Never Outmatched - Speaker Page

Lee Pepper is an Army veteran, corporate executive, and author of the book Never Outmatched: Military Strategies to Lead, Innovate, and Win in the Modern Marketing Battlefield. He has successfully bridged the worlds of military strategy and corporate leadership, showing audiences how to think like commanders in today’s fast-paced business environment.

With more than $1.5 billion in private equity exits across three companies, Lee brings credibility and hard-earned lessons to every stage. He has served as both Chief Information Officer (CIO) and Chief Marketing Officer (CMO), giving him rare insight into how technology, strategy, and marketing intersect to drive growth.

Why Book Lee Pepper as a Speaker?

Military to Boardroom Expertise – Lee draws on lessons from military history and Army leadership to teach practical strategies for business leaders.
Proven Executive Success – Having led companies through multiple private equity exits, he speaks from real experience in scaling and transforming businesses.
Dual Executive Perspective – Few speakers combine technology leadership (CIO) with marketing vision (CMO) as effectively as Lee.
Author and Thought Leader – His book Never Outmatched equips leaders, marketers, CEOs, young professionals, and veterans in transition with tools to thrive in the modern business battlefield.

Speaking Topics

Lee’s keynotes and workshops are highly adaptable, blending military strategy with modern business challenges. Popular topics include:

Military Strategies for Modern Marketing – Using timeless battlefield strategies to outmaneuver competitors.
Leadership Under Fire – How Army principles prepare executives to lead with clarity, courage, and adaptability.
Innovation as a Weapon – Leveraging disruption and technology to gain the competitive edge.
The Veteran Advantage – Translating military strategy and leadership into corporate innovation and success.

Audience Fit

Lee Pepper’s talks are ideal for:

Corporate conferences and leadership retreats
Marketing and technology summits
Entrepreneurial and private equity events
Universities and business schools (especially for marketing students, MBAs, and young leaders)
Veterans organizations supporting career transitions

Booking Lee Pepper

Lee Pepper can be booked directly through this site or through his professional representation at GDA Speakers.

For availability and booking inquiries, please contact:
📧 speaker@neveroutmatched.com

Never Be Outmatched (Keynote)

Military Strategies to Lead, Innovate, and Win in the Modern Marketing Battlefield

Marketing is often misunderstood, often seen as a cost center instead of the growth engine it really is. Leaders find themselves defending budgets and relevance in rooms that think branding is just “making things look pretty.” That misalignment isn’t just frustrating, it’s dangerous. When marketing is undervalued, innovation gets cut, teams burn out, and your competition moves in while you’re still waiting for approval.

Lee Pepper understands this battlefield, because he’s fought on it. As a former military officer turned marketing executive, he’s led through boardroom pressure, legacy thinking, tight budgets, and rapid scale. With stories pulled from combat zones to corporate campaigns, Lee shows how to stop playing defense and start orchestrating strategy like a force multiplier.

In this high-impact keynote, Lee reveals the military frameworks that modern marketing leaders can deploy today. Your audience will:

Learn how to turn one asset into exponential impact using the proven principle of Force Multiplication.

Discover how to balance consistency and boldness through the Anvil & Hammer Strategy—so every move hits harder.

Master the MAP & MATCH™ method to defend your strategy, communicate value, and stay steps ahead of the competition.

Shift your mindset—and your messaging—to reposition marketing as a command center for growth, not a cost to justify.

Packed with real-life examples, storytelling, frameworks, and actionable takeaways—this isn’t theory. This is operational insight your audience can implement immediately!