is not...
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π₯ Excerpt Never cheat yourself. If you value what you create you need to get paid accordingly. β‘ TL;DR Marcel Clarke shares how an entrepreneurial mindset is built through ownership, disciplined pricing, systems, and long term thinking. From franchises to commercial cleaning, real estate development, and investing, this conversation centers on responsibility, discomfort, and building assets that last. π Show Notes Entrepreneurial mindset is not motivational language. It is the discipline to own outcomes, price work honestly, and build systems that hold up under pressure. Marcel Clarke...
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π₯ Excerpt βThe less I know about something, the more I can create a breakthrough.β β‘ TL;DR Alan Gregerman explains how innovation is fueled not by having all the answers, but by knowing where certainty limits progress. We explore curiosity, fast experimentation, leadership humility, and how founders can build innovation systems that stay relevant as the future unfolds. π Show Notes Wisdom of Ignorance is not about lacking intelligence. It is about recognizing that real innovation often begins where certainty ends. In this conversation, Alan Gregerman reframes what it means to lead,...
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π₯ Excerpt "If you want to stay in charge of your business and if you want to be hip deep in the day to day details, keep just giving orders and do not let them think for themselves." β‘ TL;DR Ral West shares how she and her husband scaled a Alaska to Hawaii travel business into eight digit revenue, stepped back from daily operations, and later sold to Alaska Airlines. She breaks down six principles that helped them scale without burnout: systems, measurement, leverage, culture, team alignment, and customer delight. π Show Notes Owner's Mindset is not a slogan. It is the shift that lets...
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π₯ Excerpt You cannot be in fear and gratitude at the same time. β‘ TL;DR Dave Sanderson reflects on surviving the Miracle on the Hudson and how that moment reshaped his leadership, faith, and approach to personal growth. We explore mindset management, mentorship, reframing disruption, and why gratitude anchors execution during uncertainty. π Show Notes Personal growth begins when control disappears, and that reality framed my conversation with Dave Sanderson. Dave took me inside the Miracle on the Hudson, from the impact to the freezing water to the shared mission that formed among...
info_outlineπ₯ Excerpt
βThe less I know about something, the more I can create a breakthrough.β
β‘ TL;DR
Alan Gregerman explains how innovation is fueled not by having all the answers, but by knowing where certainty limits progress. We explore curiosity, fast experimentation, leadership humility, and how founders can build innovation systems that stay relevant as the future unfolds.
π Show Notes
Wisdom of Ignorance is not about lacking intelligence. It is about recognizing that real innovation often begins where certainty ends. In this conversation, Alan Gregerman reframes what it means to lead, build, and create value in a world that refuses to stand still.
As founders, we are taught to value expertise, preparation, and confidence. Alan does not dismiss those things, but he challenges the hidden cost of overreliance on what we already know. The Wisdom of Ignorance shows up when leaders are willing to suspend certainty long enough to see opportunities that expertise alone can obscure.
We talked about why most ideas are already out in the world, borrowed from someone elseβs thinking or inspired by nature, and why innovation rarely starts inside a conference room. Curiosity requires movement. Presence requires attention. Innovation demands both.
Alan shared a grounded approach to building without betting the entire business. Protect the core. Run experiments beside it. Ship an 80 percent idea, put it in front of the people you want to serve, and let them help shape what comes next. Some ideas earn their place. Others quietly fall away. That is not failure. That is learning doing its job.
Leadership sits at the center of all of this. Cultures of innovation do not emerge from suggestion boxes. They emerge when leaders clarify purpose, model curiosity, practice humility, respect ideas from unexpected places, stay future focused, and maintain a healthy awareness that someone else is always trying to do it better.
The Wisdom of Ignorance becomes an advantage when founders stop pretending to have every answer and start building systems that learn faster than the market changes. That is how real innovation takes root.
β Key Takeaways
- Innovation starts with clear purpose, not more ideas
- Curiosity must be practiced intentionally, not assumed
- Ship the 80 percent idea and let customers shape the rest
- Treat experiments as learning, then decide quickly
- Lead with humility so innovation can come from anywhere
π€ Bio
Alan Gregerman is the founder of VentureWorks, an innovation consulting firm based in Washington, DC. He advises organizations on new ideas, products, and growth strategies, and is the author of The Wisdom of Ignorance.
π Host Info
Rick Meekins is an entrepreneur, strategic advisor, and host of The Relentless Pursuit of Winning, where he explores what it actually takes to build, lead, and sustain meaningful businesses. With over 30 years of experience working alongside founders and leadership teams, Rick brings a systems-oriented perspective to growth, strategy, and execution.
Interested in working together, having Rick speak, or partnering with the show?
Start here: https://rpowpodcast.com/contact/
π§ Chapters
00:00 Innovation, value, and the risk of customer drift
03:55 Curiosity as the real starting point for innovation
06:40 Why most ideas begin outside the building
09:35 Problem solving and serendipity
12:28 Rediscovering wonder and presence
15:20 Focus, purpose, and choosing what to build
23:17 Why perfect slows progress
26:28 Creating a culture of innovation
27:25 Leadership behaviors that unlock innovation
32:51 Experimentation and portfolio thinking
39:31 The Wisdom of Ignorance in action
44:47 Relentless pursuit of winning
46:19 Curiosity, service, and building what matters
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