About

I’m motivated by meaningful work.

That’s what first drew me to civic tech, and it’s what has kept me here ever since. Helping cities communicate more clearly, make better decisions, and serve their communities has given me the opportunity to work on problems that matter.

Over time, I realized the most interesting work wasn’t solving one customer’s challenge. It was recognizing the patterns hidden inside that work and turning them into better products, better workflows, and better experiences for every customer who followed.

That realization changed the way I think about Customer Success.

The best part of my career has never been shipping a project. It’s seeing one customer’s problem become something that helps hundreds more.

The goal isn’t simply to help one customer succeed. It’s to learn from every customer interaction and use those insights to improve the experience for everyone who comes next.

Today, AI has expanded the kinds of problems I can take on. Many of the projects you’ll find on this site started as simple customer conversations. They became reusable tools, new workflows, or entirely new ways of approaching Customer Success.

Dan McLeggon

Why Civic Tech?

Technology is interesting. People are more interesting.

Civic technology sits at the intersection of both.

Every budget, construction project, engagement initiative, or infrastructure investment ultimately affects the people who call a community home. That’s the work that continues to motivate me.

Outside of my day job, I also serve as an Economic Development Commissioner for the City of New Haven. The role gives me a firsthand perspective on the opportunities and challenges local governments navigate every day.

That experience has reinforced something I believe deeply:

The best technology doesn’t replace expertise. It helps people do their best work.

Outside the Office

I tend to go deep on the things I’m curious about.

The same curiosity that shapes my work also shapes much of what I do outside of it.

Living in New Haven sparked an interest in local history, architecture, and the evolution of cities. What started as researching the history of my own 1895 home quickly turned into evenings spent digging through Sanborn maps, historic deeds, census records, and neighborhood history. I enjoy understanding how places evolve over time and the stories hidden beneath their surface.

That same curiosity shows up when I travel.

I’ve become the unofficial trip planner for friends and family, organizing everything from long weekends to international trips for groups of a dozen or more. This year, that means coordinating a week in Jamaica for more than twenty-five family members and friends.

Buenos Aires has become something of a second home. I’ve returned several times because I enjoy experiencing places deeply rather than simply checking them off a list. I’m happiest wandering neighborhoods, discovering local cafés, learning the history behind a building, or understanding why a city works the way it does.

Looking back, none of these interests feel accidental. Whether I’m researching the history of an old house, planning travel for a large group, experimenting with AI, or working alongside customers, I’m driven by the same instinct: to understand how things work, recognize patterns, and leave them a little better than I found them.

Dan smiling in the car with his wife and daughter.

I live in New Haven, Connecticut with my wife, Brittany, and our daughter, Theadora.