What does it really take to lead a town forward — without losing what makes it special?

In this episode of The Hello Hello Podcast, Alyssa Rogers sits down with Matthew Candland, Town Manager of South Boston, Virginia, for an honest and insightful conversation about leadership, growth, and community.

With more than 30 years in municipal management, Matthew shares his journey from Maryland to South Boston, what inspired him to pursue public service, and why culture always comes before strategy. Together, they discuss what goes into running a town day-to-day, building strong internal teams, and making long-term decisions that impact families, businesses, and future generations.

This conversation dives deep into:

• What a town manager actually does (and why it matters)

• Why people must come before businesses in downtown revitalization

• Housing, amenities, and what today's families look for when relocating

• The upcoming boutique hotel, rooftop bar, and what it means for downtown

• South Boston's strengths, challenges, and five-year vision for growth

• How residents and businesses can play a role in shaping the future

If you care about community, leadership, or the future of South Boston, this is a must-listen episode that blends real talk, thoughtful planning, and genuine optimism.

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