The Trustees of Reservations

200 High St.
Boston, MA 02110


Date Posted:
April 06, 2021

Western Massachusetts



Seasonal Guest Services & Enterprise Associates - Stockbridge, MA


The Opportunity.

Guest Services/Enterprise Associates perform the essential function of welcoming all guests to Naumkeag. They inform guests of the various tours and programs available that day while helping to orient the guests to the property. Associates guide guests to events, site routes, parking, location of bathrooms and other amenities, such as Concessions and Museum Shop, etc.

They are crucial as ambassadors of The Trustees, introducing each guest to the many benefits of membership, with a focus on increasing membership sales for the site.

When not assigned to Admissions/Guest Services, Associates may be assigned to Enterprise Zones to sell Concession refreshments, Museum Shop merchandise, Plant Sale merchandise, and/or Memberships.

In This Role You Will:

  • Welcome each guest to Naumkeag.

  • Provide wayfinding guidance to guests and answer general questions.

  • Promote the mission of The Trustees by describing member benefits and selling memberships.

  • Review the available tours/programs and provide excellent customer service in terms of history, tours, policies of the site, etc.

  • Operate Shopify POS system to sell merchandise/refreshments.

  • Operate ACME Ticketing system in order to sell tickets and memberships.

  • Able to provide general knowledge of items being sold in Enterprise zones.

  • Maintain Concessions and General Supplies. This includes but is not limited to: restocking and maintaining inventory as needed and alerting Manager as to inventory levels.

  • Clean and help maintain Concessions, Stock Room, Public Bathrooms, and other public spaces as needed, including emptying trash and recycling bins.



  • 1-3 years of previous retail or guest services experience preferred, but not mandatory.


  • Able to provide respectful, exceptional customer service to all guests with a friendly, courteous, and confident demeanor.

  • Able to learn and use POS and Ticketing systems, handle cash, and make credit card sales.

  • Able to handle multiple tasks and unexpected situations in a calm manner.

  • Reliable and punctual.

  • Willingness to address needs and interests of all visitors.

  • Willing to conform to Trustees Staff Dress Code when site is open to the public.

  • Team-oriented, with a professional, positive attitude towards all staff, volunteers, and guests.

  • Able to commit to the position for the entire season (April through mid-January).

  • Availability to work at least one day each weekend and some evenings.

  • Available to work some holidays.

Working Conditions:

This position requires the ability to stand and walk for long periods of time, climb steep inclines and multiple flights of stairs, as well as working indoors and outdoors in inclement, hot, and cold weather conditions.

This is a seasonal, non-exempt, hourly paid position, with an optimal start date in mid-April. This position is based in Stockbridge, 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:
June 01, 2021
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.