Office & People Operations Manager

Position Overview The Office & People Operations Manager owns two deeply connected domains at Oakland Leaf: people operations and administrative operations. On the people side, this means onboarding and offboarding, HR compliance, benefits coordination, personnel documentation, and Paycom administration. On the administrative side, this means contracts, vendor management, office systems, and the deadline and calendar tracking that keeps the organization running on time. When this role runs well, every staff member feels it. This is a full-ownership role, not a support function. The Office & People Operations Manager proactively identifies gaps, builds systems that prevent problems before they happen, and serves as the primary point of contact for staff navigating HR questions and processes. The right person brings both operational precision and genuine care for people, understanding that the systems they manage directly shape the day-to-day experience of every person who works at Oakland Leaf. Specific Duties & responsibilities People Operations & HR Compliance (40%) Own onboarding and offboarding logistics end-to-end ensuring every new hire enters Oakland Leaf with the paperwork, system access, orientation materials, and warm welcome they need to be set up for success from day one Maintain all personnel files and HR compliance systems including training completion tracking, certification verification, and documentation required for CDE compliance, workers comp, and benefits administration Coordinate benefits enrollment and changes, workers comp claims, and leave management serving as the staff-facing point of contact and the administrative liaison to Paycom and relevant vendors Coordinate performance management logistics including tracking review cycles, maintaining templates, and ensuring process consistency across the organization Proactively identify HR compliance gaps and surface them to the Director with proposed solutions, this role should prevent fires, not just respond to them Ensure onboarding and offboarding processes are consistent, equitable, and reflective of Oakland Leaf's values so every staff member's first and last experience with the organization is handled with care and professionalism Administrative Operations (30%) Manage contracts and document management systems including maintaining organized, accessible, and current files for all vendor agreements, partner MOUs, school district contracts, and organizational records Own office operations: supply management, equipment coordination, vendor relationships, and physical space upkeep ensuring the Oakland Leaf office functions smoothly and reflects the organization's values Support deadline tracking and calendar management for the Director of Finance & Administration including flagging upcoming compliance deadlines, reporting due dates, contract renewals, and insurance renewal windows before they become urgent Serve as the operational point of contact for program staff who need administrative support including routing requests appropriately, responding with accuracy and care, and escalating to the Director when needed Cross-Departmental HR Coordination (15%) Serve as the organizational connective tissue between Finance & Admin and Programs on all people-related systems ensuring new hires are set up correctly across HR, payroll, and program training simultaneously Partner with the Quality & Training Senior Manager to ensure the HR and program components of new hire orientation are sequenced, integrated, and not duplicative Surface patterns in HR and onboarding data that have cross-departmental implications bringing those observations to leadership with context and proposed responses Systems & Continuous Improvement (15%) Maintain and improve HR and administrative systems — including Paycom, EnrollWise, and related platforms — identifying inefficiencies and proposing improvements in partnership with the Director of Finance & Administration Contribute to the development and documentation of internal policies and procedures ensuring staff have clear, accessible guidance on HR and operational processes Conduct regular audits of personnel files, compliance records, and administrative systems to ensure accuracy and completeness Bring a continuous improvement mindset to this role: regularly ask what is working, what is breaking, and what the organization needs that does not yet exist and bring those observations to leadership with proposed solutions Additional duties may be assigned by the Director of Finance & Administration or Executive Director. Minimum Qualification