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Part Time Director of Enrichment Program
Job Description
Director
•
Traverse Square Enrichment Programs Position Type:
Part-Time / Seasonal (Supervisory)
Compensation:
$30 / hour (20 hours/week across 23 employment weeks; up to 5 additional hours for meetings) This position is for an initial two-year contact.
Location:
Traverse Square, Middletown, CT Employer:
Oddfellows Playhouse (in partnership with the Middletown Housing Authority & Wesleyan University's Jewett Center) About the Role The Director of Traverse Square Enrichment Programs is an exciting leadership role created through a new partnership between the Middletown Housing Authority, Oddfellows Playhouse, and the Jewett Center for Community Partnerships at Wesleyan University. Employable through Oddfellows Playhouse, the Director will oversee a daily Monday-Friday afterschool program providing high-quality educational, creative, and social enrichment to resident youth. The Director directly supervises two Oddfellows Program Coordinators, two Wesleyan Student Coordinators, and a team of nearly 50 Wesleyan student tutors and volunteers. Program Schedule & Daily Operations The program runs for 21-22 active academic weeks per year during the Wesleyan University school calendar, divided into two cycles:
Fall Cycle:
October
•Mid-December (~11 weeks)
Spring Cycle:
February
•Mid-May (~10 weeks)
Work Hours & Shift Breakdown Director Schedule:
Monday-Friday, 3:00 PM
•7:00 PM (4 hours/day; 20 hours/week).
Program Operating Hours:
Monday-Friday, 4:00 PM
•6:00 PM.
Staff On-Site Prep/Wrap-Up:
Coordinators on-site 3:30 PM
•6:30 PM. Daily Program Structure 4:00
PM:
Student arrival, greeting, sign-in, and healthy snack.
Academic Time:
Homework assistance and one-on-one/small-group tutoring.
Enrichment Silos:
Rotational daily thematic activities (arts, creative learning, life skills). 6:00
PM:
Dismissal and facility closing. Key Responsibilities Management & Supervision Provide overall leadership, administrative oversight, and daily direction for the program. Directly supervise two Oddfellows Program Coordinators, student coordinators, and volunteer staff. Ensure the facility is fully staffed, open on time, and safely operated during all posted hours. Operations & Logistics Maintain accurate records for student attendance, staff hours, and volunteer service tracking. Procure, manage, and inventory program resources, snacks, art supplies, and technology (e.g., iPads). Serve as the main point of contact between Oddfellows Playhouse, Middletown Housing Authority, and the Jewett Center for Community Partnerships (JCCP). Collaborate with Jewett Center and Wesleyan staff to connect program families with on-campus and community events. Safety & Compliance Ensure full adherence to Oddfellows Playhouse, Housing Authority, and Wesleyan University policies, alongside relevant local, state, and federal regulations. Enforce all health, safety, and operational guidelines. Complete required certifications and ensure all primary staff complete mandatory onboarding clearances. Required Clearances & Certifications Paid training time and course fees are fully covered by Oddfellows Playhouse. Mandatory Reporter Training Pediatric First Aid, CPR & AED Certification EpiPen Administration Certification Psychological / Trauma-Informed First Aid Training Qualifications Proven experience working with youth and leading educational or enrichment programs. Demonstrated track record in staff and volunteer management. Strong communication, organizational, and interpersonal skills. Ability to build collaborative relationships across multiple organizational partners. Position subject to pre-employment screening and comprehensive background check. How to Apply To apply, please submit your cover letter resume and cover letter to wesley@oddfellows.org .
Benefits
- Professional Development
- Dental Insurance