Two friends, one obsession

Hamid - Co-founder of JediOnTheFly
Hamid Ennachat
Poitiers, France
Curtis - Co-founder of JediOnTheFly
Curtis Michelson
Orlando, Florida

We founded JediOnTheFly in 2025 as two jaded technology and innovation veterans. One of us literally sitting in the smoldering ashes of a research business disrupted by LLMs.

But we found common cause in going beyond using AI to make things more efficient. Instead, we're into the idea that there are new emerging categories of creative interaction with LLMs (and new business models) better aligned to our disruptive times. AI is not just for worker 'agents' but rather, our thought provocateurs.

Jedi On The Fly is a transformation studio for teams and leaders who want to see what's emerging before it's obvious and team-design for it before everyone else.

Make big bets without betting the farm

Explore what you actually know versus what you're assuming, to size your bets.

Notice weak signals early

See what's actually emerging from your industry and adjacent ones.

Avoid groupthink and strategy theater

Engage in provocative conflict-forward thinking together.

Move fast with courage

Reduce costly rework, reversals, and surprises down the road.

The Rebel Alliance

Meet Our Team

We are very lucky to have such talented fellow travelers along with us for the galactic ride. These folks' body of work - their books and programs and decade spanning work inside innovation - inspire us every day.

When you work with Jedi On the Fly, Rebel Alliance members may show up virtually in one of our innovation games as AI coaches, or you might experience their talents Live in one of our in-person engagements.

Either way, all of us believe in a future for creativity that is way more than chatting with bots on screens. We envision innovation lit up by intelligent signals but where people tangibly taste disruptive collaboration and organizations evolve and transform.

RB Robyn Bolton

Robyn Bolton

Innovation Consultant & Coach
SS Stephen Shapiro

Stephen Shapiro

Innovation Consultant & Coach
AC Anna Caraveli

Anna Caraveli

Innovation Consultant & Coach
The Backstory

What's with the name 'Jedi on the Fly'?

We met on a public genAI tinkerers forum in late 2024 and realized that we both were well beyond casual interest in prompts and prompting. We were having too much fun pushing every new model to its creative limits and our own limits as well.

Curtis had just built an innovation tool with chatGPT called the Binky Innovator, which was a personalized design thinking tool using forced constraints.

When Hamid shared his own GPT creation called Jedi On The Fly, an AI persona and skill factory on demand, it was so clever and fun, that the name stuck.

Ready to begin?

Whether you're exploring our JediSignals scan, our innovation games, or just wanting to see if we're the right team for your challenge — there's a next step for wherever you are.

Read our thinking Let's Talk