232: Regan Bolli: People Before Performance: The Culture Shift That Changed a City

Show Notes: Regan Bolli: People Before Performance: The Culture Shift That Changed a City

Episode 232 of The HaltingWinter Podcast
Brought to you by Tyler Technologies and Zencity

Overview

In this episode, Seth Winterhalter sits down with Regan Bolli, a city manager whose journey from law school and private-sector practice to local government reshaped his entire view of leadership. What began as a difficult transition—from a world of bottom-line efficiency to one built on transparency and inclusion—turned into a career-defining shift that has changed how he leads people, builds culture, and drives impact in his community.

Regan shares the lessons learned in redefining success, putting people before performance, and creating a workplace culture where employees thrive both at work and at home. His story offers a clear challenge to every municipal leader: culture isn't built on projects or efficiency—it's built on people, integrity, and trust.

Connect with Regan Bolli

LinkedIn: www.linkedin.com/in/regan-bolli

About Our Sponsors

Tyler Technologies
We're also proud to be sponsored by Tyler Technologies, the largest software company in the nation dedicated exclusively to the public sector. From financial management and utility billing to citizen engagement and digital government solutions, Tyler helps communities operate more efficiently, transparently, and effectively.

Learn more at Tyler Technologies

Zencity
This episode is made possible by Zencity, a trusted partner to hundreds of local governments worldwide. Zencity helps leaders cut through the noise of the "same ten people" by gathering real-time resident feedback across every neighborhood and demographic. With Zencity's AI-powered tools, decisions can be made with clarity and confidence.

Learn more at Zencity.io

Connect with Seth Winterhalter:

LinkedIn: www.linkedin.com/in/sethwinterhalter
Website: www.HaltingWinter.com

About HaltingWinter Municipal Solutions

At HaltingWinter, we help local government leaders build thriving teams and resilient workplace cultures through keynotes, workshops, and leadership development programs like the Municipal Leadership Development Program (MLDC).

Learn more at HaltingWinter.com

Seth's Upcoming Keynotes:

2025 Kentucky League of Cities Annual Conference & Expo
September 23-26 | Owensboro, KY
Details at KLC

ELGL 2025 Conference | Camp Govlife
October 1-3 | Santa Rose, CA
Details at ELGL

2025 City Clerks New Law and Elections Seminar
November 12-14 | Los Angeles, CA
Details at CalCities

2025 Kansas City/County Management Association Annual Conference
December 3-5 | Manhattan, KS
Details at KCMA