The Trustees of Reservations

200 High St.
Boston, MA 02110


Date Posted:
March 02, 2021




Up-Island Steward - Martha's Vineyard


The Opportunity.

The Trustees is seeking an Up-Island Steward on Martha’s Vineyard to serve as a critical team leader, using their customer service experience to help ensure every aspect of the public’s visit to Long Point, The FARM Institute, Menemsha Hills and the Brickyard and the Vineyard Haven office is positive and enjoyable, using their stewardship experience to carefully manage the land and buildings and their business savvy to support revenue growth across the operation. This position reports to the Martha’s Vineyard Stewardship Manager and works closely with the Islands Director.

The Up-Island Steward will work closely with the Martha’s Vineyard Stewardship Manager to oversee the day-to-day operations at Long Point and will work collaboratively with the Engagement Manager and ecology team in doing so. The Up-Island Steward will hire and manage seasonal gate, ranger and retail/rental staff at Long Point. In addition to Long Point, the Up-Island Steward is responsible for year-round stewardship of all up-island Trustees’ properties including but not limited to, Long Point, Menemsha Hills Reservation, the Brickyard, and the Vineyard Haven Islands’ Office. These diverse properties include barrier beach, old-growth forest, and coastal grasslands habitats, maintenance and storage outbuildings, as well as the Brickyard, an industrial archaeological site adjacent to Menemsha Hills. Items below are the responsibility of the Up-Island Steward; however, some execution may be delegated to seasonal staff when appropriate.

In This Role You Will:

  • Community Management

    • Work closely with regional volunteer coordinator to recruit volunteers as resource monitors, visitor survey collectors, and other general service volunteers.

    • Support coastal engagement team to implement engagement strategies intended to communicate to beach visitors what is at stake at Long Point, and the coast more generally, as sea level rises.

    • In coordination with the MV Stewardship Manager, communicate with local stakeholders such as community associations and town boards to foster positive relationships, keep them abreast of projects, and generally share the work of the Trustees.

  • Operations and Administration

    • In consultation with the MV Stewardship Manager, implement strategies to grow the retail and rental offer at Long Point.

    • Implement strategies that result in membership recruitment growth annually.

    • Implement strategies to grow summer visitation annually.

    • Ensure proper daily opening and closing of beach at Long Point.

    • In coordination with MV Stewardship Manager, Hire, or support the hiring, of all seasonal positions.

    • Oversee staffing at Long Point admission gate.

    • Carefully monitor traffic flow onto the property. Ensure that parking patterns are carefully managed.

    • Oversee financial records and procedures, employee records, and payroll for beach employees. Develop and maintain staff schedules.

    • Reconcile beach admission receipts and prepare deposits at Long Point.

    • Commanding knowledge of the point-of-sale system and related procedures.

    • Ensure that beach facilities and infrastructure are safe and well maintained. Coordinate maintenance and cleaning.

    • Establish open communication and collaboration with the local responders, including but not limited to the Harbormaster, Shellfish Constable, Police, and Fire.

    • Assist as needed in providing coverage and support to all areas of beach operation.

    • Help create a positive and productive work environment for all employees.

  • Visitor engagement

    • Model and foster an atmosphere that recognizes the importance of Long Point as a unique opportunity to connect visitors with the work of The Trustees. Consider employees as advocates and ambassadors for the property and the organization at home and in their community.

    • Develop and implement strategies to meet or exceed weekly membership recruitment goals.

    • With the Islands Engagement staff, develop content and lead training with year -round and seasonal staff on visitor engagement and membership recruitment.

    • Monitor and coach staff routinely on their performance to ensure positive visitor interactions, correcting behaviors as necessary.

    • Communicate with the public about beach/parking conditions using Twitter and social media.

    • Maintain excellent records on visitor attendance.

    • In collaboration with the Engagement Manager, facilitate visitor survey collection and implement changes to incorporate suggestions where appropriate. Maintain a 95% or above visitor satisfaction rating.

  • Enterprise

    • Oversee the retail and rental operation to maximize sales and visitor satisfaction.

  • Property stewardship

    • Oversee and perform the stewardship, preservation and maintenance of the properties’ historic, cultural and ecological resources in accordance with organizational guidelines.

    • Facilitate and carry out general maintenance of structures.

    • Work closely with ecology team to ensure protection of beach natural resources and functions.

    • Work with the ecology team to ensure that beach activities and guest/staff behaviors are in full compliance with Endangered and Threatened species protection program guidelines.

    • Maintain a safe and functioning parking areas and trail systems across up-island properties.

    • During fall, winter, and spring seasons, carry out routine stewardship activities across up-island properties including snow removal, and major storm preparation and response.

  • Other duties as assigned with or without accommodation.


Education and Experience:

  • College degree in Environmental Studies or Recreation is preferred.

  • Experience or educational equivalent in the development and management of enterprises.


  • Strong leadership and at least 5 years of supervisory experience in a Recreational Management or another natural resource field, hospitality, or related setting.

  • Exceptionally strong customer service and communication skills.

  • Capable of effectively handling high-pressure situations.

  • Strong computer skills, some knowledge of point-of-sale systems, and a general aptitude for technology.

  • A quick and independent learner, able to pick up things on the job and quickly adapt to new situations.

  • An eye for detail, as well as the ability to look at the ‘big picture’ and be able to guide staff and beach towards a common goal.

  • Additional experience/background in the following areas is a plus: travel/tourism, service industry, teambuilding, and outdoor facilities.


  • Must have a valid license and be able to meet Trustees Driving Policy requirements.

  • Evening, weekend, and some holiday work is required.

  • Access to a vehicle is necessary.

  • Chainsaw and basic carpentry skill desirable.

  • Two years of supervisory experience in a service industry or customer-facing role.

  • CPR and First Aid training preferred, training provided

Organizational Relationships/Scope:

  • Reports directly to the Martha’s Vineyard Stewardship Manager; has multiple direct reports

Working Conditions:

  • Variable outdoor weather conditions.

  • Ability to lift 40 pounds consistently required.

  • Ability to be on feet up to 10 hours per day.

About The Trustees

The Trustees is one of Massachusetts’ largest non-profits and the nation’s first conservation and preservation organization. Today, the places we care about are going fast, and the forces undermining them, including climate change, are moving faster.?Our passion is to protect and share with everyone the irreplaceable natural and cultural treasures under our care.?We are funded and supported entirely by our visitors, supporters, volunteers, and more than 60,000 member households.


The Trustees has been featured in the Top 100 Women-Led Organizations in Massachusetts for six consecutive years.


In addition to being an Equal Opportunity Employer, The Trustees aims to create a thriving, inclusive workplace that values each member of its team. We aspire to reflect and effectively serve the residents and communities of Massachusetts who are at the core of our mission.


The Trustees is a signer of the Boston Women’s Workforce Council and a Member of the Boston College Center for Work and Family.

We kindly request that you do not call to inquire about the status of your application. Those candidates chosen for interviews will be contacted.

How To Apply:
Please apply online via The Trustees website linked here.
Apply by:
April 27, 2021
$33,000 - $63,000
About this Organization:
The Trustees of Reservations is one of Massachusetts’ largest non-profits and the nation’s first conservation and preservation organization. We preserve and protect places of natural, scenic and historic beauty and hold these “reservations” in “trust” for public use and enjoyment. Our passion is to improve the quality of life in the Commonwealth, using our properties and their many programs as a powerful and compelling platform to engage more residents and visitors in our mission-driven work. We believe in protecting the irreplaceable forever, for everyone.  Today, we care for 117 special reservations -- from beaches to farms, gardens and historic sites – within minutes of every resident. Funded and supported entirely by our nearly 2 million visitors and supporters, and more than 60,000 member households, we invite you to find your place.