Assistant Director of Leadership Giving

Masters School | Flexible (Dobbs Ferry or Westchester County), New York


ABOUT MASTERS: The Masters School ( is a premier coed day and boarding school that engages 5th – 12th grade students with a challenging academic program in a welcoming learning environment. Located on 96 picturesque acres overlooking the Hudson River, The Masters School community takes advantage of both its access to the tri-state area and its proximity to the rich cultural and educational magnet that is New York City. Students benefit from the resources, diversity and activities of Masters 7-day campus and accessible, talented faculty and staff. From our exceptional academics and outstanding visual and performing arts program to our championship athletic teams, the Masters learning experience prepares students for success in college, career and life.

MISSION: The Masters School celebrates active participation, deep understanding, and meaningful connection. A community of diverse individuals, we gather to learn, to strive, to dare, to do – to be a power for good in the world.

Job Summary

The Masters School seeks to hire an enthusiastic and highly motivated professional to serve as an Assistant Director of Leadership Giving in its Advancement Office.

SUMMARY: As the School embarks upon the most significant capital campaign in its history, the Assistant Director of Leadership Giving will play a key role in the School's frontline fundraising program and the development of an engaged and supportive donor pipeline. As an outgrowth of the School’s 2015-2020 Strategic Plan, the Board of Trustees has identified key areas of support for faculty, students, programs and physical plant over the next several years. This follows the successful completion of a campaign for the Fonseca Center for Athletics and Arts, the School’s most ambitious facilities project to date. The Advancement Office and the School leadership are committed to continuing the upward trajectory of The Masters School and its fundraising program and look forward to welcoming an experienced and collaborative Assistant Director of Leadership Giving to its fundraising team. The Assistant Director of Leadership Giving will understand the unique history of Masters and be able to make a compelling case for its current strategic priorities. The Assistant Director of Leadership Giving will report to and work closely with the Director of Development and Engagement Programs and manage a portfolio of approximately 150-200 major gift prospects. S/he must be able to work collaboratively with faculty, staff, administrators, trustees and other volunteers to appropriately qualify, cultivate, solicit and steward the most philanthropically capable constituents. The Assistant Director of Leadership Giving will work closely with colleagues in the Advancement Office, the Board of Trustees, the Alumnae/i Association Board, and faculty to help donors fulfill their passions and interests through their giving to The Masters School. They will develop a keen understanding of the School’s 140-year history and traditions, and develop creative and meaningful ways to connect constituents with the School’s mission. This position will require extensive local, national and occasionally international travel, as well as attendance at a number of on- and off-campus events throughout the year.

Reports To

Director of Development and Engagement Programs


  • Develop donor-focused strategies to manage a portfolio of 150-200 leadership alumni, parent, friend, and select foundation prospects;
  • Research and qualify new prospective donors to set individual goals based on their giving history and potential;
  • Work collaboratively with staff, faculty, and volunteers to develop and execute personalized engagement, solicitation and stewardship strategies for major gift donors, to include planned giving components;
  • Prepare fundraising proposals for individual donor prospects and foundations;
  • Update and maintain moves management pipeline for assigned prospects;
  • Report regularly to the Director of Development and Engagement Programs, Board of Trustees and other leadership on the status of the pipeline, individual strategies, portfolio activity and performance;
  • Travel as needed nationally and internationally;
  • Additionally related duties as assigned.


  • Appreciation and understanding of The Masters School mission and values and the ability to articulate them clearly and authentically;
  • Minimum of 3-5 years fundraising experience with demonstrated success raising five- and six-figure gifts;
  • Demonstrated experience building, maintaining and cultivating long-term relationships with major-gift level donors;
  • Ability to take initiative and a creative, thoughtful approach to prospect management;
  • Experience and solid working knowledge of planned giving vehicles;
  • Excellent verbal and communication skills, with a careful attention to detail;
  • Strong organizational and planning skills;
  • Proficiency with digital presentations, Microsoft Office Suite of products, and Raiser's Edge;
  • Bachelor’s degree;
  • Valid driver's license and passport;
  • Experience working at an educational institution or similar is a plus.


Commesnurate with experience

How to Apply

To apply, please submit a letter of interest explaining why you would succeed in this position, your resume, 3 references, salary requirements and, optionally, any examples of your work to via email to (Adobe® PDF format preferred). Please include “Assistant Director of Leadership Giving” in the subject line and identify how you heard about this posting. Application Deadline: December 15, 2017.

This position announcement is intended to describe the general nature and level of work being performed by employees assigned to this job title and the education and skills required. This is not intended to be a complete list of all responsibilities, duties, and skills that are required or may be required in the future.

Masters School