Description

Trinity Valley School (TVS) seeks an organized, relationship-driven Director of Annual Giving and Parent Relations to lead the growth and evolution of our Annual Fund and deepen meaningful engagement with current parents and families. Reporting to the Chief Advancement Officer, this role is central to advancing a culture of philanthropy, partnership, and trust between the School and its community.

This is a hands-on role for someone who loves the craft of fundraising and excels at execution. You'll manage the day-to-day operations of the Annual Fund—drafting appeals, coordinating volunteers, tracking progress, building donor relationships, and ensuring every detail supports our goals. You'll work closely with the Chief Advancement Officer to execute a thoughtful, data-informed strategy designed to grow revenue, increase participation, and expand leadership-level giving.

The right person for this role is someone who is highly organized, relational, and motivated by results. You're comfortable asking for money, skilled at building trust with parent leaders, and energized by the mix of relationship-building and operational work that makes an annual fund successful. You bring good ideas and strategic thinking, but you're equally committed to rolling up your sleeves and getting things done.

This is an exciting moment to join TVS. The School is strong and mission-centered, our Head of School values advancement deeply, and our parent body is engaged and generous. There's a real opportunity to grow leadership giving, strengthen donor engagement, and help build a more robust culture of philanthropy.

What You’ll Do

Annual Giving Strategy & Execution

• Manage the design and day-to-day execution of a comprehensive Annual Fund program for parents, alumni, grandparents, faculty/staff and friends of the School.
• Implement a segmented, multi-channel solicitation plan, including direct mail, email, digital campaigns, peer-to-peer outreach, and personal solicitations.
• Draft compelling appeals, donor communications, and stewardship materials in collaboration with the Chief Advancement Officer.
• Personally manage a select portfolio of leadership annual fund donors and prospects ($1,000+) and conduct approximately 4-6 strategic donor conversations per month.
• Recruit, train, and support parent volunteers to serve as peer ambassadors and advocates for the Annual Fund.
• Oversee the Annual Fund calendar, appeal schedule, and volunteer coordination.

Donor Engagement

• Build and maintain strong relationships with current and prospective donors, with a focus on retention, upgrades, and leadership-level giving.
• Conduct outreach to new families and emerging prospects to introduce them to the culture of giving at TVS.
• Coordinate recognition efforts for donor societies including the Astra Society and 1959 Club.

Reporting, Data & Performance Tracking

• Maintain accurate records and dashboards to track revenue, participation, retention, and progress toward goals.
• Provide regular performance updates to the Chief Advancement Officer and contribute to board-level reporting.
• Work closely with Advancement Services to ensure timely and accurate gift processing, acknowledgment, and data integrity.
• Analyze donor trends and participation data to inform outreach and segmentation.

Parents’ Club (PC) Liaison

• Serve as the primary Advancement liaison to Parents' Club leadership, attending meetings and fostering a strong, collaborative partnership.
• Provide guidance and support to align Parents' Club fundraising efforts with institutional priorities and Advancement goals.
• Maintain a visible, relationship-centered presence within the parent community.
   

Who You Are

You bring at least five years of progressive nonprofit fundraising experience, ideally in an independent school, higher education, healthcare, arts organization, or other mission-driven setting. You have a proven track record in annual giving, donor relations, and achieving measurable results.

Beyond the technical skills, you are:

• Highly organized and detail-oriented. You manage multiple projects, deadlines, and relationships with ease and follow through on commitments.
• Relational and politically savvy. You build trust easily, navigate complex dynamics with grace, and know how to engage parent leaders authentically.
• Comfortable asking for money. You see fundraising as an invitation to partnership and are confident in making the ask.
• Execution-focused with good instincts. You're thoughtful about your work, contribute ideas, and understand the "why" behind what you're doing—but you're motivated by getting things done.
• Emotionally intelligent and adaptable. You stay calm and focused under pressure, bring a sense of humor to your work, and thrive in environments that require flexibility.
• Collaborative and team-oriented. You work well with others, communicate openly, and are committed to building trust through quality work and results.
• Deeply mission-aligned. You believe in the power of education and are energized by TVS's values and vision.
• Committed to growth. You're curious, reflective, and always learning.

Requirements

What You'll Need

• Bachelor's degree
• At least five years of progressive nonprofit fundraising experience, with demonstrated success in annual giving
• Proficiency with technology, including Google Suite, Canva, and Raiser's Edge or comparable CRM systems
• Strong verbal and written communication skills, including public speaking and persuasive writing
• Excellent organizational, analytical, and project management abilities
• Sound judgment, reliability, self-awareness, and a commitment to ethical decision-making
• Flexibility to work some evenings and weekends as required, and occasional travel