Practitioner. Author. Community Builder.

25+ years leading enterprise transformation across Fortune 500 companies and U.S. federal agencies. Real outcomes. Real scale. Not from the whiteboard.

How I Got Here

My most recent work has been in aerospace, defense, and federal environments — building AI operating models and governance frameworks, standing up Centers of Excellence, and scaling AI from experimentation to production at enterprise scale.

The AI Leap is drawn from a decade of enterprise transformation and the hard lessons of leading AI from experimentation to production. The frameworks in the book — LEAP, SUMMIT, SHIELD, TRAIL, RIDGE, and GUIDE — emerged from thinking carefully about what real transformation situations require. Not theory. Operational discipline.

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Credentials

Academic

MBA and Master of Science in Healthcare Management

AI and Digital Transformation

GenAI — Databricks, Pendo, PMI
Generative and Agentic AI — Vanderbilt University
AI Leadership and Strategic Implementation — Starweaver
Digital Transformation and Strategy — UVA Darden

Agile and Delivery

SAFe Program Consultant (SPC6)
Certified Scrum Professional (CSP)
ICAgile Certified Coach, Facilitator, and Trainer
Project Management Professional (PMP)
Lean Six Sigma Green Belt

Speaking and Facilitation

Deloitte Facilitator Excellence (DFX)
ICAgile Certified Facilitator


COMMUNITY

Loudoun AiGile Network

Thought Leadership

Beyond the Work

Bonsai tree — Toby Rao
THE BONSAI MINDSET

“”Organisational transformation is like bonsai work — patient shaping, consistent attention, and the wisdom to know what to prune.” .”

The Events Business

Toby Rao DJ

For nine years I owned and managed a professional events management and DJ business, specializing in international music and full-production fusion weddings. National awards four years running. Each event had to be perfect. No exceptions. Industry recognition and happy customers do not just happen. They take meticulous planning and strong execution. The same is true of every transformation I have led.

Everything Else

Zoey the RV

Away from work I tend my Zen garden, grow organic vegetables, restore and collect HiFi audio gear, and do woodworking and creative upcycling. I have built many things from scratch including live edge furniture for a friend’s brewery. I have also modded vehicles including a Bobber from a 1984 Honda Shadow and a full custom DJ truck from a Ford E-350. These days my adventures run on four wheels named Zoey, my RV. I have visited all 50 states and Zoey and I are nowhere near done.

NOTABLE FACT

All 50 US states — visited.

Every single one. Alaska included. Zoey and I are nowhere near done.

Let’s Connect

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