Enrichment and Supervision Leader, Middle School

Job Details

Location: Middle School - San Jose, CA 95124

Position Type: Staff

Salary Range: $18.45 - $26.10 per hour

Mark your calendar! Our adventure begins on Aug 18, 2026
, with an exciting training session to gear you up for the year ahead.

From Aug 24, 2026 through June 3, 2027
.

Your typical schedule will be from 12:00 PM to 5:30 PM (or 12:30 PM to 6:00 PM), but the exact hours will be tailored to meet the needs of our school and program, crafted in collaboration with our Directors.

• Minimum 18 years old.
• First Aid & CPR certification—up-to-date (we’ll provide if you don’t have it yet).
• Prior experience working with children is recommended.

• Pay: Earn $23.00 - $25.00 per hour while inspiring and leading students.
• Creative Freedom: Plan activities that bring smiles and excitement for students.
• Team
  
  Collaboration:
  
  Work alongside a passionate team dedicated to nurturing and supporting students in a fun environment.

• Run Study Hall classes: lead focused, quiet study sessions when needed, including touching base with students, communicating with teachers, and one‑on‑one check‑ins.
• Supervise breaks, lunches, and after‑school: be friendly and vigilant, ensuring students are safe and supported during free time.
• Lunchtime and after‑school fun: plan and run engaging activities that bring joy and build community.
• Student development: oversee activities that contribute to the holistic development of each student, fostering growth and well‑being.
• Behavior observation: monitor student behavior, assess situations, enforce safety regulations, and apply positive behavior management techniques.
• Training: participate in required training to deepen your understanding of adolescent emotional and social needs.

• People skills: excellent interpersonal skills to build strong, professional relationships with students, fellow staff, and coworkers.
• Self‑motivation: proactive and driven, ready to take initiative without constant supervision.
• Adaptability: able to juggle multiple tasks and scenarios.
• Physical stamina: stand for 3 hours or more and walk school grounds.
• Climate readiness: able to handle extremes in weather.