Growing Green Podcast

Building Better Crews & Buying Better Tools with Working With Matt

Jeremiah Jennings Episode 687

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0:00 | 31:21

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In this episode of the Growing Green Podcast, Jeremiah sits down with Matt from Working With Matt at Milwaukee Pipeline 2026 to talk about nearly 20 years of building a landscaping, hardscaping, and construction business. Matt shares how he went from mowing lawns in high school to managing multiple crews, expanding into hardscaping and construction, and building a social media presence around the work and tools he uses every day.

The conversation dives into the difference between being a boss and being a leader, why Matt still believes in getting into the field alongside his team, and how earning your employees’ respect can create a company people actually want to work for. Jeremiah and Matt also discuss how the “Amazon era” has changed customer expectations, creating an instant-gratification mentality that service businesses have to learn to manage.

They wrap up by going deep on battery-powered equipment, why Matt invested heavily into one Milwaukee platform, and how eliminating downtime, maintenance, and unnecessary complexity can make a major difference for a growing trades business. 

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