In this episode , we have John Lobevero, owner-operator of John’s Tree Service & Landscaping in New York, to dive deep into the realities of building and scaling a successful tree service business.

John shares his real-world journey—from starting out as a teenager doing lawn work and tree jobs, to growing a multi-crew operation supported by high-end, productivity-driven equipment. He opens up about the early hustle years, the lessons learned from working for other companies, and the pivotal decision to go out on his own.

The conversation covers what truly drives long-term growth in the tree service industry, including hiring and retaining the right people, setting clear expectations for crews, maintaining high standards for cleanup and professionalism, and using systems like SingleOps to streamline estimating, scheduling, and operations. John also explains why pricing correctly, investing wisely in equipment, and ensuring sales reps have real field experience are critical to profitability and customer satisfaction.

If you own or are thinking about starting a tree service business, this episode is packed with honest insights, practical advice, and proven strategies you can apply immediately to grow smarter, work more efficiently, and build a stronger operation.

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