Landscape Maintenance Team Lead, Horticulture

Landscape Maintenance Team Lead, HorticultureLead Landscape Stewardship. Help Living Landscapes Thrive. About Reimagined RootsReimagined Roots is an ecological landscape design, build, and stewardship company based in West Boylston, Massachusetts. Our mission is to revolutionize the American grass lawn for a more resilient future. We create beautiful, functional outdoor spaces that improve soil health, support biodiversity, grow food, and reconnect people with the land. Our Landscape Stewardship services go beyond conventional maintenance. Guided by permaculture principles and organic land care, we help native gardens, edible landscapes, and established plant communities become healthier and more resilient over time. The OpportunityWe're hiring an experienced Landscape Maintenance Team Lead, Horticulture to lead our ecological Landscape Stewardship work across Central Massachusetts. This is a hands-on field leadership role for someone who understands plants, can organize a crew, and takes pride in thoughtful horticultural care. You'll oversee the maintenance and stewardship of native plant gardens, perennial beds, edible landscapes, pollinator habitats, and other ecologically managed properties. This isn't conventional lawn maintenance. We don't operate as a mow-and-blow landscaping company. Our work requires observation, plant knowledge, seasonal judgment, and respect for living systems. The goal is to keep landscapes beautiful while supporting healthy soil, biodiversity, and long-term ecological function. What You'll Do Lead Ecological Landscape StewardshipLead daily planting, pruning, weeding, mulching, watering, and seasonal garden care.Maintain native plant gardens, edible landscapes, perennial beds, and pollinator habitats.Identify desirable plants, weeds, invasive species, and common plant health concerns.Recognize signs of plant stress, pests, disease, drainage problems, and soil issues.Apply horticultural practices that support plant establishment, soil health, and biodiversity.Perform or oversee seasonal pruning, plant division, transplanting, and bed preparation.Support ecological spring and fall cleanups that balance appearance with habitat protection.Protect beneficial insects, overwintering habitat, soil structure, and client property. Lead the Crew & Field OperationsOrganize daily work plans, site priorities, tools, materials, and crew assignments.Lead by example through safe, efficient, high-quality horticultural work.Train crew members in plant identification, pruning, ecological maintenance, and proper tool use.Monitor productivity and inspect completed work for quality.Identify potential problems before they affect plant health, schedules, or client satisfaction.Maintain organized vehicles, equipment, and worksites. Communicate & DocumentServe as a professional on-site representative of Reimagined Roots.Communicate respectfully with clients and respond appropriately to questions.Document completed work, plant health observations, site conditions, and recommendations.Identify opportunities for additional ecological enhancements and communicate them to management.Escalate uncertain plant treatments, client requests, and scope changes before proceeding.Use company systems for time tracking, photos, job notes, and communication. What We're Looking For Required QualificationsProfessional experience in horticulture, landscape maintenance, fine gardening, or ecological landscaping.Strong plant identification skills, including familiarity with common New England landscape plants.Working knowledge of pruning, planting, mulching, soil care, and seasonal garden maintenance.Ability to recognize common plant health issues and make sound horticultural observations.Experience leading field work or coordinating a crew.Strong attention to quality, safety, efficiency, and client property.Ability to work independently and make thoughtful field decisions.Reliable transportation and ability to meet scheduled start times.Clear communication, organization, accountability, and attention to detail.Ability to lift and carry up to 50 pounds and perform physically demanding outdoor work. Preferred Qualifications2+ years of professional horticulture or landscape maintenance experience.Previous crew lead or supervisory experience.Knowledge of Massachusetts native plants, pollinator habitats, and invasive species.Experience with edible gardens, perennial landscapes, rain gardens, or ecological restoration.Familiarity with organic land care, permaculture, and regenerative practices.Experience with dormant-season pruning and invasive plant management.Massachusetts Certified Horticulturist or related credentials.Valid driver's license and ability to operate company vehicles.Relevant pesticide or applicator certification where required for assigned work.Experience using mobile field documentation software. What Success Looks LikeThe crew arrives prepared and completes scheduled stewardship work safely and efficiently.Plants receive appropriate care based on species, season, and site conditions.Properties are well maintained while supporting ecological function and habitat.Plant health concerns and client needs are identified and documented early.Crew members improve their horticultural knowledge and field skills.Clients trust our team because of consistent quality and professional communication. Schedule & Seasonal ExpectationsThis is a full-time, seasonal position, generally running from late March through early December. Our standard schedule is Tuesday through Friday, 6:30 AM–5:00 PM, with adjustments possible for weather and seasonal workload. From December through early April, scheduled stewardship work slows considerably. Winter opportunities may include:Dormant-season pruningInvasive plant managementEcological restoration projectsEquipment care and maintenanceTraining, planning, and special projects Winter hours are not guaranteed. Seasonal expectations and any potential winter work will be discussed during the hiring process. Compensation & Benefits$26–$35 per hour, based on horticultural experience, plant knowledge, leadership ability, quality of work, and independence. We provide:Company tools, trucks, trailers, and major equipmentField systems for scheduling, documentation, and communicationProfessional development assistance and educational resourcesOpportunities for advancement into greater stewardship leadershipHands-on experience with native plants, ecological restoration, and regenerative landscapingA mission-driven team committed to quality work and long-term ecological outcomes Paid time off and other applicable benefits will be explained during the hiring process. Eligibility may depend on seasonal hours and employment status. Who Thrives HereYou notice plants, ask good questions, and understand that every landscape has different needs.You're comfortable teaching others, giving clear direction, and taking responsibility for the quality of your team's work. You value thoughtful maintenance over unnecessary intervention and understand why pruning, soil care, weed management, and seasonal timing matter. Our values of Rooted in Resilience, Conscious Curiosity, Radical Candor, Zest, and Areté guide how we approach the work and support each other. You don't need to know every plant or ecological practice. You do need curiosity, sound judgment, and a willingness to keep learning. How to ApplyComplete our online application. Tell us about your horticultural experience, plant knowledge, leadership background, and interest in ecological Landscape Stewardship. Qualified candidates may be invited to participate in a phone screening, interview, and paid working interview or field trial. Care for the land. Lead with purpose. Help landscapes thrive.