Municipal Leaders: Develop Faster, Lead Stronger, Build Better

The Leader’s Lens

Every week, you’ll get insights and actionable steps to help you navigate personal growth and professional success.

* indicates required

Episode 311 of The HaltingWinter Podcast
Brought to you by Tyler Technologies

Artificial Intelligence is quickly becoming the dominant conversation in local government.

But most leaders are asking the wrong question.

It’s not “Should we use AI?”
It’s “What will we do with the time it gives us?”

In this episode of The HaltingWinter Podcast, I sit down with City Manager Jerry Gabrielatos to explore a simple but powerful idea: More AI should lead to more humanity, not less.

AI has the potential to eliminate hours of routine work—reports, summaries, communication drafts, and administrative tasks that often consume our days. But if we’re not careful, we’ll simply replace that time with more noise, more emails, and more busywork.

The real opportunity is something far more meaningful.

What if that reclaimed time was used to:

  • Get out into the community instead of staying behind a desk
  • Build relationships with residents who never show up to meetings
  • Engage parts of your city that have historically been overlooked
  • Bring meaningful, long-term work back in-house to strengthen your team

Jerry shares stories from his time in Beloit and beyond—knocking on doors, hosting satellite city halls, and building trust in places where traditional engagement never reached.

Because at the end of the day, the future of local government won’t be defined by technology.

It will be defined by how leaders choose to use it.

If AI gives us more capacity…will we use it to serve people better or just to do more of the same?

Listen to Episode 311: Artificial Intelligence and the Stewardship of Time

And be sure to check out Jerry’s LinkedIn article for a deeper dive into how AI can reshape local government.


Tyler Technologies

This episode is sponsored by Tyler Technologies, the leader in empowering the public sector with software solutions that connect data, streamline operations, and improve service delivery. From civic services to public safety, Tyler helps local governments build stronger, more resilient communities. 
Learn more at tylertech.com/winter →

The Municipal Leadership Development Circle (MLDC)

The MLDC is where local government leaders go to grow, together. It’s the fastest-growing leadership development community designed specifically for the public sector, now paired with a comprehensive 9-month Leadership & Culture Program for those ready to elevate their leadership and their organization.
Learn more at haltingwinter.com/mldc →


The HaltingWinter Podcast celebrates and elevates the people who power local government. Through in-depth conversations with leaders from cities, counties, and communities of all sizes, host Seth Winterhalter explores the journeys, challenges, and innovations happening in municipal leadership across America.