The Trustees of Reservations

200 High St.
Boston, MA 02110


Date Posted:
April 05, 2021

Eastern Massachusetts



Engagement Educator - Southborough, MA


The Opportunity.

The Engagement Educator (the position) is responsible for planning, marketing, managing and/or execution of a robust year-round schedule of Chestnut Hill Farm programming targeted to children and families, educators and outdoor enthusiasts. Programming includes but is not limited to pre-school through high school programs including field trips, workshops, and events; school vacation, homeschool and after-school programs; weekend family events; self-guided experiences; and seasonal festivals, celebrations, and weekends. Events and programming are farm-based or nature-based; a significant amount of programming occurs outdoors. The educator will help increase awareness of Chestnut Hill Farm and the Trustees in the area and achieve participation and revenue goals.

The position reports to the Charles River Valley portfolio director and partners with stewardship, agriculture, and other engagement staffers in the CRV, as well as staff based at Chestnut Hill Farm. The position liaises with Trustees central team members including but not limited to staffers from marketing, engagement programming, agriculture, retail, finance, and administration. The position is full-time with benefits.

In This Role You Will:

  • Manage the development, execution, and financial growth of over 100 nature-based and farm-based programs.

  • Collaborate with portfolio director, engagement manager, agriculture team and stewardship to create an annual programming plan within guidelines provided by the engagement programming central team and portfolio director

  • Collaborate with statewide team of educators and engagement managers.

  • Employ best practices, safety protocols, compliance with state and local regulations, including accurate record keeping on Trustees Sharepoint platform

  • Establish curriculum for educational programming and content for other family activities including event flow, supplies, set-up, break-down, food and beverage, permitting, music, vendors, and roles for other Trustees staff members (stewardship, ag, etc.)

  • Write program descriptions, input to event kiosk, monitor website for accuracy and needed updates

  • Promote programs on social media and other digital and traditional marketing platforms to deliver maximum attendance. Responsible for social media for Chestnut Hill Farm programming.

  • Partner with engagement programming and marketing central teams to develop outreach including but not limited to website, social media, print, public relations

  • Manage program registration and data collection for over 100 programs

  • Meet deadlines of all financial reporting per Finance department policies.

  • Effectively and accurately develop and manage program budget(s) to deliver against established financial targets

  • Ensure all curriculum, including crafts, lesson plans and supporting materials are stored and regularly updated on Trustees Sharepoint platform

  • Lead the development of new interpretive materials and experiential activities including signage and children’s installations.

  • Train, manage and schedule event assistants to support programming. Assist in identifying and recruiting event assistants

  • Nurture a team of program volunteers including recruitment in partnership with central volunteer resources team, training, and recognition

  • Integrate programming schedules and information in Sharepoint, Outlook and other platforms as needed to insure clear communication

  • Collaborate with portfolio director to develop and manage other youth programming including scouts, school field trips, etc. Liaise and assist in training of seasonal staff to run these programs where necessary

  • Assist in planning of all other major farm events including Friday Farm Dinners, Fall Fun at the Farm weekends, festivals, seasonal celebrations and more

  • Educate visitors about The Trustees mission and value of membership; sell memberships onsite using Acme software. Serve as an ambassador for the Trustees and CRV properties when interfacing with visitors

  • Keep event, programming and workspaces organized, clean and orderly to deliver a positive visitor experience

  • Other duties as assigned with or without accommodation.


Minimum Requirements:

  • Bachelor’s Degree in education, environmental studies, animal science or other relevant course of studies.

  • Three or more years of professional experience in outdoor, farm-based or nature-based education and/or programming.

  • Proven experience in program development, marketing, staffing and budget management.

  • Experience planning, facilitating and executing large special events including managing vendor relationships, partnerships and volunteer support.

  • Farm experience including working with farm animals, vegetable crop production and/or a basic understanding of a working livestock/vegetable farm.

  • Experience developing and conducting site-based interpretive, educational or recreational programming.

  • Experience developing unique experiential, inquiry-driven curriculum that meets Massachusetts Curriculum Framework standards.


  • Ability to develop experiential nature-based and farm-based curriculum consistent with the tone of the properties and mission of the Trustees

  • Outgoing, friendly, enthusiastic; must enjoy working with the public, particularly children and families

  • Staff management experience including hiring, mentoring, training, performance management and evaluation

  • Ability to lead, inspire, motivate, and work cooperatively and harmoniously with fellow employees, volunteers, and the public

  • Experience or a background working within natural or farm settings, nature education, ecology, and farm animals

  • Excellent written and verbal communication

  • Highly organized, exceptional attention to detail

  • Positive and creative attitude; strong problem-solving ability, unflappable, ability to adjust course easily

  • Articulate, confident and calm when confronted by uncooperative visitors and when handling emergencies

  • Comfortable working both independently and as part of a team

  • Committed to the mission of the Trustees

  • Committed to an outstanding visitor experience and sharing the excitement of Powisset Farm and Rocky Woods

  • Available to work weekends, holidays, and some evenings

  • CPR, First Aid, ServeSafe and Tips certifications desirable


  • Background check required

Working Conditions:

  • Variable outdoor weather conditions.

  • Ability to lift 40 pounds required.

  • The position requires a significant amount of outdoor work in variable weather and work with a variety of farm animals

Compensation and Benefits:

  • This is a full-time position with benefits, based at Chestnut Hill Farm in Southborough, MA.

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:
May 31, 2021
$45,000 - $70,000
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.