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Lead Steward

The Trustees of Reservations
CompanyThe Trustees of Reservations
CategoryOperations & Admin
LocationWindsor
RemoteOn-site (inferred)
EmploymentFull-time
LevelLead
SalaryNot stated by the employer
Posted11 May 2026
Last verified30 Jul 2026
SourceEmployer career page (workable)
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Description
Who We Are: Founded in 1891 by a group of visionary volunteers, The Trustees of Reservations (The Trustees) is Massachusetts’ premier conservation and preservation organization. The Trustees preserves, for public use and enjoyment, properties of exceptional scenic, historic, and ecological value in Massachusetts. Our properties are open to all, and we thrive by involving as many people as possible in all that we do. We aim to protect special places for future generations to enjoy in perpetuity and have helped protect more than 50,000 acres, including 27,000+ acres on more than 120 reservations that are open to the public. As a non-profit conservation organization, we are funded and supported entirely by our visitors, supporters, volunteers, and our 100,000 Member households. We encourage you to learn more about The Trustees on our website,  www.thetrustees.org .  Posting Information: Hourly Rate:  $29.44 - $37.68 New hires are placed in the range between $30.28 - $33.65 to allow for an equitable starting salary process and continual salary growth during an employee's time at The Trustees. Hours per week:  40  Job Classification: Full-Time, Nonexempt  Job Location Type:  Onsite  Location:  Based in Windsor, MA and Stockbridge, MA offices, with stewardship responsibilities focused on Notchview and our northern Berkshire properties.  What You’ll Do: Your Impact:  Collaborate on the implementation of seasonal maintenance programs, including trail grooming and maintenance for Nordic skiing, groundskeeping, landscaping, mowing; tree and shrub care; and invasive species management including herbicide application.  Coordinate team management initiatives, ensuring stewardship staff, seasonal employees, and volunteers are effectively trained, motivated, and supported in their roles.  Facilitate open communication and foster a collaborative work environment to maximize team performance and morale.  Assist in the management of programming and engagement operations, including an understanding and ability to manage the ski rental program and season pass administration when necessary.  Support the organization and mobilization of the volunteer rescue team for enhanced visitor safety and emergency response.  Welcome and engage the public, providing information, assistance, and a friendly atmosphere that highlights our property’s offerings and the mission of The Trustees.  Perform building maintenance and custodial cleaning, both interior and exterior, including light carpentry, plumbing/drainage, electrical, painting, and masonry work as needed.  Operate and maintain equipment such as tractors, groomers, snowplows, ATVs, and other vehicles essential for year-round property operations.  Supervise and support stewardship staff, seasonal employees, and volunteers, providing training, guidance, and leadership for projects and daily operations.  Coordinate with specialist teams (trails, buildings & structures, and ecology) as needed to advance stewardship and conservation initiatives at Notchview.  Ensure exceptional visitor experience and safety by maintaining clear wayfinding signage, clean and functional facilities, and regular safety inspections and risk management protocols.  Assist with budget and workplan development, oversee special projects, and foster volunteer engagement opportunities in partnership with the Stewardship Manager.  Support special events, recreation programs, and public engagement activities that highlight our region’s offerings and the mission of The Trustees.  Serve as a representative of The Trustees to visitors, donors, community me
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Lead Steward — The Trustees of Reservations · Job Opportunities API