Chief of Staff

Chief of Staff JobID: 5159 Position Type: District Administration & SupportDate Posted: 10/13/2026Location: Jubilee Academies District Office, San Antonio, TXDate Available: ASAP Closing Date: Until Filled Additional Information: Show/HidePosition Hours: 223 workdays, occasional extended hours for board meetings, emergencies, and eventsLength of Term/Employment: 223 workdays / At-WillReports to: SuperintendentPosition Type: Senior Leadership / ExecutivePosition MissionThe Chief of Staff to the Superintendent serves as a strategic advisor and operational engine to the Superintendent, driving organizational excellence, cross-regional alignment, human capital strategy, and district-wide accountability across Jubilee Academies. This position leads high-priority strategic initiatives, oversees executive office operations, manages staffing ratios and planning conversations, and provides strategic direction and system-wide accountability for student enrollment growth, marketing, talent operations, and family engagement initiatives across all regions.Position Minimum QualificationsExperience:Minimum of 57+ years of progressive leadership experience in charter school networks, school district central offices, or complex educational/non-profit organizations.Preferred experience in Human Resources (HR) and Talent Management, including talent acquisition, organizational design, workforce strategy, or personnel planning.Proven success leading cross-functional teams, managing complex projects, overseeing staffing models, and driving strategic growth or enrollment initiatives across multi-region networks.Knowledge:Deep understanding of charter school governance, multi-regional operations, workforce planning/staffing allocation models, human resources best practices, and student recruitment pipelines.Job Duties/Responsibilities1. Strategic Advisory & Executive GovernanceExecutive Liaison: Serve as a key advisor to the Superintendent, translating organizational vision into actionable strategy across district office teams and campus leaders.Strategic Priority Execution: Drive annual strategic priorities across the district, using operational dashboards, trackers, and accountability metrics to monitor, track, and accelerate progress toward key goals.Board Support: Direct the preparation and alignment of executive presentations, board packets, policy recommendations, and strategic memos/executive summaries for internal and external stakeholders.Cabinet Support: Facilitate C-Cabinet meetings and drive executive meeting cadence to support Superintendent priorities. Lead decision tracking, ensure follow-through on next steps, and hold leaders accountable to closing out commitments.2. Operational Support & Cross-Functional AlignmentCross-Regional Alignment: Serve as the primary connector across central office departments and regional campus leadership to break down operational silos and ensure consistent execution.Special Projects Management: Lead high-stakes, district-wide operational initiatives, crisis/emergency communications coordination, and organization-wide change management efforts.Workflow Optimization: Continuously evaluate district operational processes, anticipating challenges and implementing solutions to improve overall efficiency.3. Foundation & Community RelationsFoundation Integration: Serve as a key bridge between Jubilee Academies and the Jubilee Foundation to maximize strategic alignment, community partnerships, and external support.Community Representation: Represent the Superintendent and Jubilee Academies at community functions, authorizer events, and external partner convenings.4. Multi-Region Enrollment & Marketing StrategyGrowth Leadership: Provide strategic direction and oversight to achieve district enrollment targets across all campuses (building on recent positive growth trends).System & Funnel Ownership: Oversee enrollment pipelines, lead workflows, data accuracy, and registration systems to ensure seamless conversion from interest to enrollment.Marketing Oversight: Oversee Communications and Marketing team to design, execute, and evaluate targeted multi-channel outreach campaigns.Retention & Family Engagement: Analyze student retention trends across regions and collaborate with campus leaders on targeted family engagement interventions.5. Staffing Ratios, Talent Planning & HR StrategyStaffing Ratio & Model Oversight: Oversee district-wide staffing ratios, ensuring optimal talent allocation, budget alignment, and operational efficiency across all regions.Staffing Planning Conversations: Facilitate and lead ongoing staffing and headcount planning conversations with department heads, principals, and regional directors to anticipate personnel needs and address capacity gaps.Talent Alignment & HR Collaboration: Partner closely with Human Resources and Talent leadership to align recruitment, retention, performance management, and workforce development strategies with broader district goals.Workforce Analytics: Monitor personnel metrics, turnover data, and staffing model efficiency to inform strategic workforce decisions and executive reporting.Special Knowledge/SkillsHigh emotional intelligence, discretion with sensitive/confidential matters, and professional resilience in a fast-paced environment.Excellent executive written and verbal communication skills.Strong strategic planning, problem-solving, and cross-functional leadership abilities.Proficiency with student data/enrollment platforms (e.g., SchoolMint, Ascender) and data analysis/dashboard tools.Proven track record in project management, operational streamlining, and organizational change management.Charter & Community ResponsibilitiesPromote and uphold the mission, vision, and core values of Jubilee Academies.Build strong relationships with families, staff, and community partners to support district growth and student success.Represent Jubilee in a professional manner across all internal and external engagements.Charter AtmosphereFoster a positive, collaborative, and results-driven work culture aligned with Jubilee's mission.Communicate respectfully, transparently, and professionally with all internal and external stakeholders.Promote equity, fairness, and inclusion across all regions and campuses.Working ConditionsMental Demands / Physical Demands / Environmental Factors:Maintain emotional control and strategic focus under high stress.Occasional prolonged and irregular work hours, including evenings and weekends for events/meetings.Frequent standing, walking, and light lifting.Travel required across regions, campuses, and external convenings (approximately 10%).The foregoing statements describe the general purpose and responsibilities assigned to this job and are not an exhaustive list of all responsibilities and duties that may be assigned or skills that may be required.