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What happens when your hometown becomes your workplace? When every trip to the grocery store is a potential town hall meeting? When the water superintendent whose work you watched as a child becomes the foundation for your own leadership journey?

This week on The HaltingWinter Podcast, we dive into these questions and more with Bill Wagoner, who’s celebrating 20 years as Arcola, Illinois’ first and only City Administrator.

From Local Kid to City Leader

Bill’s story isn’t just about longevity in municipal leadership – it’s about the unique power of deep community roots. Growing up as the water superintendent’s son, Bill gained an early appreciation for the behind-the-scenes work that makes cities function. Today, that childhood experience informs his approach to managing a city of just over 3,000 residents.

The Small-Town Leadership Advantage

While many might see leading a small town as limiting, Bill’s story reveals the unique opportunities it presents:

  • Building meaningful relationships across all levels of the community
  • Creating direct impact through hands-on leadership
  • Developing the next generation through internship programs
  • Turning challenges into opportunities for innovation

Beyond the Title: Wearing Multiple Hats

In our conversation, Bill shares candid insights about:

  • Managing work-life boundaries when everyone knows your name
  • Building sustainable leadership practices in a demanding role
  • Transforming personal challenges into community growth
  • Leading transformative infrastructure projects with limited resources

A Legacy of Development

Perhaps most inspiring is Bill’s commitment to developing future municipal leaders. His internship program, inspired by his own early career experience, has launched numerous successful careers in municipal government – a testament to the impact small towns can have on the broader municipal landscape.

Share Your Experience

Are you leading in your hometown? How do you balance personal and professional life in a small community? Share your thoughts in the comments on my LinkedIn page.


Transform Your Leadership Journey in 2025

The path to stronger cities begins with stronger, more sustainable leadership. The Municipal Leadership Development Circle (MLDC), launching in January 2025, offers a comprehensive approach to personal and professional growth designed specifically for city managers and administrators.

Through daily insights, peer community, and expert guidance, you’ll develop:

  • Strategies for sustainable small-town leadership
  • Tools for building strong community relationships
  • Frameworks for developing future municipal leaders

Join a community of municipal leaders committed to personal excellence and organizational impact.

Learn More & Save Your Spot


Seth Winterhalter is President of HaltingWinter Municipal Solutions, dedicated to making stronger cities through stronger leaders. Through executive coaching, consulting, and the Municipal Leadership Development Circle (MLDC), HaltingWinter helps city managers and municipal leaders transform their leadership impact and their organizational culture.