Lyndsay Mitchell: From Plans to Progress
Building Cities and Preparing the Next Generation of Municipal Leaders

Episode 296 of The HaltingWinter Podcast
Brought to you by Tyler Technologies

What happens when great plans never turn into real progress?

In this episode of The HaltingWinter Podcast, Seth Winterhalter sits down with Lyndsay Mitchell, Director of Strategic Initiatives for the City of Arlington, Texas, for a grounded and candid conversation about what it actually takes to move cities forward and who will be left to do the work if we don't start preparing now.

Lyndsay's journey into local government was anything but linear. She didn't set out to work in city leadership, and like many municipal professionals, she didn't even know these careers existed until late in college. That reality shapes how she thinks today about succession, workforce development, and the growing gap between planning and execution in local government.

Sponsored by:

• Tyler Technologies – the nation's leading provider of software solutions designed specifically for the public sector and local government. Learn more at https://tylertech.com/winter

• The Municipal Leadership Development Circle (MLDC) is a global community for local government leaders who want ongoing support, practical insights, and a trusted peer network to help them lead with clarity and conviction. Learn more at https://haltingwinter.com/MLDC

• LinkedIn: https://www.linkedin.com/in/sethwinterhalter
• Website: https://www.HaltingWinter.com

Jesse Thyes: Built Along the Way
How Leaders Emerge Through Experience

Episode 295 of The HaltingWinter Podcast
Brought to you by Tyler Technologies

Most municipal leaders didn't start with a clear plan to achieve their current role. They grew into the role through experience, responsibility, and the people who invited them to step forward.

In this episode, Jesse Thyes, City Administrator of West Bend, Wisconsin, shares his journey from technical roles in planning and zoning to the administrator's chair. Along the way, we explore how early frontline work builds leadership capacity, how mentorship changes trajectories, and why effective municipal leadership is less about status and more about serving the moment.

This conversation is a reminder that leadership isn't assigned early; it's formed over time, through trust, pressure, and the willingness to say yes before you feel ready.

If you've ever questioned your path into leadership or wondered how to develop the next generation, this episode will resonate.

Sponsored by:

• Tyler Technologies – the nation's leading provider of software solutions designed specifically for the public sector and local government. Learn more at https://tylertech.com/winter

• The Municipal Leadership Development Circle (MLDC) is a global community for local government leaders who want ongoing support, practical insights, and a trusted peer network to help them lead with clarity and conviction. Learn more at https://haltingwinter.com/MLDC

• LinkedIn: https://www.linkedin.com/in/sethwinterhalter
• Website: https://www.HaltingWinter.com

Show Notes: MLDC Book of the Week – The Fearless Organization
Episode 294 of The HaltingWinter Podcast

When was the last time someone on your team told you something was failing before it became a crisis? This week's MLDC Book of the Week is "The Fearless Organization" by Amy C. Edmondson, and it addresses something every local government leader has felt but couldn't quite name: why your team stays silent when they should be speaking up.

In this episode, Seth Winterhalter introduces Edmondson's groundbreaking research on psychological safety: the belief that people can speak up with ideas, questions, concerns, or mistakes without being humiliated, ignored, or blamed. You'll discover why the best teams actually report MORE problems (not fewer), and why local government's unique pressures create some of the biggest barriers to psychological safety.

If you've ever wondered why your leadership team stays silent in meetings, why problems hide until they become crises, or why your talented people leave for other organizations, this episode reveals what's really happening and what you can do about it.

Join the MLDC for the Complete 5-Part Series

The Municipal Leadership Development Circle (MLDC) is a network of local government leaders from across North America, including city/county managers, administrators, and department heads, giving you access to:

✔ A weekly podcast series breaking down one book for municipal applications
✔ Daily blog reflections and implementation tools
✔ Our live, weekly, virtual mastermind session
✔ Monthly webinars with relevant training from local gov leaders

➡ Learn more at www.HaltingWinter.com/MLDC

Resources Mentioned

• Book: The Fearless Organization by Amy C. Edmondson

Connect with Seth Winterhalter

• LinkedIn: www.linkedin.com/in/sethwinterhalter
• Website: www.HaltingWinter.com