The Trustees of Reservations

200 High St.
Boston, MA 02110

Date Posted:
August 13, 2019

Eastern Massachusetts



Director of Development and Annual Giving - Boston (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. 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.

Join Us.The Trustees of Reservations is at a defining moment in its history. Over the past few years we have grown annual revenues from $24 million to over $35 million and we are launching a $75 million comprehensive campaign to support, protect and enhance cultural resources in Massachusetts. To succeed we must connect with and mobilize a whole new generation and invite them to invest in our communities, our heritage, and our natural world.

The Opportunity.Reporting to the Chief of Development, the Director of Development and Annual Giving is responsible for leading three critical areas of the Development Department:

1. A comprehensive annual giving program. The Trustees’ Founders Circleis a highly segmented and multi-channeled annual leadership giving program that includes personalized solicitations, a high level of volunteer involvement, and the creation and execution of meaningful points of engagement for our donors. We hope the right candidate will be able to expand the Founders Circlefrom 1,000 members to 1,500 by the end of 2023.

2. A 500+ person Governance structure.The Trustees’ governance structure includes an Advisory Board of almost 60 dedicated individuals; a Chairman’s Council (group of retired former Board and Advisory Board members) of 100+; and a voting body of Corporate Trustees of more than 450 members. Governance members play an active role in The Trustees work, meeting for events and gatherings frequently throughout the year and all are expected to be members of our Founders Circleand consider participation in the Semper Virens Society.

3. A Planned Giving Program.The Trustees’ planned giving program, the Semper Virens Society, is a membership of over 250 individuals across the state. As part of our comprehensive strategic plan, we recently refreshed this program with new materials and a brochure and are seeking to increase membership.

Are you a match?This position requires superior communication and leadership skills, as well as the desire to be part of a team-oriented environment. Recent years have seen annual growth between 5-10% and there is tremendous opportunity for greater success.

As a senior manager within the department, this position will be present for Development Committee meetings as well as playing a role in helping to execute on goals of our strategic plan and comprehensive campaign working closely with colleagues, committee members and executives as needed. As a senior manager within the organization, this position will be present for Senior Management Team meetings.

Essential Functions & Skills.

  • Work closely with Chief of Development to build a strong, motivated and highly effective development department with an emphasis on quality, personalization, relationship management and growth. This is particularly true when it comes to building the next generation of high level supporters to The Trustees for the current Campaign.
  • Manage and lead all aspects of a $3.8+ million annual giving program; Develop an annual plan, and implement innovative strategies to meet and exceed revenue goals; Overall annual fund strategy, supervise and set goals for team; Manage Annual Fund Working Group, a team of donors who assist in all aspects of the Founders Circleprogram; Work with Annual Fund Working Group, development and campaign committees on prospecting/stewardship of annual fund donors; Solicit major gifts, annual fund renewals and increases from individuals; inspire staff around the state to help build the annual fund program; support Annual Fund Operations Manager who leads the execution of this work.
  • Work collaboratively with other Departments including marketing and finance as well as General Managers at Property level to ensure statewide promotion, coordination and tracking of Founders Circle.
  • Support Governance and Stewardship Manager in the creation and execution of all Governance activities including events, Nominating Committee, mailings and more; serve as additional staff liaison for Nominating Committee.
  • Support the Planned Giving Officer in their efforts to revamp the Planned Giving program at The Trustees; serve as additional staff liaison for Planned Giving Working Group.
  • Coordinate Founders Circle, Governance and Planned Giving Activities in unison; Report out on successes against department metrics.
  • Supervise a team of development staff members including:

1. Annual Fund Operations Manager
2. Governance and Stewardship Manager
3. Planned Giving Officer


  • Proven leader with exceptional management and customer service skills;
  • Articulate, with the ability to listen, write, and speak effectively;
  • Strategic, entrepreneurial problem solver;
  • Highly motivated self-starter who thrives in a fast-paced environment;
  • Ability to communicate through multiple levels of an organization, and to work collaboratively with colleagues, members, donors, and volunteers;
  • Detail oriented with the ability to plan and execute complex initiatives;
  • Ability to establish priorities and meet deadlines;
  • Ardent commitment to the mission of The Trustees.

Qualifications & Work Experience.

  • A bachelor’s degree and a minimum of 5-10 years in a fast-paced Development Office with demonstrated ability to manage a successful annual giving program
  • Experience with managing and mentoring development staff; setting and monitoring fundraising metrics;
  • A track record of leading volunteer committees to attain quantifiable goals;
  • Experience with Raiser’s Edge system a plus.


  • Medical, Dental and Vision insurance, with employer premium contributions ranging from 75% - 85% based on plan level.
  • Traditional and Roth 401K Retirement accounts available for employees to contribute to upon hire and a 5% employer match after one year of employment.
  • Three weeks of vacation time in the first year of employment, as well as 10 sick days, two personal days, 12 Holidays and one floating holiday per year. Four weeks of Paid Parental Leave following the birth or adoption of a child, after one year of employment.
  • Day of Service: employees take one regular work day per year to travel to another property to help with a specific project.
  • Day of Wonder: employees take one regular work day to explore a Trustees property.
  • Discounts and access to properties equivalent to a family membership to The Trustees

In addition to being an Equal Opportunity Employer, the Trustees of Reservations aims 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:
October 01, 2019
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.