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About Leadership Development by Damon Lester

I've always been the one people rely on. In business, in leadership, and in my community. I built a career leading organizations, running a $45M automotive dealership, and serving as President of the National Association of Minority Automobile Dealers for over 15 years. From the outside, it looked like success at the highest level. However, behind that facade, I was grappling with significant leadership pressure and carrying more than I should. At some point, I realized something had to change. Taking the Cape Off is what emerged from that reckoning. Now, I help leaders and organizations, focusing on organizational development, to rethink what they carry and how they carry it.

National Recognition

Damon Lester is widely regarded as a leading voice on consumer finance, entrepreneurship, and economic opportunity, often addressing the leadership pressure that comes with such roles. He has testified at high-profile government hearings and is frequently sought by national media for his insights on the automotive industry and organizational development.


His work has earned national recognition, including:


• 2024 TIME Dealer of the Year Nominee

• 2024 Automotive News All-Star

• Automotive News Notable Champion of Diversity (2022)

• Inducted into The HistoryMakers (archived in the Library of Congress)

• Savoy Magazine Leadership Award (2014)

• Real Times Media Vanguard Award (2017)

• Minority Enterprise Advocate Auto Executive of the Year (2018)

• Extraordinary Impact Award, Otis & Rosie Brown Foundation (2019)

• Top 10 Automotive Leaders, Industry Era Magazine (2021)

• Millionaire Car Salesman Lifetime Achievement Award (2021)

• Rainbow PUSH Coalition Emerging Leader Award (2011)

• FMCRC John Gamboa Community Leadership Award (2010)

• The Network Journal 40 Under Forty Achievement Award (2009)

Speaking Topics & Focus Areas

Key topics include: 


• Leadership pressure and decision making, especially in the context of organizational development. 

• The impact of AI and rising expectations in the workplace. 

• Sustainable performance without burnout, which is crucial for effective leadership. 

• Aligning teams, accountability, and communication to foster a strong organizational culture. 

• Leading through change and uncertainty, a challenge many face today. 

• Using AI to improve efficiency without increasing pressure on teams.

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About Taking the Cape Off

Confident man in a blue suit standing by a brick wall.

Why I Wrote Taking the Cape Off

I’ve always been the one people rely on in business, in leadership, and in my community. I built a career leading organizations, running a $45M automotive dealership, and serving as former President of the National Association of Minority Automobile Dealers (NAMAD), where I encountered significant leadership pressure. From the outside, it looked like success at the highest level. But behind it, I was carrying more than I should—responsibility that wasn’t mine, pressure that never turned off, and expectations that kept growing. At some point, I realized something had to change. Taking the Cape Off isn’t about doing less; it’s about understanding what actually belongs to you. That shift changed how I lead, how I work in organizational development, and how I live. Now I help people rethink what they carry and how they carry it. That’s the conversation I bring into organizations today.

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