Maddy Kilkenny, Partner at Intesa Communications Group, was part of the 40-person delegation for EDC’s Leadership Trip to Chicago—an annual effort to draw inspiration from peer metros and reflect on San Diego’s progress toward our 2030 Inclusive Growth goals. Intesa Communications Group is a women-owned and award-winning public relations and government relations firm trusted by many San Diego leaders, and a long time EDC investor, partner, and friend.
See below for Maddy’s reflections from our 2026 Inclusive Growth Leadership Trip to Chicago.
Anthony Bourdain once described Chicago as a city that “doesn’t ever have to measure itself against any other city.”
This past weekend, I had the opportunity to join San Diego Regional Economic Development Corp. (EDC) on the 2026 Chicago Leadership Trip in the Windy City.
Each year, EDC brings together a delegation of about 40 public and private sector leaders to step outside our region, reflect on San Diego’s progress toward a more inclusive economy, and strengthen employer commitment to the 2030 Inclusive Growth goals.
From the moment we loaded the bus to our hotel, Chicago just hit different. Maybe it was the Midwest spirit. Maybe it was the confidence of a big city that knows exactly who it is. Or maybe it was the civic pride embedded in a place that grows its talent and its businesses from within—and expects a return on that investment in the form of shared responsibility to make Chicago better… For everyone.
Our delegation had the privilege to learn from the truth tellers of Chicago—leaders who spoke candidly about the city’s strengths, challenges and obligations to its residents. We heard from former U.S. Secretary of Commerce Penny Pritzker; Derek Douglas and leaders from the Civic Committee; Beth Swanson of A Better Chicago; Jarquetta Egeston of Xchange Chicago; and so many other bright, talented Chicagoans working to strengthen the economy, improve education, confront systemic racism, and build a more equitable future for their region. What stood out most was the Chicago-first mantra they all shared—the mark of a city that loves its people and is loved in return.
I left Chicago with a personal challenge—and one I hope my fellow delegates carry home, too: How can we help make San Diego better? What role can we play in building an economy that works for all San Diegans? How can we collaborate more intentionally? How can we see through the divisiveness and stay focused on a greater San Diego for all?
None of the hope and inspiration that I brought home would have been possible without the incredible team at EDC. Lauree Sahba and Enya Castañeda planned every detail to perfection. Eduardo Velasquez delivered the data and context we needed. Dr. Nikia Clarke always asked the right questions. Sang Nguyen quietly herded us cats constantly from stop to stop. Bree Burris kept us on track. And of course Mark Cafferty needs no explanation—one of the best humans I know AND the one who got us into the Obama Presidential Center ahead of its public opening next month!
A special hat tip to Amy Liu from the Brookings Institute, who was the backbone of so much of the trip and an honorary San Diegan if there ever was one. And to my fellow delegates: you are some of the best and brightest we have in San Diego, and I was honored to share this experience with you.
The trip reminded me that regional pride has to be more than a feeling. It has to show up in how we work together, how we challenge each other, and how boldly we plan for the future. This is also how we do our work at Intesa. We show up for each other, our clients and for San Diego.
Now that I’m back, I’m ready to cheerlead for our region, for our home. Let’s roll up our sleeves and make some big plans for San Diego. Who’s with me?
Learn more about Intesa Communications Group and read the original blog publication here.























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