Princess Castleberry disrupts the leadership capacity crisis by strengthening judgment, alignment, and execution in high-pressure environments through her Live, Lead, and Build Leverage™ Framework.

She partners with global business events and association leaders, navigating rapid change and high stakes. Through keynotes, immersive workshops, and digital learning, she strengthens the behaviors that drive performance, psychological safety, and disciplined execution — especially in AI-enabled, hybrid, and multi-generational environments.

She brings more than two decades of experience in enterprise risk management, crisis response, and behavioral performance — now applied to the realities of AI-enabled leadership. She helps leaders connect behavior, systems design, and decision quality to measurable business outcomes in fast-moving, technology-driven environments.

She is the author of The Truth Is in the Trigger™, a leadership playbook that helps organizations reduce burnout and strengthen decision quality by addressing the behaviors beneath the pressure.

Live, Lead, and Build Leverage™ is her proprietary leadership framework and learning ecosystem designed to strengthen judgment, alignment, and disciplined execution — sustaining performance under pressure.

Her Most Requested Keynotes and Experiences:

🎤 The Truth Is in the Trigger™: Disrupt the Leadership Capacity Crisis

🎤 Eliminate Conflict Waste™: How to Have Conflict and Still Win Together

🎤 The A.I.M. Experience©: Align | Ignite | Mobilize

🎤 Burnout-Proof™: Building Resilience for the Long Game
🎤 From Gut Feelings to AI Insights

If your organization is growing fast—and you want to expand your leaders’ bandwidth—Princess is the partner you call when performance, well-being, and results all matter.

Foundations of Expertise

Before founding Castleberry Global in 2019, Princess spent over two decades leading enterprise risk and organizational resilience strategies across the U.S., EMEA, and APAC regions. She worked with global firms Marsh, PulteGroup, and Kelly Services, delivering expertise in insurance program management, business continuity, cybersecurity, contract management, HR, legislative compliance, and wellness counseling.

Princess holds:

• A Bachelor’s in International Business from Illinois Wesleyan University (with study abroad at Universidad Complutense in Madrid, Spain)

• A Master’s in Training and Organizational Development from Oakland University

• A Certificate in Wellness Counseling from Cornell University

She’s also a proud alumna of Goldman Sachs 10,000 Small Businesses, Goldman Sachs One Million Black Women: Black in Business, Chase for Business, and Comcast R.I.S.E. programs. Today, she partners with corporate clients, professional associations, and leading nonprofits to drive capacity-centered transformation at scale.

A Voice That Challenges and Connects

Princess commands the stage with strategic clarity, grounded humor, and bold energy. She’s a TEDx speaker and published thought leader featured in Fast Company, Silicon Republic, and Supply & Demand Chain Executive.

Born, raised, and based in Detroit, Michigan, Princess is a wife, mother, and global citizen who immerses her family in cultures around the world—living what she teaches: leadership capacity isn’t just built. It’s something to be protected.