The Trustees of Reservations

200 High St.
Boston, MA 02110

Date Posted:
July 17, 2019

Eastern Massachusetts



Major Gifts Officer - Boston (year-round, full-time)


The Opportunity. Reporting to the Chief of Development and Volunteers, The Trustees are seeking a Major Gifts Officer (internally known as the Associate Director of Philanthropy) who can build on the highest standards of traditional fundraising, while also encompassing new trends in philanthropy and innovation to generate annual giving support, major gifts, and legacies. The Associate Director of Philanthropy is responsible for securing annual leadership support (gifts of $25,000+) in the range of $1 million per year, as well as increasing annual fund gifts, creating new giving society members and securing new legacies from a portfolio of approximately 150 names including new prospects. This position will focus on existing and potential donors who live north of Boston, particularly on Massachusetts' North Shore.

This position will work closely with the other members of the Major Gifts and Annual Fund team at The Trustees as well as the Chief of Development, Program Heads, and the President on existing donors, but would also be expected to cultivate an individual portfolio of donors and new prospects. The Associate Director of Philanthropy will possess a strong appreciation for the work of The Trustees, as well as an entrepreneurial spirit that will be applied to discovering new leadership prospects while engaging current donors and increasing their philanthropic support of The Trustees.

Are you a match? The position requires a strategic, energetic, and highly motivated development professional with a proven track record in fundraising. Competitive candidates will demonstrate superior communication and social skills, as well as the desire to be part of a team-oriented environment. Successful candidates will have 5+ years of development experience with demonstrated success in major gifts, planned giving and annual fund solicitations. An understanding of the North Shore philanthropic community is a plus.

The Team. The Trustees’ annual operating budget is approximately $32 million, $14 million of which is derived through philanthropy. The Development Department oversees corporate, foundation, and government grants, as well as annual giving, major gift and campaign initiatives, legacy giving, stewardship, advancement services, and governance.As a member of the Development Department, you will join a team-oriented group of passionate professionals who care about the mission of The Trustees.

To support The Trustees 5-year strategic plan, the Development Department is investing in several new senior positions that will help transform and enhance the way the organization relates to and engages with its supporters and attracts a whole new generation of donors who embrace the organization, not just for its mission but because it represents a fundamental aspect of their daily lives.

Essential Functions

  • Maintain and Deepen Current Relationships: Maximize support from the Trustee’s pool of individual donors to achieve annual goals. With the support and counsel of the Chief of Development and Volunteers, the Associate Director of Philanthropy will develop and deploy effective solicitation strategies as well as steward donors throughout the major giving process.

  • Maintain a personal portfolio of 150 major gift prospects capable. Build over time to secure $1mm of gifts annually. The Associate Director of Philanthropy will compile this information in a donor portfolio and emphasize gifts of $25,000 or greater.

  • The Associate Director of Philanthropy must always be well prepared for prospect and donor meetings without exception. Sometimes the Associate Director of Philanthropy will benefit from the support of the Development Research, Analysis, and Strategy Manager. Other times the Associate Director of Philanthropy will need to plan for and execute their own prospect research. Our team places significant emphasis and pride in our preparation and candidates should consider this prior to applying.

  • Work collaboratively and seamlessly with the Annual Giving, Governance, and Development Services team. The Associate Director of Philanthropy will work closely will this sub-team to provide seamless development strategy and execution of annual fund, major gifts, and legacies.

  • Raise $750,000 in year one with the Trustees (September 1st 2019 to September 1st, 2020).

  • Work collaboratively and seamlessly with all Trustees teammates to strategically and entrepreneurially solve problems and achieve goals. If/when issues do arise, employ professional communication standards with teammates when working towards a resolution.

  • Achieve and maintain the highest standards of relationship management and reporting.

  • Plan and execute strategies and campaigns to achieve fundraising targets.

  • Collaborate with the President and others to strengthen existing relationships with major donors.

  • Identify, qualify, cultivate, solicit, and steward new individual donor prospects.

  • Strong writing, public speaking, creative event planning, and strategic thinking.

  • A demonstrated track record of creating meaningful points of engagement for donors.


Minimum Requirements:

  • 5 + years of fundraising and campaign experience.

  • Proven front line fundraiser with experience developing a portfolio, preferably in an organization with a conservation mission and a track record of securing 6 figure gifts.

  • Articulate, strategic, entrepreneurial, problem solver with a proven ability to listen, write and speak effectively.

  • Highly motivated self-starter who thrives in a fast-paced environment and management experience with multiple reports within the development department.

  • Ability to communicate through multiple levels of an organization, and to work collaboratively.

  • Excellent strategic thinking and strong analytical skills.


  • 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:
September 11, 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.