Managing Director of Development

Managing Director Of Development

City Year Chicago is seeking a skilled fundraising professional with an entrepreneurial mindset to be the Managing Director of Development. The ideal candidate is an ambitious and sophisticated forward-thinker, communicator, and equity-driven fundraising professional who thrives in roles that require them to be strategic, creative, and collaborative. Reporting to the Executive Director, as a member of the site's Executive Leadership Team, the Managing Director of Development (MDD) will lead a team of 5 development professionals to manage and implement the fundraising strategy for the Chicago office.

This person is responsible for developing and implementing the Development strategy for City Year Chicago to raise and sustain at least $3.75M from the private sector in FY27 and grow annually. The MDD will develop and execute strategic, diversified development plans to raise funds through grant writing, individual giving, and institutional partners, such as corporations and foundations. A focus on establishing multi-year contributions, identifying new funding sources and management of ongoing donors will be expected.

The ideal candidate is an initiative-taking problem-solver and strategic thinker who is committed to helping advance educational equity by developing leaders and supporting students in Chicago's most under-resourced schools. The salary range for this role is $145K - $165K annually, commensurate with experience.

Fundraising Strategy:

• In partnership with the Executive Director and the City Year Chicago's Board and Development team, leverage and enhance the site's existing Development plan to implement a strategic and diversified fundraising plan that meets the current goal of raising $3.75M from the private sector and anticipates future needs and growth objectives.
• In partnership with the Executive Director, develop, implement, and monitor short- and long-term fundraising strategies aligned with the organization's multi-year site plan, translating organizational vision and programmatic priorities into actionable, multi-year plans that support sustainable growth and measurable impact, with a goal of reaching $6M in annual fundraising.
• Partner with the Executive Director to develop and execute a tailored fundraising and engagement strategy for the Executive Director's portfolio, ensuring effective cultivation, solicitation, and stewardship of high-priority donors and prospects.
• Collaborate with leadership to translate organizational vision into actionable fundraising initiatives, ensuring sustainability, scalability, and measurable impact over time. Developing strategies to identify new individual supporters, fully leverage existing relationships, increase multi-year commitments, and maintain or elevate current commitments.
• Develop strategies to identify and secure partnerships with corporations and foundations that reflect their marketing and business needs as well as philanthropic and community engagement goals.
• Implement a high-quality stewardship program that engages, recognizes, and thanks supporters to strengthen their relationship with the organization.

People Management & Team Leadership:

• Hire, lead, and retain a team of 5 development professionals.
• Directly supervise the Director of Corporate Partnerships, Director of Individual Giving, Director of Foundations and Grants, and the Senior Manager of Development Operations. Support ongoing coaching, career growth, and professional development for department staff.

Relationship Cultivation and Fundraising Management:

• Build meaningful relationships that result in securing both monetary and in-kind multi-year support for City Year Chicago.
• Able to grow a transactional relationship into a transformational relationship.
• Oversee and support Corporate Partnerships and Major Gifts Development fundraising efforts.
• Serve as a public representative of the organization, including cultivating relationships with community members, including prospective gift givers in order to build awareness of and commitment to City Year Chicago's work.
• Maintain oversight over all fundraising activities including major…