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.

Benefits for Full-time employees: 

• 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!

Work-Life Balance:

• 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

Benefits for Part-time Employees:

• 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)

Why Join YOU Inc.?

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.

Overnight Supervision & Safety

• 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.

Student Support & Engagement

• 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.

Program Coordination

• 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.

Communication & Documentation

• 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.

Operations & Environment

• 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.

What You Bring

• 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)