Chief of Staff

Role Overview

• Serve as the CEO’s chief operational advisor and execution lead across all non-programmatic functions
• Translate strategic priorities into operational plans, timelines, and accountability structures
• Ensure alignment and coordination across administrative, educational, clinical, and support functions
• Act with delegated authority to resolve cross-functional issues and remove operational barriers
• Provide executive oversight of organizational compliance with CARF, DESE, DMH, and other applicable regulatory and accreditation bodies
• Ensure organization-wide readiness for audits, site visits, licensure reviews, and accreditation surveys
• Coordinate cross-functional compliance efforts across programs, Human Resources, Facilities, and Information Technology
• Monitor regulatory changes and translate requirements into operational policies, procedures, and internal controls
• Oversee enterprise risk management, incident response coordination, and corrective action planning
• Provide executive oversight of facilities operations, including maintenance, safety, accessibility, space utilization, and vendor management
• Ensure compliance with OSHA, ADA, fire code, and local safety requirements
• Lead emergency preparedness planning related to physical environments
• Oversee facilities planning for renovations, expansions, and capital improvement projects
• Provide executive oversight of organizational technology systems and infrastructure
• Ensure cybersecurity, data privacy, system reliability, and regulatory compliance
• Guide technology strategy, system improvements, and process automation initiatives
• Coordinate staff access, training, and vendor-managed IT services
• Provide executive-level oversight of all Human Resources functions, including compliance, employee relations, performance management, and workforce planning
• Ensure adherence to federal, state, and local employment laws and internal policies
• Support compensation strategy, leadership development, succession planning, and organizational design
• Serve as the executive escalation point for complex or sensitive HR matters
• Lead organization-wide initiatives related to operational improvement, accreditation readiness, and infrastructure development
• Strengthening workflows, documentation, and internal systems to improve consistency, accountability, and scalability
• Monitor organizational performance and proactively escalate risks or barriers
• Support preparation of Board agendas, packets, dashboards, and follow-up actions
• Coordinate cross-functional reporting for funders, auditors, and external stakeholders
• Support partnerships, grants, and external relationships as directed by the CEO
• Model Sherwood values of inclusion, safety, dignity, and person-centered service
• Promote accountability, continuous improvement, and data-informed decision-making
• Support initiatives that strengthen employee engagement, retention, and organizational health

Requirements

• Bachelor’s degree in Business, Public Administration, Nonprofit Management, Human Resources, Education, or related field
• 5+ years progressive leadership experience, including enterprise-level operational oversight
• Demonstrated experience managing people, systems, and infrastructure in a regulated environment
• Strong understanding of compliance, risk management, and organizational governance
• Excellent project management, communication, and analytical skills

Tech Stack

• Cyber Security

Benefits

• N/A