📘 Frequently Asked Questions

Q: What topics does Lee Pepper speak about?
A: Lee speaks on leadership, innovation, marketing strategy, organizational growth, and applying military principles to modern business challenges.

Q: How can I book Lee Pepper for a conference?
A: You can book Lee Pepper by reaching out through LinkedIn, email or GDA Speakers. 

Q: Is Lee Pepper available for podcast interviews?
A: Yes. Lee is an engaging podcast guest and regularly appears on shows about leadership, marketing, and entrepreneurship.

Q: What makes Lee Pepper’s approach unique?
A: He blends historical military strategies with modern marketing and leadership insights, giving audiences practical lessons rooted in timeless principles.

Q: When is Lee Pepper’s TEDx talk?
A: Lee will take the stage on November 8, 2025 at TEDx Ocala. 

Q: What is Never Outmatched by Lee Pepper about?
A: It is a business strategy book that uses military history to teach modern leadership and marketing principles.

Q: Who should read Never Outmatched?
A: Entrepreneurs, executives, marketers, students, veterans and leaders who want to think strategically and gain a competitive advantage.

Q: Is Never Outmatched a good book for marketing students?
A: Yes. Marketing students will benefit from practical strategy lessons that go beyond textbook theory, showing how military history connects to modern marketing tactics and long-term brand building.

Q: Why should CEOs read Never Outmatched?
A: CEOs will gain insights into leading organizations through uncertainty, building resilient teams, and crafting strategies that create sustainable growth in competitive markets.

Q: How does Never Outmatched help young leaders?
A: The book provides timeless lessons on adaptability, decision-making, and vision—key skills that help emerging leaders accelerate their growth and avoid common pitfalls early in their careers.

Q: Is Never Outmatched helpful for veterans transitioning into business careers?
A: Absolutely. Veterans will recognize familiar strategic principles and learn how to translate their military experience into business leadership, marketing, and entrepreneurial success.

Q: What makes Lee Pepper a unique speaker?
A: He combines military strategy with executive experience as both CIO and CMO, offering audiences fresh, perspectives on leadership, marketing, and innovation. Lee is an Army veteran, corporate executive, with an actual track record of three successful private equity exits totaling over $1.5 billion.

Q: What types of organizations book Lee Pepper?
A: Lee is hired by corporations, associations, universities, veteran organizations, and leadership conferences seeking powerful lessons on strategy and growth.

Q: Is Lee Pepper’s book available for event attendees?
A: Yes. Never Outmatched can be purchased in bulk for conferences, workshops, or university courses.

About the Book

Q: What is Never Outmatched: Military Strategies to Lead, Innovate, and Win in the Modern Marketing Battlefield about?
A: Never Outmatched is a business strategy book that blends proven military principles with modern marketing tactics. Drawing on lessons from leaders like Clausewitz, Napoleon, and Schwarzkopf, it shows business owners, entrepreneurs, and marketers how to think strategically, outmaneuver competitors, and achieve long-term success in today’s fast-moving marketplace.

Q: Who should read Never Outmatched?
A: This book is for business leaders, marketing professionals, entrepreneurs, and anyone who wants to sharpen their competitive edge. Whether you run a small business in Nashville, lead a corporate marketing team in New York, or manage a startup in Silicon Valley, you’ll find actionable strategies you can apply immediately.

Q: How is this book different from other marketing or leadership books?
A: Unlike many marketing books that focus on short-term tactics, Never Outmatched emphasizes strategy. It connects centuries-old military wisdom with today’s marketing battlefield, helping you master positioning, innovation, and execution rather than chasing the latest trend.

Practical Application

Q: How can military strategies help me in business and marketing?
A: Military strategies focus on clarity of mission, adaptability, and exploiting competitive advantage. In marketing, this translates into understanding your audience, positioning your brand, anticipating competitor moves, and executing campaigns with precision.

Q: Does the book include real-world business examples?
A: Yes. Alongside historical military case studies, the book includes modern marketing and business examples, showing how companies from startups to Fortune 500's apply these principles to win market share and brand loyalty.

Q: Can small businesses benefit from these strategies?
A: Absolutely. Just as smaller armies have defeated larger ones with smarter strategies, small businesses can outmaneuver bigger competitors by leveraging agility, creativity, and precise targeting.

Logistics & Availability

Q: Where can I buy Never Outmatched?
A: You can order through Amazon, Barnes & Noble, and other major retailers and it is available in most books stores as well as Target and Walmart.

Q: Will the book be available in Charlotte, North Carolina, and other local bookstores?
A: Yes, Never Outmatched will be available online everywhere and distributed to select independent bookstores in Nashville, Charlotte, Ocala, Phoenix, Dallas and across the U.S. 

Q: Is there an audiobook or e-book version?
A: Yes. In addition to the hardcover, Never Outmatched will be available as an e-book (Kindle, Apple Books) and an audiobook so you can learn on the go.

Q: What inspired the book?
A: The author recognized that the principles guiding great military leaders—strategy, adaptability, innovation, and discipline—are the same principles needed to succeed in today’s competitive business world. Never Outmatched translates those timeless lessons into a modern context. 

Speaking & Events

Q: Does Lee Pepper offer speaking engagements or workshops related to Never Outmatched?
A: Yes. Lee Pepper delivers keynote speeches, workshops, and training sessions for businesses, conferences, and universities. These sessions dive deeper into applying military strategies in marketing, leadership, and organizational growth.

Q: Are there local events in Nashville, TN, Ocala,FL or Charlotte, NC, or nearby cities?
A: Lee lives near Nashville and is often at local events. He is also speaking at TEDx Ocala on November 8, 2025.  In addition he will be speaking at the TCV Conference in Scottsdale, AZ iin December 2025 and the ITCC West Coast Conference in San Diego in February, 2026. You can connect with him on LinkedIn, Instagram and TikTok for his latest scheduled talks. 

Q: Where can I watch or listen to Lee Pepper’s interviews about Never Outmatched?
A: You can find my latest podcast appearances along with Radio and TV interviews on this page, as well as on platforms like Spotify, Apple Podcasts, and YouTube. 

Q: What topics does Lee Pepper cover in his podcast and TV appearances?
A: My interviews focus on leadership, innovation, strategy over tactics, competitive advantage, and lessons from military history that directly apply to modern marketing challenges. I also comment on veteran transitions from service to the corporate world along with my work with the veteran's treatment program. 

Q: How does Never Outmatched connect to business strategy in these interviews?
A: Each appearance translates proven military strategies—like force multiplication, hammer-and-anvil, counterintelligence and war gaming—into actionable marketing and leadership lessons.

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