School-Age Childcare Multi-Site Director - Before & After School

HEALTHY KIDS PROGRAMS•Town of New Windsor, NY
•Onsite

About The Position

The Multi-Site Director oversees the day-to-day operations of a defined group of school-based childcare sites. The role involves regularly visiting locations, supporting teachers and Site Directors, ensuring programs operate effectively, and building strong working relationships with school building staff. The position oversees programs at Fort Montgomery Elementary School in Fort Montgomery, Little Britian Elementary School in New Windsor, East Coldenham Elementary School in Newburgh, and George G. Mason School in Tuxedo Park, New York. Regular travel between program sites is required. The schedule includes a morning program from 6:30 AM to 9:00 AM and an afternoon program from 2:45 PM to 6:00 PM. The position is part-time, non-exempt, and pays $20.00 per hour, with payday every other Friday. The Director recruits, interviews, hires, onboards, schedules, coaches, and supports site staff; manages coverage, timecards, payroll costs, and scheduling efficiency; and addresses and documents performance issues. They monitor enrollment and program quality, support families, participate in enrollment and outreach activities, and report observations to their supervisor. They ensure sites maintain state licensing and meet requirements for ratios, records, staff credentials, training, health, and safety. They also act as the primary day-to-day contact for school building leadership, coordinating logistics and addressing building-level issues while escalating district-level matters as appropriate. Healthy Kids Programs provides childcare for employees’ children ages 5–12 enrolled in its programs on the days and during the hours the employee works, with employer contributions covering the cost of care. The organization operates Early Learning, Before and After School, and Summer Camp programs at more than 150 locations and describes itself as a certified benefit corporation focused on accessible and affordable childcare and positive community impact.

Requirements

  • Meet one of the listed education and experience pathways: an associate degree in Child Development, Elementary Education, Physical Education, Recreation, or a related field plus two years working with children under 13, including at least one year in a supervisory role; two years of college with 18 related-field credits plus the same experience; a New York State Children’s Program Administrator Credential plus two years of relevant experience; or a School-Age Child Care Credential or equivalent office-recognized credential plus two years of relevant experience.
  • Some experience managing or mentoring staff.
  • Comfort with scheduling, logistics, and managing daily operational coverage across multiple locations.
  • Strong organization and attention to detail, including the ability to manage multiple moving parts.
  • Dependable, hands-on leadership; willingness to show up, follow through, and take ownership.
  • Warm, patient, and professional when working with children and families.
  • Comfort giving feedback and having direct conversations with staff.
  • Ability to manage multiple sites independently without constant direction.
  • Must pass a full background check, including fingerprinting and reference checks.

Nice To Haves

  • Experience working directly with school building staff.
  • Familiarity with state childcare or school-age licensing requirements.

Responsibilities

  • Recruit qualified candidates and maintain a pipeline of site-level staff.
  • Interview, hire, and onboard teachers and Site Directors across assigned locations.
  • Create daily and weekly staff schedules, proactively arrange coverage, and maintain a reliable substitute list.
  • Visit sites to observe program quality and compliance, and coach and support Site Directors and teachers.
  • Address staff performance issues directly and document them appropriately.
  • Foster a positive, mission-driven team culture across sites.
  • Schedule staff to required ratios and manage staffing hours in accordance with compliance and budget needs.
  • Review and approve timecards accurately and on time, ensuring hours reflect time worked.
  • Monitor payroll costs against budget, identify anomalies, and take corrective action when hours exceed plan.
  • Build efficient schedules, minimize unnecessary overtime, communicate schedule changes, and document adjustments.
  • Use payroll and scheduling platforms such as Paylocity accurately and consistently.
  • Monitor enrollment at each site, raise concerns early, and report enrollment and quality observations to a supervisor.
  • Ensure teachers engage children effectively and use HKP materials consistently.
  • Support families with questions, concerns, and registration; follow up with families who may not re-enroll.
  • Participate in enrollment events and community outreach as needed.
  • Ensure assigned sites maintain active state licensing and meet licensing requirements.
  • Conduct compliance checks covering ratios, attendance records, staff credentials, and health and safety protocols.
  • Ensure staff complete required training, including CPR, first aid, and mandated reporter training, and keep certifications current.
  • Respond to licensing inquiries or corrective actions promptly and escalate them to a supervisor.
  • Keep staff informed of compliance expectations and maintain organized, review-ready site files.
  • Serve as the primary day-to-day contact for school building leadership, including principals and office staff.
  • Build proactive relationships with school leadership and communicate consistently.
  • Resolve building-level concerns and complaints promptly when possible; escalate district-level concerns to an Area Director or Regional Director.
  • Coordinate with school staff on logistics, space use, schedules, and building-specific requirements.
  • Keep principals informed about program news, staff changes, enrollment updates, and operational issues.

Benefits

  • Employer-paid childcare for children ages 5–12 enrolled in the program on the days and during the hours the employee works.
  • Telehealth, vision, and dental coverage.
  • AFLAC supplemental plans.
  • 401(k) for eligible employees.
  • Paid sick time.
  • On-demand pay.
  • Career development and growth opportunities.
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