About the Program

Chief Executives Meeting

The League's Chief Executives Meeting is a focused, high-impact gathering designed exclusively for municipal chief executives across Wisconsin.

This small-format program creates space for candid conversation, strategic thinking, and peer connection among leaders who share similar responsibilities, pressures, and opportunities.

Depth over breadth—meaningful engagement, tough questions, and complex challenges explored alongside trusted peers.

Unlike larger conferences, the Chief Executives Meeting prioritizes an environment where participants can engage meaningfully, ask tough questions, and explore complex challenges alongside trusted peers.

The Value of Stepping Away

Leadership in local government is demanding—and often isolating. The Chief Executives Meeting offers a rare opportunity to step back from day-to-day responsibilities, reflect on your role, and engage with peers who understand the weight of the work.

It's not just time away—it's time well spent.

Save the Date

2026 Chief Executives Meeting

August 20–21, 2026  ·  Lake Lawn Resort, Delavan

Additional details and agenda coming soon!

Register Now
Chief Executives Meeting

Why Attend

+ Real Conversations with People Who Get It

Connect with fellow mayors, administrators, and chief executives who understand the realities of leading a municipality. This is a space for honest dialogue, shared experiences, and practical insight.

+ Focused, Relevant Content

Sessions are intentionally curated to reflect the most pressing issues facing municipal leadership—from governance and community dynamics to strategic decision-making and organizational leadership.

+ Actionable Takeaways

Leave with ideas you can put into practice right away—whether it's a new approach to navigating conflict, strengthening your team, or advancing key priorities in your community.

+ Built-In Peer Network

The relationships formed here extend beyond the meeting itself. Participants gain a trusted network of colleagues to call on throughout the year.

Chief Executives Meeting

What Makes This Different

The Chief Executives Meeting is intentionally designed to be:

+ Small & Interactive

Allowing for meaningful participation and discussion among peers who face similar challenges and opportunities.

+ Peer-Driven

Grounded in the real experiences of municipal leaders—not theory, but practice.

+ Strategic in Focus

Centered on leadership, governance, and long-term impact rather than day-to-day operations.

+ Confidential & Candid

Creating a space where leaders can speak openly about challenges, successes, and lessons learned.

Who Should Attend

This meeting is designed for municipal chief executives, including:

Mayors
Village Presidents
City & Village Administrators
Senior Municipal Leaders

Other senior municipal leaders serving in a chief executive capacity are also welcome.