Breaking the Cycle Special Initiatives Senior Fellow - Dept. of Homelessness and Supportive Housing (TEX 0932 Manager IV) at City and County of San Francisco — NeverHard

Job Description The San Francisco Department of Homelessness and Supportive Housing seeks a Special Initiatives – Senior Fellow to accelerate high-impact initiatives under the Mayor’s Breaking the Cycle agenda, focused specifically on homelessness response systems change. The Senior Fellow will translate policy priorities into actionable program designs across prevention, shelter, transitional housing, and Permanent Supportive Housing (PSH). Core work includes collaborating with the Department of Public Health to transform PSH care delivery models, designing Moving On 2.0 interventions to increase system flow, shaping recovery-oriented housing models, and developing policy aligned with City Breaking the Cycle goals. Essential Duties and Responsibilities (non-exhaustive) Strategic and Operational Problem Solving Drive collaboration with Department of Public Health (DPH) to transform PSH care delivery models and advance integrated systems-of-care goals. Support development of Moving On 2.0 including operational workflows, relocation pathways, and implementation planning. Develop recovery-oriented housing concepts and support evaluation of PSH site conversions and transitional housing pilots. Identify structural barriers across prevention, shelter, and housing programs and propose programmatic solutions aligned with Breaking the Cycle priorities. Support pilot projects and proof-of-concept initiatives that test new operational approaches across the homelessness response system. Develop policy and make decisions around program planning and allocation of resources. Data, Analysis, and Systems Design Use qualitative and quantitative inputs (e.g., program performance trends, frontline feedback) to identify risks and opportunities. Prepare strategic analyses and decision-support materials to guide mayoral and departmental leadership. Stakeholder Management & Relationship Building Coordinate across HSH, DPH, and other departments and City partners to align and negotiate strategy with implementation realities. Organize planning sessions, facilitate cross-agency working groups, and track progress against key milestones. Prepare executive briefings, presentations, and materials that communicate complex initiatives clearly to diverse stakeholders. Supervise and direct the work of the 1824 Breaking the Cycle Prevention Fellow. Learning & Exposure The Senior Fellow will gain direct exposure to mayoral decision-making, applied experience implementing complex homelessness system initiatives, and opportunities to build leadership and operational execution skills within a large public system.