War Room Wisdom: Battle-Tested Marketing for Founders with Lee Pepper
The Relentless Pursuit of Winning Podcast
Release Date: 09/09/2025
The Relentless Pursuit of Winning Podcast
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đ„ Excerpt Culture isn't an assembly of perks or policies. It is how people experience leadership when things get uncomfortable. ⥠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. đ 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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đ„ Excerpt âMotivation will go away. Discipline is doing the work even when you donât want to.â ⥠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. đ 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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đ„ Excerpt âPut down the microscope and pick up the mirror.â ⥠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. đ 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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đ„ Excerpt "You do not manage people, you lead people." ⥠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. đ Show Notes Lead people. That is the thread Jordan Modiano kept pulling on, whether we were talking...
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đ„ Excerpt Never cheat yourself. If you value what you create you need to get paid accordingly. ⥠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. đ 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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đ„ 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." ⥠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. đ Show Notes Owner's Mindset is not a slogan. It is the shift that lets...
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âIf youâre still âtrying tacticsâ and calling it strategy, youâre losing ground. In this episode, we translate force multiplication, the anvil-and-hammer, and commanderâs intent into a practical marketing playbook you can deploy by Monday.â
⥠TL;DR
Army veteran and former CIO/CMO Lee Pepper joins Rick Meekins to unpack how battlefield strategies translate directly into business growth. From repurposing content like force multiplication to wargaming competitor moves, this episode delivers a disciplined, no-fluff blueprint for marketing that actually drives revenue.
đ Show Notes
Most leaders donât have a marketing problemâthey have a strategy problem disguised as âchannel hopping.â In this conversation, I sit down with Lee PepperâArmy veteran, behavioral health executive, and author of Never Outmatchedâto break down military tactics that work just as well in the boardroom as they do in the field.
We cover how force multiplication turns one piece of content into a multi-platform machine, why commanderâs intent is the antidote to micromanagement, and how the anvil-and-hammer strategy keeps you from cutting the very investments that drive conversion. Lee also shares the importance of wargaming, the danger of buying tools without training, and why pivot speed is the moat that keeps you alive in shifting markets.
If youâre tired of vanity metrics and tactic-chasing, this episode arms you with tested frameworks that align teams, protect budgets, and create scalable wins.
â Key Takeaways
- Force multiplication: repurpose one core asset into many channels, multiplying reach without multiplying cost.
- Commanderâs intent: set the mission, constraints, and goalsâthen let your team execute. Micromanagement is attrition.
- Anvil-and-hammer: donât cut the âexpensiveâ holding force that enables your real conversion strike.
- Tie marketing to business KPIs: focus on calls, demos, revenueânot likes or impressions.
- War-game quarterly: model competitor plays and pre-plan your counters.
- Operational readiness: tools fail without training, support, and ownership.
- Pivot by day 30â45: own the miss, redeploy, and move. Speed of learning wins.
- Partner across the enterprise: marketing should solve Finance and HR problems too.
đ€ Bio
Lee Pepper is an Army veteran turned enterprise operator who served as CIO and CMO across behavioral health companies before writing Never Outmatched. His work translates battlefield strategyâforce multiplication, commanderâs intent, anvil-and-hammerâinto modern marketing systems that drive revenue. He volunteers with the Veterans Treatment Court in Nashville and speaks nationally on leadership, go-to-market, and organizational readiness.
đ§ Chapters
00:00 Introduction to Military Marketing Strategies
01:03 Lee Pepperâs Background and Transition to Marketing
03:26 Force Multiplication in Marketing
06:09 Setting Commanderâs Intent for Business Success
09:25 Tying KPIs to Business Outcomes
10:35 The Anvil and Hammer Strategy
15:55 The Importance of Competitive Intelligence and War Gaming
17:36 Operational Readiness in Business
19:40 Evaluating New Technologies
20:44 Leadership and Team Dynamics
22:05 Learning from Historical Figures
23:43 The Importance of Pivoting
26:20 Staying Ahead of Competitors
27:45 Cognitive Biases in Marketing
29:34 Building Strategic Alliances
31:12 Fostering Company Culture
33:21 The Journey of Writing a Book
36:59 New Chapter / Close