Skip To Main Content

Director of Annual Giving

About Kents Hill

Kents Hill School is one of the oldest co-ed boarding schools in the country and will celebrate its bicentennial in 2024. Located on 400 beautiful acres in Maine, we bring boarding and day students together from across the world to engage in self-discovery and growth, both in and out of the classroom.

Diversity, equity, and belonging are integral to our community as we actively strive to be an anti-racist school through consistent and ongoing learning for all. Our caring and deeply engaged faculty members truly know each student, and because of that are able to create transformational experiences and be in their corner, all the time.

The academic curriculum ensures that students are prepared for anything by merging four dimensions of learning (knowledge, skills, character, and reflection) to balance academic rigor with strong support. Students also have the opportunity to explore their passions in athletics and the arts and develop leadership potential with over 30 different clubs and activities.

To learn more, visit

Position Overview

The Director of Annual Giving, reporting directly to the Senior Director of Advancement, is a key ambassador and liaison for Kents Hill playing a significant role in supporting the Kents Hill Fund and alumni relations programming while helping to achieve strategic goals and objectives. This position also helps to build alumni and parent engagement and giving and plays a lead role in coordinating messaging for various social media channels. 


  • Leads Kents Hill’s Annual Giving program to ensure that all current and proposed initiatives, processes, communications, events, etc. reinforce Kents Hill’s broad constituent engagement and philanthropic goals.  

  • Plans and executes the various components of the Kents Hill Fund towards annually increasing revenue and participation rates across key constituent groups, including alumni, trustees, parents, faculty/staff, and friends. 

  • Develops, coordinates, and implements strategies to engage Kents Hill’s constituent groups in programs and giving that helps advance the school and support students.  

  • Establish connections with current students – our future alumni – that introduce them to Kents Hill’s culture of engagement and philanthropy. 

  • Effectively use RaisersEdge to support relationship development activities with constituent groups to identify, cultivate, recruit, and steward prospective volunteers and donors.  

  • Participate in and, as needed, take the lead on content development and production activities for online and print materials including appeals, thank you letters, newsletters, and other advancement-related communications materials in coordination with the Admissions, Communications, and Marketing teams, as needed.

  • Assist with the management of day-to-day department planning and operations.  

  • Other duties as assigned by the Senior Director of Advancement, Chief Advancement Officer, or the Head of School. 

Qualifications and Requirements

  • Three-to-five years of combined experience with increasing responsibility in the field(s) of advancement, development, alumni, and/or public relations. 

  • Bachelor’s degree or equivalent work experience.

  • Demonstrated success in the areas of fundraising, member engagement, writing, and copy editing. 

  • Knowledge of current trends and issues around the philanthropic community, stakeholder engagement, and secondary education. 

  • A strong comfort level with soliciting contributions, and a proven ability to support clients or volunteers.

  • Adaptable to various fundraising environments, such as one-on-one meetings, group presentations, and addressing a variety of constituents.  

  • Excellent interpersonal, presentation, problem-solving, and communication skills – both written and oral. 

  • Raiser’s Edge or similar database experience.

  • Thrives in a goal-oriented, deadline-driven environment with a proven ability to adapt and manage multiple and changing priorities. 

  • Self-starter, deadline-driven, and able to adapt and manage multiple and changing priorities.

  • The ability to maintain confidentiality.  

  • The availability to travel and work evening and weekend hours.  

  • Ability to travel as needed, typically domestic. 

Benefits Include: medical, dental, life, short and long-term disability insurance, 403(b) matching retirement plan, vacation, sick time, and free tuition for dependent children.  

How to Apply: Please send a letter of interest and resume to

Kents Hill School is an Equal Opportunity Employer committed to maintaining a work and learning environment free from discrimination on the basis of race, color, religion, national origin, pregnancy, gender identity, sexual orientation, marital/civil union status, ancestry, place of birth, age, citizenship status, veteran status, political affiliation, genetic information or disability, as defined and required by state and federal laws. Additionally, we prohibit retaliation against individuals who oppose such discrimination and harassment or who participate in an equal opportunity investigation.