City of Medford

Managing Director - Before/After School Programming

Medford, MassachusettsFull-time
$100,000 - $120,000 annually
About the Job
Position Summary:
The Before/Afterschool Managing Director leads and manages Medford’s multi-site out-of-school-time (OST) program. This position is responsible for program vision and strategy; staff leadership and professional development; operational, regulatory, and safety standards; communications and community partnerships; and financial stewardship to deliver high-quality, safe, and inclusive programming that supports student learning and family needs.

Key Responsibilities:
Program Oversight, Supervision, and Evaluation — 50%
  • Provide strategic leadership and inspire a clear, student-centered vision for Medford’s before/afterschool programming. 
  • Lead the staffing strategy and operational leadership for program teams; Site Directors are responsible for day-to-day management of program staff (scheduling, supervision, daily performance, and on-site operations). The Managing Director delegates these daily management responsibilities to Site Directors while providing oversight, coaching, performance evaluation, and corrective action as needed. 
  • Managing and overseeing partnerships, including but not limited to City Year core members.
  • Design and implement onboarding, training, and ongoing professional development for all program staff.
  • Regularly observe program sites and participate in activities to assess quality and align practice with district learning goals and EEC licensing standards.
  • Establish and maintain centralized, secure program records and reporting systems (attendance, enrollment, incident reports, staff files, program metrics).
  • Track and analyze program data (children served, family engagement, program popularity, outcomes) to inform continuous improvement and resource allocation.
  • Oversee daily operational elements including scheduling, licensing compliance, paperwork processing, and emergency readiness.
  • Set expectations, model practice, drive cross‑site consistency, and take executive action as necessary and appropriate to meet district goals.
Strategic Program Development and Administration —20%
  • Lead the development and implementation of age-appropriate curricula and enrichment aligned to MPS learning objectives and core values.
  • Create and maintain standard operating procedures and safety protocols that meet or exceed EEC and district standards; perform periodic audits and remediate gaps.
  • Pilot and scale new program ideas and significant expansions to enrollment, as needed; provide feasibility analysis and recommend programmatic changes based on data and community needs.
Communications and Outreach—15%
  • Develop and execute a transparent communications strategy with school leadership, families, staff, city partners, and community stakeholders.
  • Serve as the primary district liaison for principals, teachers, community organizations, and municipal officials regarding OST programming.
  • Represent the program at community events and public forums; promote registration, partnerships, and program visibility across media and outreach channels.
  • Foster relationships with peer programs and professional associations to identify and adopt best practices.
Financial Management – 10% 
  • Prepare and manage the program budget in collaboration with the Superintendent and Finance Director; monitor cash flow, forecasts, and financial performance. 
  • Recommend budget priorities, including setting tuition; identify funding opportunities; and develop contingency plans to maintain program stability and growth. 
  • Ensure transparent fiscal practices and accurate financial reporting to district leadership and stakeholders.
Other Responsibilities as needed – approximately 5% 
  • Oversee first aid, incident response, and documentation procedures. 
  • Responsibility and oversight over emergency planning and contingencies. 
  • Maintain professional knowledge through relevant trainings and industry developments. 
  • Perform other duties as assigned to support program success and district goals.
Qualifications:
Required: 
  • Bachelor’s degree in Education, Administration, Nonprofit Management, or related field. 
  • Significant leadership/management experience directing multi-site programs or large teams. 
  • Strong knowledge of child development, youth programming, and OST best practices. 
  • Experience with staff training and supervision, program evaluation, and data-driven decision making.
  • Familiarity with EEC (102 CMR 7.00) licensing standards or similar regulatory frameworks. 
  • Excellent written and verbal communication skills; ability to engage diverse families and community partners. 
  • Proven fiscal management experience (budget development, monitoring, reporting).
Preferred:
  • Master’s degree in Education, School or Nonprofit Leadership, Business Administration, Youth Development, or related field.
  • Demonstrated OST/K–12 experience, licensing familiarity (EEC), and fiscal management in the public sector.
  • State School Administrator/Principal license (e.g., MA DESE Principal or School Leader license or similar).
Working Conditions:
  • Regular travel among district sites; flexible hours, including occasional evenings/weekends for events.
  • Position based in district offices with frequent on-site presence at program locations.
  • Supervisor is the Superintendent of Schools, MPS.
Compensation:
Work year is 260 days with flexible full-time hours for the supervision of programming districtwide. Competitive salary commensurate with experience, with a pay range of $100,000 - $120,000 annually. Full benefits package provided per district policy. 

FLSA: Exempt