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Reimagined Roots is seeking an experienced Landscape Maintenance Team Lead to guide a small crew through ecological landscape stewardship projects across Central Massachusetts. This is a hands-on field leadership role for someone who understands plants, can organize a crew, recognize landscape health issues, and deliver consistent, high-quality work with minimal oversight.
You will lead daily landscape maintenance and stewardship activities, including planting, pruning, weeding, mulching, soil
Reimagined Roots
Posted On Oct 19, 2026
Fine Gardener Fine Gardener/Horticulturist Horticultural Landscape Installation Team Horticulturalist/Enhancement Supervisor Landscape: Fine Gardener & Installer Landscape Maintenance Foreman Maintenance Crew Leader
2+ years of professional horticulture, landscape maintenance, gardening, or related field experience preferred
Experience leading a crew or taking ownership of field work preferred
Strong plant identification skills and ability to recognize common plant health issues, pests, diseases, and invasive species
Experience with pruning, planting, weeding, mulching, bed preparation, and seasonal landscape care
Understanding of soil health, native plants, and ecological landscape management
Ability to organize daily tasks, anticipate tools and materials, and maintain quality with minimal oversight
Strong attention to safety, detail, efficiency, and client property
Clear, respectful communication with crew members, clients, and leadership
Honest, coachable, organized, and comfortable giving and receiving direct feedback
Valid driver's license, reliable transportation, and ability to perform physically demanding outdoor work
Genuine interest in Reimagined Roots' ecological and regenerative approach to landscaping
We are hiring an experienced Landscape Maintenance Team Lead to guide a small crew through ecological landscape stewardship projects across Central Massachusetts. This is a hands‑on field leadership role for someone who understands plants, can organize a crew, recognize landscape health issues, and deliver consistent, high-quality work with minimal oversight.
You will lead daily landscape maintenance and stewardship activities, including planting, pruning, weeding, mulching, soil care, seasonal cleanups, invasive plant management, plant health monitoring, equipment readiness, quality control, daily documentation, and professional client communication.
Your job is to turn stewardship plans into thoughtful, efficient field work. That means preparing the crew, understanding what each landscape needs, protecting desirable plants and soil health, identifying problems before they become larger issues, and ensuring every property receives the care it deserves.
This is not a conventional mow‑and‑blow maintenance role. We are looking for someone who takes pride in horticultural craftsmanship, understands that landscapes are living systems, and wants to help native gardens, edible landscapes, and ecological habitats thrive over time.
You do not need to know everything. You do need to be honest, coachable, organized, safety minded, and genuinely interested in Reimagined Roots' mission of replacing conventional lawns with abundant ecosystems full of food, medicine, native plants, biodiversity, and function.
$28–$38 per hour, based on demonstrated horticultural knowledge, leadership experience, quality of work, and ability to manage a crew independently.
Seasonal full‑time position, with the primary field season running from late March through early December. Winter work may be available depending on weather, workload, and qualifications, including winter pruning, invasive plant management, ecological restoration, equipment care, and training. Winter hours are not guaranteed.
We provide company tools, trucks, trailers, and major equipment needed for the work, along with opportunities for professional development, advancement, and access to educational resources around ecology, horticulture, plants, personal development, and ecological landscape stewardship.
Paid time off and other benefit eligibility will be discussed during the hiring process and may depend on seasonal hours and employment status.
Reimagined Roots is an ecological landscape design, build, and stewardship company based in West Boylston, Massachusetts, serving Central Massachusetts. We create beautiful, functional landscapes that replace conventional lawns with resilient ecosystems of native plants, food, medicine, biodiversity, and habitat. Our work combines landscape construction, horticulture, permaculture, and regenerative design with a strong focus on craftsmanship, soil health, and long‑term landscape resilience.