Municipal Leaders: Develop Faster, Lead Stronger, Build Better

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Episode 320 of The HaltingWinter Podcast
Brought to you by Tyler Technologies

Most people don’t understand what it actually feels like to lead in local government.

You’re making decisions with incomplete information.
Navigating pressure from every direction.
Working inside systems that don’t always work.
And still expected to deliver, for your team and your community.

In Episode 320 of The HaltingWinter Podcast, Dwight Boddorf puts words to that reality: This isn’t just leadership. It’s a battlefield.

And he knows it firsthand.

Dwight’s story doesn’t follow a traditional path. From homelessness to the Marine Corps, through a combat injury that ended his military career, to rebuilding his life and stepping into municipal leadership, he’s lived through the kind of pressure most people never experience.

What makes this conversation different isn’t just where he’s been. It’s how clearly he connects those experiences to the challenges local government leaders are facing right now.

The lack of a playbook.
The weight of decisions that impact real people.
The frustration of bureaucracy that slows progress.
And the growing leadership gap as experienced managers step away.

This episode doesn’t sugarcoat any of it.

It names the tension and more importantly, it speaks to what it takes to keep leading in the middle of it.

That’s also what led Dwight to write his new book, The Municipal Battlefield: Leading, Surviving, and Winning in Small Town Government.

If you’re in local government, you’ll recognize yourself in this conversation. And if you’re serious about growing as a leader, this is one worth your time.

Listen to Episode 320: Dwight Boddorf: The Municipal Battlefield


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 AI to budgeting solutions, 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.