Director of Philanthropy
Rolling Green Village
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Milwaukee, WI · Posted October 12, 2026
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About the job
Job Title: Director of Philanthropy
Location: Eastcastle Place Salary: 85,000+/ year Position Type: Full Time, exempt Schedule: Monday- Friday, with a Director on Call Rotation
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A Unique Opportunity for a Supported Transition
Unlike many leadership openings, this position offers the advantage of a planned succession. Our current Director of Philanthropy is preparing for retirement and will be available through the end of the year, providing the opportunity to learn existing programs, understand donor relationships, and gain valuable institutional knowledge.
We're looking for a leader who will build upon Eastcastle Place's legacy of generosity, strengthen meaningful relationships, and help shape the future of philanthropy within our community.
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Are you an experienced fundraising professional with a strong background in grant writing, public speaking, and building meaningful relationships? Do you enjoy connecting people with a mission, securing funding through compelling proposals, and inspiring others to make a difference? If so, Eastcastle Place would love to welcome you as our next Director of Philanthropy.
For over 140 years, Eastcastle Place has proudly served older adults, offering a continuum of care that promotes active and fulfilling lifestyles while respecting the dignity and independence of each resident. As a nonprofit organization, philanthropy plays an essential role in advancing our mission.
The Director of Philanthropy will lead our fundraising and development efforts, with an emphasis on grant writing, donor cultivation, public speaking, and community engagement. Reporting directly to the Executive Director, this position is ideal for a strategic, relationship-driven professional who can build upon established programs while identifying new opportunities for philanthropic growth.
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You'll Be Successful in This Role If You:
Enjoy researching funding opportunities and developing persuasive grant proposals.
Are a confident, engaging public speaker
Build genuine relationships and know the importance of thoughtful donor stewardship.
Have a passion for supporting older adults and strengthening the community.
Are comfortable making fundraising requests and representing an organization publicly.
Can honor established relationships and traditions while introducing fresh ideas.
Take ownership of your work and manage competing priorities with professionalism.
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What You Will Do:
Research funding opportunities and write, submit, and manage grant proposals.
Lead fundraising initiatives, including annual campaigns, major gifts, planned giving, and donor solicitations.
Cultivate relationships with donors, residents, families, foundations, and community partners.
Represent Eastcastle Place through public speaking, presentations, donor meetings, and community events.
Identify new funding sources and develop strategies to grow philanthropic support.
Plan and coordinate fundraising events, donor appreciation activities, and promotional materials.
Oversee the Treasure Chest program in partnership with the resident committee.
Collaborate with the Executive Director and Board Development Committee on fundraising strategies.
Maintain donor records, gift acknowledgments, and fundraising reports.
Manage departmental budgets and provide oversight to staff, as applicable.
Participate in the rotating Director-on-Call schedule, generally four weekends per year, with additional coverage as needed.
What You Will Bring:
Bachelor's degree in a related field.
5+ years of experience in fundraising, philanthropy, nonprofit development, or a related field.
Professional grant-writing experience, with proven success
Strong public speaking and presentation skills,
Excellent written communication, interpersonal, and relationship-building skills.
Experience with fundraising strategies and donor cultivation.
Strong organizational skills with the ability to manage multiple projects and deadlines.
Proficiency in Microsoft Office (Word, Excel, and PowerPoint).
Experience working with seniors or older adults, particularly in senior living or non-profit
Experience with major gifts, planned giving, and annual fundraising campaigns.
Experience collaborating with nonprofit boards or development committees.
Why You'll Love Us:
At Eastcastle Place, we foster a compassionate and supportive environment for both staff and residents, treating everyone with integrity, dignity, and respect. Our team consists of dedicated professionals who serve with enthusiasm and a commitment to quality.
As an Eastcastle Place employee, you will have access to the following benefits:
Health Insurance through
Dental and Vision Insurance
Life Insurance
Long-Term and Short-Term Disability
401(k) with matching after 1 year
Paid Time Off
Tuition Reimbursement through scholarships
Holiday Pay
Maternity Benefits
Health & Wellness Programs
Free surface parking and convenient bus line access
Discounted lunch/meal program
Free onsite fitness center and pool
Employee Rewards and Recognition program
DEI Statement:
We are committed to providing an inclusive environment that ensures the happiness and success of each of our staff members. We pride ourselves on hiring, training, and retaining a community of employees from various backgrounds, perspectives, and experiences.
EOE Statement:
Eastcastle Place is an equal opportunity employer. We hire without discrimination based on race, national origin, creed, gender, gender identity, sexual orientation, veteran status, disability, age, marital status, or other legally protected status.
Disclaimer Statement:
Eastcastle Place is a Senior Living and Health Services Facility. Applicants must be 18 years or older. Applicants who are offered a position are subject to a caregiver background check and drug screen. Flu shots are required within 30 days of starting during flu season. Further disclosure and authorization are provided during the interview process. With any questions or concerns, please contact our HR Department.