The Trustees of Reservations

200 High St.
Boston, MA 02110

Date Posted:
November 26, 2019

Eastern Massachusetts



Director of Recreational Enterprises (year-round, full-time)


What We Do. The Trustees of Reservations is one of Massachusetts’ largest non-profits and the nation’s first conservation and preservation organization. Our passion is to protect and share the irreplaceable natural and cultural treasures under our care. A visionary nonprofit with a 127-year history and $40 million annual budget, the Trustees is trend-setting and ambitious in its mission to activate and enliven iconic places for public benefit. This is a time of growth and momentum for The Trustees, and engaging families and youth with art, nature, recreation and the outdoors are a key priority.

Summary of Position:

The Trustees seeks a Director of Recreational Enterprises to serve as an inspirational team leader by using their customer service experience to help ensure every aspect of the guest experience at our recreational enterprise sites – Dunes Edge Campground, Tully Lake Campground, Rocky Woods, Field Farm and Notchview Reservation – is both positive and enjoyable. By using their strong business acumen it is expected they will grow revenue, improve the operational efficiencies, and improve the operating margin of each site. The individual will report to the Vice President of Natural and Agricultural Properties, and work with Director of Business Operations, Director of Enterprise Partnerships, Central and Program functions to ensure excellence in guest and employee relations, marketing and growth in key performance indicators, risk management, internal financial and operational controls, and budget development and management.

Essential Functions:

Strategic Management:

  • Inspires and motivates site based teams to achieve operational excellence.
  • Communicates a clear and consistent message regarding organizational goals.
  • Creates an engaging visitor experience at each recreational site with an audience engagement plan that grows the involvement of members, volunteers and visitors in The Trustees mission.
  • Achieves year over year revenue growth by developing and executing strategies to increase occupancy, offer consistency across sites (food, beverage, retail and rental).
  • Works with Finance and HR to determine efficiencies in operation and staffing
  • Works collaboratively with Marketing and Communications to develop digital and print marketing/advertising to drive performance.
  • Develops and implements strategies that result in year over year on-site membership growth and fosters a culture of membership.
  • Creates an occupancy target and goal, which is understood and embraced by all staff. This target is reported on and monitored by the Director.
  • Ensures excellent recruitment, training, management, and recognition of staff and volunteers.

Business and Financial Performance Management:

  • Creates, implements, and delivers business plans to grow each recreational enterprise site.
  • Sets and achieves financial targets, including stretch goals, and ensures their delivery.
  • Oversees the management of gate, gift shop, enterprise, rentals and other visitor amenities.
  • Creates and monitors regular reporting for achievement and improvement.


  • Recruits and hires site managers (seasonal and/or full-time) and supports the hiring of all support staff positions.
  • Creates standard operating procedures for all sites which are used when training staff.
  • Models and fosters employee engagement to provide excellent guest services, correcting behaviors as necessary.
  • Develops and leads training for staff on visitor engagement and membership recruitment.
  • Sets goals and expectations for direct reports and conducts regular performance reviews.
  • Holds staff accountable for successful performance in a positive manner.

Property Stewardship:

  • Ensures properties and associated facilities and systems are functioning, safe and contribute to a positive guest experience.
  • Ensures the stewardship and resource care of all aspects of the natural, capital and structural resources of the sites

Other duties as assigned with or without accommodation.


Minimum Requirements:

Education, Skills and Experience:

  • Bachelor’s degree preferred in business, hospitality or related field
  • A minimum of 5 years of leadership and business management experience
  • Proven record as a successful leader and effective communicator with measurable results in all key financial, revenue generation, guest and employee relation benchmarks
  • Background in hospitality, business and audience development, customer service or visitor experience is critical; exceptionally strong customer service and communication skills a must
  • Ability to motivate team to provide best-in-class visitor experience
  • Demonstrated experience with visitor experience, volunteers, public programming and engagement, enterprise development, business strategy and planning
  • Budgeting and financial management experience
  • Marketing and social media experience
  • Entrepreneurial spirit, flexibility and a sense of humor a must
  • Strong computer skills, knowledge of point-of-sale systems, and a general aptitude for technology
  • A quick and independent learner, able to learn and adapt quickly to new situations
  • An eye for detail, as well as the ability to see the ‘big picture’ and be able to guide staff towards a common goal
  • Excellent communication and writing skills, including public presentations

Organizational Relationship & Property Portfolio:

  • Reporting to the Vice President, Natural and Agricultural Properties and is a member of the Trustees’ Senior Management Team.
  • 5 direct reports, approximately 15 regular staff and a host of seasonal employees.


This is a full-time, year-round position averaging 40 hours per week, including many weekends, nights and holidays, to be scheduled to accommodate seasonal programs and events.

Benefits & Salary:

The Trustees offers a competitive salary and benefits package, including medical, dental, and vision insurance, life and disability insurance, flexible spending accounts, vacation, sick and personal time, as well as the option to participate in our 401(k) plan. We also offer the opportunity to be part of a dedicated team across the Commonwealth who love the outdoors, who love the distinctive history of New England, and who believe in celebrating and protecting our special places, for everyone, forever.


  • Must have a valid license, able to meet Trustees Driving Policy requirements, and comfortable driving across the state
  • Evening, weekend, and some holiday work is required
  • Access to a vehicle is necessary

Working Conditions:

Properties are located across the state from Provincetown to Williamstown. The position will require a significant amount of travel between locations.

Please Note: The above statements are intended to describe the general nature and level of work being performed by employees assigned to this classification. They are not intended to be construed as an exhaustive list of all responsibilities, duties and skills required of employees assigned to this position

About The Trustees of Reservations:

The Trustees is an organization with a fascinating past and an exciting future. Our places are open to all and we thrive by involving as many people as possible in what we do. Founded in 1891, by a group of visionary volunteers, we preserve, for public use and enjoyment, properties of exceptional scenic, historic, and ecological value in Massachusetts and work to protect special places across the state. We have helped protect more than 50,000 acres, including 26,000+ acres on 118 reservations that are all open to the public. We are a nonprofit conservation organization funded and supported entirely by our visitors, supporters, volunteers, and more than 60,000 member households.

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

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:
January 15, 2020
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.