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Oregon Shakespeare Festival

Associate Director of Individual and Estate Giving

Oregon Shakespeare Festival, Ashland, Oregon, United States, 97520

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Help Us Build a Legacy! OSF is Hiring an

Associate Director of Individual and Estate Giving Location: Ashland, OR | Department: Development | Status: Full-Time

Are you a relationship-builder at heart and a strategist in action? Do you find joy in connecting generous people with inspiring missions-and guiding them to make a lasting impact? If you've answered yes, then we invite you to take center stage with us.

The

Oregon Shakespeare Festival (OSF)

is seeking an

Associate Director of Individual and Estate Giving

to help shape the future of our theatre by cultivating meaningful relationships with major donors and legacy supporters. Join a passionate team driving one of the nation's most beloved and historic theatre companies into its next chapter.

The Role You'll Play:

As the Associate Director of Individual and Estate Giving, you'll lead a critical part of OSF's $20M+ fundraising efforts, stewarding a portfolio of high-level donors and family foundations-including our

Century Circle ,

Artistic Director's Circle , and

Southampton Legacy Society . You'll champion both current and planned giving strategies, building a bridge between our donors' passions and OSF's enduring mission.

From personalized stewardship to visionary legacy planning, you'll create opportunities for donors to leave a profound and lasting mark on OSF's work.

What You'll Be Doing:

Major Gifts Strategy : Manage and grow a portfolio of ~120 major donors/prospects with giving capacity of $6K and up-through personalized cultivation, meetings, and correspondence. Planned Giving Leadership : Serve as the team's go-to expert for estate and legacy giving strategies, vehicles, and proposals. Lead OSF's planned giving program and steward the Southampton Society. Relationship Development : Foster strong connections with current and prospective donors through events, site visits, communications, and stewardship strategies. Collaborative Fundraising : Partner with teammates on high-level donor events, strategy sessions, and campaign planning to ensure a unified donor experience. Strategic Tracking : Maintain accurate records, reports, pledges, and donor actions using

Tessitura

or similar CRM platforms. Storytelling & Knowledge Sharing : Stay fluent in OSF's season offerings, core values, and IDEA (Inclusion, Diversity, Equity, Accessibility) work to engage donors authentically and effectively. Event Engagement : Represent OSF at key events, receptions, and performances-being both a face of the organization and a trusted contact for donors. You'll Thrive Here If You:

Have

5+ years

of experience in individual major gift fundraising and

2+ years

of planned giving expertise. Know how to build donor relationships that last and strategies that deliver. Communicate with confidence, grace, and genuine care-both in person and in writing. Are highly organized, detail-driven, and comfortable managing complex donor portfolios. Have experience with

Tessitura

or a comparable CRM, and are fluent in the Microsoft Office Suite. Thrive independently and in collaboration with a team. Carry a passion for OSF's mission and a strong ethical compass when it comes to donor confidentiality and stewardship. Bring a bachelor's degree and a lifelong learning mindset to your work. Bonus Points For:

A background in the arts or a personal passion for theatre. Experience creating compelling, high-level donor materials. A deep appreciation for storytelling, legacy, and impact. Why Join OSF?

You'll be part of a nationally recognized nonprofit arts organization that transforms lives through theatre. You'll contribute to the creation of world-class productions and programs rooted in community, inclusion, and equity. You'll work alongside a dedicated team of development professionals raising over $20M annually. You'll enjoy a beautiful, collaborative workplace in

Ashland, Oregon

with generous

benefits

and a shared commitment to creativity and excellence. Additional Details:

Hours : Some evenings/weekends required, especially during events. Occasional travel expected. Physical Requirements : Ability to sit, stand, walk for extended periods. Salary range:

$90,000 - $110,000

Equal Opportunity Employer This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.