About Me

For over twenty years, I've helped organizations surface hidden patterns, align on what matters, and shift what's stuck. I've worked with large corporates, scrappy startups, government agencies, and nonprofits, each teaching me something new about the art of facilitation and the mechanics of real change.

Innovation Capability, Not Just Innovation Theater

In 2019 I joined the founding network of SwarmVision, an innovation capability platform built by Suzan Briganti. As lead trainer, I coached facilitators and delivered enterprise engagements for organizations including NASA and the US Navy.

That hands-on assessment work taught me something important: innovation isn't a personality trait or a brainstorm exercise. It's a measurable capability that can be developed when you know where to look.

More recently, I've been studying how innovation doesn't just depend on individual capability. It flows through relationships, trust, and communication patterns across an organization. My training in Organizational Network Analysis lets me map those hidden dynamics, surfacing where ideas move freely and where they get stuck. I'm committed to the idea that lasting change happens through networks, not org charts.

I also do private coaching with individual leaders, drawing on years of study in the Enneagram under master coaches Russ Hudson, Clarence Thomson, and Mario Sikora. While I work with tools like DiSC and StrengthsFinder, the Enneagram remains my preferred framework because it doesn't just name a type. It maps growth vectors, showing where each leader can develop toward higher performance and maturity. It's assessment with a built-in trajectory.

From Facilitation to AI-Augmented Strategy

I'm also an ExO-certified coach, part of the Exponential Organizations movement. That certification sharpened my lens on exponential technologies and how organizations can leverage abundance instead of managing scarcity.

I write regularly for Innovation Leader as their AI beat reporter, covering how enterprises are actually adopting generative AI, what CEOs are saying about it, and where the real opportunities are emerging across industries from defense to supply chain to financial services. Writing forces clarity, and staying close to how large organizations navigate AI keeps my own practice grounded in what's real rather than what's hype.

Today, I'm co-founding Jedi On The Fly with my partner Hamid Ennachat. Jedi On The Fly is the evolution of everything I've learned about facilitation, innovation assessment, and strategic pattern recognition, now augmented by AI tools that can scale the work beyond what any single facilitator could do alone. The vision is simple: pull, not push. Create tools so useful that organizations reach for them naturally.

I'm based in Florida but work with clients globally. Every engagement is an opportunity to learn something new about what's possible when you approach challenges with both rigor and imagination.

My backstory (Curtis Unplugged) →

Curtis facilitating a strategic session with engaged participants

Ways We Might Work Together

Every engagement starts with a conversation, not a proposal. You might come with a question, a tension your team is navigating, or just a hunch that something needs to shift.

01

Strategic Facilitation

Leadership retreats, team offsites, and alignment sessions for organizations navigating complexity. Custom-designed experiences that surface what's real, build shared understanding, and move groups from stuck to clear.

Let's talk
02

Innovation Capability Assessment

Using the SwarmVision platform to measure and develop innovation capability at the individual, team, and enterprise level. The same methodology delivered for NASA and the US Navy. Reveals where innovation is thriving, where it's blocked, and what to do about it.

Let's talk
03

Organizational Network Analysis

Org charts show reporting lines. ONA shows how work actually gets done. As a certified OrgMapper practitioner, I map how communication, trust, and innovation flow across your organization — surfacing what no survey can.

Jedi On The Fly →
04

ExO Sprints and Coaching

A structured 10-week process for identifying exponential growth opportunities and building initiatives that leverage abundance rather than manage scarcity. Ideal for organizations ready to think beyond incremental improvement.

Let's talk
05

Executive and Leadership Coaching

One-on-one coaching grounded in the Enneagram, studied under master teachers Russ Hudson, Clarence Thomson, and Mario Sikora. Maps growth vectors for higher performance and maturity. Also draws on DiSC and StrengthsFinder when the context calls for it.

Let's talk
06

GenAI Card Deck Workshop New

A hands-on learning experience built around the GenAI Card Deck, a tool I co-created and road-tested with teams before it launched. Participants explore AI concepts through structured gameplay, leaving with a shared language and concrete ideas they built themselves.

60 min 8–20 participants Teams & Conferences
See the experience →

Not sure which of these fits? Most engagements start as a conversation, not a category.

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So I'm Told

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Latest Insights

Unlikely Bits — a series on personhood in the age of AI

Stop Saying 'Human'

Our use of the word 'human' has become dehumanizing. It defines us in the negative, flattens the landscape of our shared personhood, and secures for us the dubious role of gatekeeper for a technology that could go off the rails.

Read the essay →

Let's Connect

Curtis Michelson, ready to start your conversation

Ready to explore what's possible?

Every great transformation begins with a conversation. Whether you're facing a complex challenge, seeking new perspectives, or ready to unlock your team's creative potential, let's talk.

Click to open the inquiry form and start your coaching journey.