Mission
Our mission is to equip leaders with the skills, insights, and tools to navigate complex challenges, inspire excellence, and drive meaningful change.
Vision
A world where every leader, at every level, possesses the confidence, clarity, and support to make a lasting impact on teams, organizations, and future generations.
Our Story
We founded Leadership for the Generations with a simple belief: leadership should be led by vision, built with purpose, and committed to achieving results that matter.
Inspired by the message in Chase the Lion (Batterson, 2016)—”If your dreams don’t scare you, they’re too small”—we stepped forward to create something bigger than ourselves: a leadership-focused company dedicated to helping others lead with courage and impact.
Our roots run deep in military, government, and corporate service. We’ve led through complexity, built teams under pressure, and carried the responsibility of leadership when the stakes were high. That experience shaped our passion to develop leaders at every level—because we’ve seen what’s possible when people are equipped to lead well.
We believe everyone is someone, and every leader has the potential to influence others for good. That’s why we partner with individuals and organizations across sectors to empower growth, challenge the status quo, and strengthen leadership from the inside out.
This isn’t just a business for us—it’s a calling. We’re here to help you build leadership that lasts.
Why Choose Leadership for the Generations?
Proven Experience
We combine expertise from the military, government, and corporate sectors to deliver leadership solutions that address real-world challenges and opportunities.
Service-Oriented Approach
Inspired by our public service ethos, we treat every engagement as a chance to empower leaders, strengthen teams, and foster genuine collaboration.
Everyone is Someone
Leadership potential exists in everyone; we design solutions that amplify individual impact – fostering stronger leaders, more engaged teams, and meaningful results for your organization.
Network of Experts
With a community of over 200 facilitators, coaches, and thought leaders, you get best-in-class support, no matter where you lead or how big the challenge.
Meet the Team
Cynthia Dewey
President & Executive Director | ICF Professional Certified Coach
Cynthia brings over 30 years of federal government leadership experience to her role as founder of Leadership for the Generations, LLC. She holds a Master’s Degree in Public Administration from the University of Colorado, Denver. A former GS-15 faculty member at the Federal Executive Institute, she has designed and led hundreds of executive leadership programs across agencies in the U.S. and abroad. As a Professional Certified Coach with the ICF and a certified Gallup Strengths Coach, Cynthia is passionate about unlocking potential through experiential learning and strategic development. She lives in Georgia with her husband, Robert.
Robert Dewey
Vice President | Chief Financial Officer
Robert brings decades of military officer leadership and public education experience to his role overseeing business operations and strategy at Leadership for the Generations. He holds a Master’s Degree in Management from Webster University in St. Louis, Missouri, and a Master’s Degree in Elementary Education from Auburn University at Montgomery, Alabama. After retiring from the Air Force, he turned a love of learning into a second career in public education, teaching students across all elementary grades. Now, he supports the company’s mission by helping to ensure its operations run according to its values and long-term vision. Robert lives in Georgia with his wife, Cynthia.
Whitney Dewey
Senior Account Manager | Facilitator | ICF Associate Certified Coach
Whitney brings applied knowledge experience in leadership development and team performance to her role. A former leader at Nike, Inc., she managed large, diverse teams and multi-million-dollar operations with a focus on customer experience, team engagement, and results. As a curriculum developer and certified instructional designer, she is a dynamic facilitator who combines deep expertise with an engaging approach to make complex ideas clear, relatable, and actionable. She fosters strong client relationships, provides executive coaching, and oversees the virtual production team. Whitney is an ICF-credentialed coach, Lean Six Sigma – Green Belt, DiSC and Hogan certified, and holds a graduate degree in Organizational Leadership from Johns Hopkins University.
Jared Dewey
Senior Account Manager | Facilitator | ICF Associate Certified Coach
A former active-duty Air Force officer and current sitting commander in the Air National Guard, Jared brings over a decade of military leadership experience to his work with clients and teams. He has led high-performing units in aircraft maintenance, executive leadership, and cross-cultural partnership missions, and now channels that experience into developing others. As an ICF-credentialed coach, skilled facilitator, curriculum designer, and certified practitioner in Everything DiSC, Hogan, and the Conflict Dynamics Profile, he supports leaders at every level with clarity, purpose, and partnership. Jared is also working toward a Master’s in Organizational Leadership and Learning at The George Washington University. He lives in Nebraska with his wife, Em, their son, Mason, and their dog, Stella.
Core Values
Service
We are committed to serving others with integrity, dedicating ourselves to being part of something larger than ourselves, and focusing on contributing to the success of individuals and organizations.
Excellence
We hold ourselves to the highest standards, delivering outstanding services and empowering our clients to thrive through professionalism, attention to detail, and meticulous project management that surpasses expectations.
Relationships
Relationships are at the heart of our work. We are guided by the belief that how we treat people matters, and we build strong connections through exceptional customer service.