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
The HaltingWinter Podcast

Episode 241 of The HaltingWinter Podcast
Brought to you by Tyler Technologies

What if the utility billing clerk became the city’s CEO?

That’s not a hypothetical; it’s Amber Vogan’s story. And it’s one every municipal leader should hear.

Amber never planned on a career in local government. She stumbled into it through a newspaper ad, started in utility billing, and eventually moved into the clerk’s office. Comfortable, steady, safe. Until her city manager asked a simple but unsettling question:

“Do you want to stay comfortable forever?”

That moment set her on a path she never imagined, taking on roles as a community development director, assistant city manager, and eventually the top chair itself. But here’s the truth: she didn’t feel ready. She didn’t think she belonged. And yet, she stepped up anyway.

In this episode of The HaltingWinter Podcast, Amber opens up about:

  • The imposter syndrome that lingers even in the CEO’s chair.
  • What it’s like to run a “small” city with big-city problems, including three counties, nine council members, and an 18,000-seat amphitheater.
  • Why mentors and peers matter in pushing us beyond safety into growth.

If you’ve ever questioned your readiness, doubted your abilities, or wondered if you’re the only one battling insecurity in leadership, this conversation will remind you:

No leader ever feels fully ready. But the seat still needs you.

Listen to the full episode here [or on your podcast platform of choice]:


Our Sponsor — Tyler Technologies

We are proud to be sponsored by Tyler Technologies, a 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 →


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.