Director of Development

Director of DevelopmentChicago Run empowers thousands of Chicago's young people, from Pre-K through high school, with access to running and physical activity programs. Our programs meet young people where they are, partnering with schools and community organizations to provide regular opportunities for trauma-informed and non-competitive physical activity. Through these partnerships, we use the power of sport to improve academic performance, positive relationships, social-emotional skills, and physical and mental health. Each year, Chicago Run reaches thousands of youth participants through partnerships with Chicago Public Schools, community organizations, and parks. We focus our work in historically disinvested communities on the South and West sides. By partnering with stakeholders deeply rooted in these communities, we reach more young people and deepen our impact. We offer customized programs designed to meet the needs of each student and community:Striders (Pre-K to 2nd grade): High-quality physical activity breaks using games that develop vital gross motor skillsChicago Runners (3rd-5th grade): Physical activity breaks that promote well-being and improve classroom concentrationRunning Mates (Middle & High School): Running and physical activity to improve social and emotional well-being in an inclusive, non-competitive environment where students work toward completing a local 5K while building positive self-image, setting goals, and developing relationships with peers and mentorsLACE Up! (Leadership, Action, Community, Endurance): A work-based learning program that trains students to serve as leaders, mentors, and coaches for current Chicago Run participantsSummary of the role: Chicago Run seeks a strategic, dynamic, and accomplished development leader to accelerate our philanthropic growth and institutional sustainability. As the funding landscape shifts, the Director of Development will lead the charge in diversifying revenue streams and expanding our donor base to support the thousands of students we serve across Chicago. Reporting to the Executive Director, this senior leader will serve as a key architect of our fundraising operations. You will partner closely with the Board of Directors to cultivate high-level donor relationships, attract major gifts, and recruit board members with significant fundraising reach. This role requires a "builder" mindset—someone who can thoughtfully design and rapidly execute strategies while providing high-level oversight to a team of fractional and contractual professionals. This is a pivotal moment for Chicago Run. We are looking for an accomplished professional with a track record of transforming development programs, engaging donors through meaningful program-led experiences, and positioning organizations for long-term, scalable impact.Responsibilities:Establish fundraising priorities and performance metrics in collaboration with leadership to achieve annual revenue targets of $1.5M–$1.8M.Design and execute multi-year strategies for donor acquisition, retention, and stewardship across all levels, including major gifts, grants, and government funding.Lead the creation of comprehensive donor stewardship programs, including recognition activities and cultivation events, ensuring integration with program leadership for authentic engagementPrepare and support the Executive Director for high-stakes solicitations while collaborating with communications staff to translate program outcomes into compelling narratives for donors and foundations.Ensure all donor strategies, grant proposals, and cultivation plans are deeply rooted in Chicago Run's mission and current program data.Regularly participate in school visits, community runs, and program events to maintain up-to-date knowledge and provide donors with "front-line" insights.Act as the primary development liaison for the Executive Director and Board; hold leadership accountable for fundraising goals and 100% board giving participation.Support board recruitment by identifying prospects with significant fundraising reach and influence.Educate and guide board members on fundraising best practices, donor engagement, and solicitation techniquesCultivate and maintain high-level relationships with foundation and corporate partners.Oversee the end-to-end grant process, from identification and alignment with organizational priorities to compliance and reporting.Partner with Finance & Operations staff to prepare materials for annual and funder-specific audits.Manage fractional and contractual staff, including CRM support, researchers, grant writers, and event coordinators.Maintain protocols for database management (CRM), gift processing, and financial reconciliation to ensure accurate reporting and data-driven decision-making.Manage the development budget, ensuring cost-effective resource allocation and ROIProvide vision for signature events—including the 2028 20th Anniversary Gala—ensuring they meet revenue targets and deepen donor engagement.Drive the growth and success of Team Chicago Run, the organization's signature endurance fundraising program; oversee athlete recruitment, provide high-touch fundraising support for participants, and manage relationships with major partnersOversee annual fund campaigns and direct mail programs to maintain a healthy donor pipeline.Supervise event contractors and evaluate event ROI to recommend strategic pivots for future growth.Qualifications:Bachelor's degree and at least five to seven years of progressively responsible fundraising experience, including individual giving, annual fund, major gifts, foundation relations, as priorities. Special event experience a bonus.Ongoing commitment to professional learning—staying informed about trends in fundraising, nonprofit practice, technologies, and Chicago's philanthropic and civic landscape is a must.Exceptional written and verbal communication skills.Strong organizational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.Experience with CRM systems and database management; Neon experience is a plus.Proficiency with Microsoft Office including advanced Excel skills.Ability to build strong relationships with diverse stakeholders, including donors, program partners, board members, and youth.Working Conditions:This job operates in a professional office environment. This is a full-time position, and standard hours of work and days are Monday through Friday, 9AM to 5PM. Occasional evening and weekend work is required as job duties demandThis role is primarily office-based, but some local travel required. There are opportunities for flexibility and occasional remote workChicago Run is committed to being an equal opportunity organization, and providing employment opportunities regardless of identity, including race, color, national origin, religion, gender identity, sexual orientation, age, disability status, or veteran statusIndividuals who are members of Chicago Run's priority communities (Austin, Greater Garfield Park, Lawndale, Englewood, Auburn Gresham) are encouraged to applyCompensation and Benefits:This is a full-time, exempt position with a competitive salary commensurate with experience. Chicago Run offers a comprehensive benefits package including health insurance, retirement plan, professional development opportunities, and generous paid time off. The position requires some evening and weekend hours for events and donor meetings. Local travel to program sites and donor meetings is expected.Our Commitment - Chicago Run is an equal opportunity employer. We're committed to building a diverse team and providing employment opportunities regardless of race, color, national origin, religion, gender identity, sexual orientation, age, disability status, or veteran status. Why Join Chicago Run? This is an opportunity to join a dedicated, mission-driven team deeply committed to impact. As a smaller, flexible organization, we offer you the unique ability to innovate rapidly within the youth development and public health space, turning bold ideas into action. You will be instrumental in fueling the strategic growth that ensures Chicago Run's mission continues to expand its reach and deepen its vital impact across the city. More than just expanding numbers, you will help us cultivate deep, meaningful connections with the communities and youth we serve, fostering trust and ensuring our programs are truly responsive to their needs. If you are ready to champion a cause that is changing lives and embrace the flexibility and innovation that comes with being a nimble organization, we invite you to help us run toward a brighter future for young people in Chicago.