About

David Caiafa

Founder of Caiafa AI. NYU Stern MBA. I make hard things learnable — for a team, a classroom, or a whole company.

I had to learn how I learn.

I have dyspraxia. The way I learn is different from the way most classrooms teach, so from early on I had to find my own way in: more practice, more angles on the same problem, and more conversations. Where one explanation worked for the person next to me, I'd often need to hear it from three or four people and then rebuild it in language that made sense to me.

That became a method. What I carried out of school wasn't grades — it was a working knowledge of how understanding gets built: piece by piece, from several directions, starting from wherever the person really is.

It's the teacher I try to be. In a workshop I don't assume anything is obvious. I ask more than one person what's slowing them down, I name the pain point before the tool, and I check that it landed before moving on. And I build materials people can return to without me — because the version that finally makes sense is the one you can come back to.

How it shows up in the work

  • Workshops. They come at the subject from several perspectives, because that's how understanding got built for me. And they're about you — what you need, how you learn, and what you'll actually use on Monday. Not a generic tour of the tools.
  • Builds. I start with the core issue, not the feature list. Where are you now, what do you need, and what solution meets that. It's never one-size-fits-all — what I build for a two-person nonprofit shouldn't look like what I build for a university department.
  • People. Understanding has always come through conversations for me, so relationships aren't a soft skill in this work — they're the method. The best part of any engagement is the people in the room.

The road here

Five stops, one thread: making something hard understandable for the people who have to use it.

College

A mindfulness program, built from my own practice

Meditation helped me, so I turned it into a program and took it into local schools and community centers, including a summer of research with a gifted-and-talented after-school program. I also led a program bringing middle and high school students to Manhattan University for campus tours. That mindfulness work later became Excellency Mind.

NYC Urban Fellows

My first enterprise rollout, inside city government

Through the city’s Urban Fellows program I trained staff and helped implement New York City’s new procurement platform. It was the first time I saw clearly that the software is the easy part — the people are the work.

Con Edison

From financial analysis to leading AI enablement

I started in financial reporting and analysis, moved into leading change management and communications for the Microsoft 365 Copilot rollout, then built and launched the AI Ambassador program for the AI Center of Excellence: a site and a set of offerings that teach people across the company how to use AI and how to build with it. I also architect and help implement AI solutions.

NYU Stern

The MBA, earned while working full-time

I completed my MBA at the Stern School of Business, Class of 2026, while working full-time. Through Stern’s Golub Capital Board Fellows program I served on a nonprofit board, which is where my sense of how mission-driven organizations run comes from. I’ve also worked with Stern’s Experiential Learning team.

Caiafa AI

Doing it for other organizations

Now I do for universities, nonprofits and businesses what I’ve done inside a Fortune 500 company and a city agency: lay the groundwork, teach the people, build the thing.

At a glance

  • NYU Stern School of Business — MBA, Class of 2026
  • Golub Capital Board Fellow
  • NYC Urban Fellows alumnus
  • Mentor, Pursuit
  • Based in New York City · on site and virtual
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