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Leonidas Caldwell

Mathematician, Software Engineer, Leader, College Athlete, Musician, Activist, Speaker, Educator, Creative

About Me

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I am a strategic technology leader who believes in the power of people-centered solutions.

Based in Flint and Detroit, Michigan, my career spans over a decade of transforming complex challenges into sustainable solutions. From leading engineering teams through record-breaking growth in the mortgage industry to teaching the next generation of diverse technologists at Microsoft, I've consistently focused on one thing: empowering people to achieve more together than they ever could alone.

My approach combines deep technical expertise with creative problem-solving and a commitment to social good and efficiency. Whether I'm automating processes that save millions of dollars, building high-performing teams, or mentoring early-career professionals, I'm driven by the belief that technology should serve humanity—not the other way around.

What makes me unique? I bring the analytical rigor of a mathematician, the creative vision of an artist, and the inspiring spirit of an educator to every leadership challenge. I've learned that the best solutions come from truly understanding the problem and strategically leveraging people—their needs, their strengths, and their potential to optimize results.

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Years Leadership Experience
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Years Education Experience
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Years Software Experience
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Software Engineering Students Taught
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Professionals Mentored
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Students Landed Software Role at Microsoft
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Companies Founded
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Industry Leading Enterprises

Collaborative Leadership

Building high-performing teams through trust, shared vision, and empowerment rather than hierarchy.

Strategic Problem-Solving

Approaching complex challenges with mathematical precision and creative thinking to find sustainable solutions.

People-Centered Growth

Investing in human potential and creating environments where individuals and communities can thrive.

Social Justice

Using technology and leadership to create more equitable opportunities and reduce unnecessary burdens on communities.

Professional Experience

Over a decade of transforming complex challenges into sustainable solutions across enterprise, fintech, education, and community development

Enterprise

Enterprise

Fortune 500 leadership driving transformational change at scale

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FinTech

FinTech

Financial technology innovation during industry transformation

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Leadership

Leadership

Building high-performing teams and empowering individual growth

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Software

Software

Full-stack engineering and enterprise architecture solutions

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Education

Education

Teaching and curriculum development for technical transformation

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Community

Community

Grassroots organizing and community empowerment initiatives

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Let's Build Something Meaningful

Looking for a strategic technology leader who combines deep expertise with human-centered values? Ready to collaborate on projects that drive real impact? Let's connect.

What I'm Looking For

Executive Leadership Roles

CTO, Engineering Director, VP of Engineering positions where strategic vision meets hands-on team building.

Meaningful Collaborations

Projects that move communities forward through technology, education, and collaborative problem-solving.

Speaking & Teaching

Opportunities to share insights on leadership, technology ethics, and building inclusive teams.