257: Matt Stiles: The Grace to Leave and the Grit to Return
Podcast: The HaltingWinter PodcastPublished On: Tue Nov 18 2025
Description: Matt Stiles: The Grace to Leave and the Grit to ReturnReclaiming Purpose and Possibility in the Middle of Municipal Chaos Episode 257 of The HaltingWinter Podcast Brought to you by Tyler Technologies Matt Stiles' story isn't polished; it's powerful. Raised in poverty, shaped by hardship, and driven by a deep sense of purpose, Matt's journey from a small Kansas town to city administrator reveals what it really means to serve with heart. In this episode, Matt shares how growing up with a mother battling mental illness and living through poverty gave him an empathy that now defines his leadership. From the challenges of managing debt-heavy development projects to rebuilding trust after political fallout, he's learned that leadership isn't about perfection; it's about perseverance. After walking away from city management to protect his health and family, Matt found a way back—refreshed, refocused, and ready to lead again. His story is a masterclass in humility, recovery, and rediscovering why public service still matters. Sponsored by: Tyler Technologies – the nation's leading provider of software designed for the public sector. Learn more at tylertech.com/winter Connect with Seth Winterhalter LinkedIn: www.linkedin.com/in/sethwinterhalter Website: www.HaltingWinter.com
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