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Applying for Position:
Hillbrook School,
Los Gatos, CA

This opening calls for specific administration qualifications set by the school.

Associate Director of Development - 2020-21

Hillbrook School is seeking a dynamic and motivated advancement professional who can support the school’s annual giving program and alumni relations. The Associate Director of Development would have primary oversight of alumni relations and advancement events, and would provide organizational and strategic support for all annual fundraising activities. The Associate Director of Development would also serve as the primary liaison to the Hillbrook School Parent Council for Advancement events and programs. The Associate Director of Development reports to the Director of Advancement.

Hillbrook School is a co-ed, junior kindergarten–8th grade independent school located on 14 acres of oak woodland in Los Gatos, CA. Founded in 1935, Hillbrook School remains deeply connected to its historical roots as a school where children are known, learning is authentic and active, and success is measured one child at a time. During the past 85 years, we have grown and evolved from a small boarding school serving wards of the state to one of the leading independent schools in the Bay Area, and yet our vision remains the same—to inspire children to achieve their dreams and reach beyond themselves to make a difference in the world. Our talented faculty delivers a program that provides 385 students with a unique blend of challenging and engaging academics, visual and performing arts, physical and health education, passion-driven projects, and opportunities to serve and partner with others in our community.

As noted in our recently rewritten Statement of Inclusivity, Hillbrook is an intentionally diverse community that strives to reflect the extraordinary diversity of Silicon Valley, believing that educational excellence and equity depend on the creation of a diverse and inclusive community where all people feel a full sense of membership. We invite you to join us in developing culturally competent students and building an educational institution committed to social justice. We foster wide-ranging opportunities for all employees to engage in work that furthers these goals, from personal dialogues that help us understand different perspectives to pedagogical training designed to support equity- minded instruction. Ultimately, we hope that this work helps all of our constituents - employees, students, and families - be more empathetic, globally-minded, and justice-oriented.

A highly collaborative community, Hillbrook constituents use the following norms to guide our communication with each other:

  • Assume good will
  • Come from your own experience
  • Be more curious than certain
  • Hold yourself and others capable

Our commitment to these principles make it possible for us to partner meaningfully, disagree respectfully, and lean into conversations that are both challenging and generative.


  • Oversee the school’s annual giving program (Annual Fund, Benefit, other fundraising events) in close collaboration with the Director of Advancement
  • Assume primary oversight of the school’s Annual Benefit, planning and implementing logistics, soliciting and coordinating auction item donations, and providing counsel and support to parent volunteers
  • Support the development and implementation of a comprehensive donor solicitation program, including coordinating and implementing donor cultivation and recognition events, such as the Head’s Circle Reception, the Friends Circle reception, and Grandparents/Special Friends Day
  • Develop, support and manage the school’s alumni group
  • Maintain database of annual grant makers (prospects and donors), including individuals, corporations, and foundations that can be used for all Hillbrook fundraising campaigns and activities
  • Serve as the primary liaison to the Hillbrook School Parent Council for Advancement events and programs
  • Reports to the Director of Advancement



  • Minimum of 3 years of experience as a development professional
  • Excellent interpersonal, written and verbal communication skills to articulate and explain complex issues to senior staff and trustees responsible for making informed and effective strategic decisions
  • Strong passion for the role and the school, and an understanding of how the position supports the school’s ability to meet its mission and vision every day
  • Natural networking instincts that make one adept at building and nurturing relationships with all types of constituent groups
  • Possess an entrepreneurial spirit with the ability to think strategically and creatively
  • Ability to work in a collegial, collaborative environment and to develop the necessary trust and credibility to work with the Director of Advancement, Head of School, Board of Trustees, colleagues, and parents
  • A growth mindset, active sense of humor, warm personality, and excellent organizational skills
  • Proficiency in Microsoft Office Suite, Google Suite, and utilizing fundraising database software
  • Advanced degree preferred


Salaries are competitive. Benefits include medical, dental, vision coverage, student loan pay down, and a comprehensive listing of additional benefits; ample retirement planning with TIAA-CREF; a generous holiday schedule; access to and support with the latest state-of-the-art education technology; and a strong commitment to engaging and personalized professional development.

Hillbrook School is an equal opportunity employer. Opportunities are open to all individuals without regard to race, religion, national origin, gender, sexual orientation, marital status, age, or handicap.

CalWest and our partner schools are unable to respond to all applicants.

Candidates may be submitted to multiple positions during their time with CalWest. Also, candidates may not be chosen to move forward in the search they initially expressed interest in pursuing.

Our client schools make the final decisions.

Deciding to Apply

At minimum, applicants should have:

About CalWest Educators Placement

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If you have questions about the qualifications to apply, please contact us at mysearch@calwesteducators.com.