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Director of Maintenance

Green Leaf Groups is looking for someone who's not just looking for another operations role. We're looking for someone wanting an opportunity to design, optimize, and scale something that works—without constant intervention.

At Green Leaf Group, we’re not just maintaining landscapes—we’re building a high-performance operational engine across multiple markets. And we need someone who can architect that system.


Why This Role Exists

Our Branch Managers run the day-to-day, but someone has to ensure the entire system runs efficiently, predictably, and profitably across every branch

That’s where you come in.

  • Designing structure that drives performance
  • Creating accountability systems that sustain results
  • Optimizing operations across multiple locations
  • Turning data into strategic decisions

You won’t be micromanaging people—you’ll be building the framework that makes success repeatable.


What You’ll Own

You will lead maintenance operations across all branches by building and refining the systems that drive them:

  • Develop and execute regional operational strategy aligned with company goals
  • Analyze P&Ls and financial data to identify inefficiencies and improve margins
  • Create accountability structures for Branch Managers
  • Standardize and optimize processes across multiple markets
  • Ensure contract retention and revenue growth through structured oversight
  • Build training systems and performance metrics that scale
  • Drive technology adoption
  • Optimize capital allocation, fleet usage, and bulk purchasing strategies
  • Establish operational rhythms (weekly meetings, reporting cadence, KPI tracking)
  • Partner with executive leadership to execute strategic initiatives

What Makes You a Fit

This role is built for someone who:

  • Thinks in systems, not tasks
  • Naturally identifies inefficiencies and fixes them at the root
  • Prefers structure, logic, and data
  • Builds processes that don’t rely on constant supervision
  • Is comfortable making high-level decisions with long-term impact
  • Holds others accountable through clear expectations and measurable outcomes
  • Values precision, control, and scalability

You don’t just want things to work—you want them to work the right way, every time.


Your Background

  • 5–7+ years leading landscape maintenance operations at the branch level or above
  • Strong experience with financial management (P&Ls, budgeting, forecasting)
  • Proven ability to develop leaders and improve performance through structure
  • Bachelor’s degree (or equivalent experience)
  • Comfortable traveling every month
  • Experience with operational software systems (Aspire preferred)
  • NC Landscape Contractor License (or ability to obtain)

Benefits:

  • 401K plan with matching
  • Paid Time Off
  • Company Paid Life Insurance
  • Leadership development & training programs
  • Supplemental Life Insurance available
  • Comprehensive Medical, Dental, Vision Insurance
  • Profit Sharing
  • Weekly Pay
  • A people-first culture that values every team member


Flexible work from home options available.

Environmental Enhancements - Sterling

22311 Shaw Rd, Sterling, VA, 20166
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