Overnight Program Supervisor

Seven Hills Foundation•Worcester, MA

3h•$1,600 - $2,000

About The Position

Overnight Program Supervisor Pay: Seasonal Role with stipend pay of $1600-$2,000 Are you a night owl with strong leadership skills and a knack for keeping things running smoothly while everyone else sleeps? YOU Inc. is seeking an Overnight Program Supervisor to support our Upward Bound Program, a federally funded initiative helping first-generation and low-income high school students prepare for college success. In this role, you’ll ensure a safe, structured, and supportive overnight environment, while building meaningful connections with students and contributing to a positive residential community. The Upward Bound Program is more than a summer experience—it’s a life-changing opportunity for students. As an Overnight Program Supervisor, you’ll play a key role in creating a safe, supportive environment where students can grow, succeed, and prepare for their future. If you’re ready to lead, support, and make a difference—even after midnight—apply today.

Requirements

Ability to stay alert, responsive, and dependable during overnight hours
Strong communication and conflict-resolution skills
Comfort working with high school students in a residential setting
A balance of structure, patience, and (yes) a sense of humor
Ability to work independently while remaining part of a team
0–3 years of related experience (youth work, residential programs, education, or human services)
Valid driver’s license (Class C or D)

Responsibilities

Provide active overnight supervision of student dormitories.
Conduct rounds every 30 minutes to ensure safety and accountability.
Ensure all students are in their rooms, safe, and following program expectations.
Address behavioral concerns, noise issues, or policy violations promptly.
Escalate serious concerns to the Administrator on Duty as needed.
Build positive relationships with students through mentorship and guidance.
Provide support during study hall (TOM/ASH) to reinforce accountability and time management.
Counsel students and promote respectful behavior and community values.
Collaborate with residential and instructional staff to ensure continuity of care.
Assist with recreational activities, group meetings, and program events.
Help plan and support special events, including the end-of-program banquet.
Send a daily overnight report to administrative staff each morning.
Maintain clear and consistent communication with team members.
Participate in staff meetings and nightly check-ins.
Help maintain a clean, organized, and safe dorm environment.
Assist with dorm setup, upkeep, and closing responsibilities.
Ensure all program policies and expectations are consistently enforced.

Benefits

Health Insurance: Offered through Blue Cross Blue Shield, with generous company contribution.
Enhanced Retirement Plan: 25% - 33% Employer match based on tenure.
Student Loan Assistance: Consolidation, counseling, & limited employer contribution!
Discounted Tuition with College & University Partnerships!
Tuition Assistance: Reimbursed or prepaid college coursework!
Home Mortgage Initiative: Favorable down payment (3-5%), reduced closing costs co-paid by Seven Hills!
Generous Accrued Paid Vacation: 3 weeks in your first year!
Vacation Cash-Out Option
3 Paid Personal Days
11 Paid Holidays
Accrued Paid Sick Time
Enhanced Retirement Plan: 25% - 33% Employer match (Minimum of 20 worked hours per week)
Student Loan Assistance: Consolidation and free debt counseling!
Personal PTO - (Minimum 20 hour regular part-time schedule - does not apply to per diem)