Evening School (YouthBuild Philly Flex) - Dean of Students

Job Title: Dean of Students, Evening School (YouthBuild Philly Flex)

Part-Time, 10 month

Reports To: Evening School Principal

Supervisory Responsibilities: No

Hours of Operation:

The YouthBuild Evening School Program (YouthBuild Philly Flex) operates on an evening schedule designed for students who work during the day. This role is part-time and requires availability during evening instructional hours, typically 4:00 PM – 9:00 PM, along with occasional additional time for planning, professional development, and student events.

New Staff Orientation is held August 13, 2026 & August 14, 2026.

YouthBuild Orientation (First Day of School) is August 24-27, 2026.

Who We Are:

YouthBuild Philadelphia Charter School is a tuition free public charter high school serving young people ages 17–20 who have been pushed out of traditional schools. Our program supports students in earning a high school diploma while gaining career exposure, industry certifications, and postsecondary pathways. YouthBuild operates within a restorative, community centered culture grounded in respect, excellence, and perseverance. The Evening School (YouthBuild Philly Flex) is a new program designed for students who are working during the day and need a flexible pathway to earn their diploma and build a career path.

The Opportunity:

The Evening School Dean of Students is responsible for building and maintaining a safe, welcoming, and relationship driven school culture during evening programming. This role focuses on student engagement, attendance, persistence, and restorative practices for young adults balancing work, life responsibilities, and school.

The Dean of Students is a highly visible and consistent presence during evening hours and serves as a key partner to the Evening School Principal in supporting student success and maintaining a strong learning environment.

Who You Are:

• Deeply aligned to YouthBuild’s mission and believe in second chances and re engagement
• Thrive in fast paced, evolving environments and enjoy building systems from the ground up
• Highly organized, detail oriented, and solutions driven
• Collaborative and relationship centered
• Comfortable managing multiple priorities and cross functional projects
• Bring a strong sense of ownership and initiative

Highly preferred…

• Bachelor’s Degree preferred
• Two or more years of experience working with adolescents or young adults
• Experience in school culture, behavior support, youth development, or restorative practices
• Experience working with opportunity youth or alternative education settings preferred

Start-of-Year Planning & Orientation:

Prior to the start of the school year, the Evening School Dean of Students will participate in onboarding, orientation, and collaborative planning to prepare for the launch of the Evening School Program.

This includes:

• Participating in new staff orientation and professional development
• Collaborating with school leadership and colleagues to understand program structures, schedules, and student supports
• Engaging in curriculum planning and unit preparation prior to the start of instruction
• Preparing classroom systems, materials, and expectations for the start of the school year

What You Will Do:

• Maintain a visible and active presence throughout the building during evening hours
• Support a safe and welcoming school culture rooted in respect and high expectations
• Lead student arrival, transitions, and dismissal during evening programming
• Monitor attendance and support student re engagement and persistence efforts
• Partner with teachers and staff to address behavior and classroom culture needs
• Implement restorative practices and support student accountability conversations
• Track and maintain behavior, attendance, and student culture data
• Communicate with students and families regarding expectations and school culture
• Plan and support community meetings and student culture events
• Provide mentorship to a cohort of 4–5 students, offering consistent academic and personal support to help them stay on track toward meeting graduation requirements
• Collaborate with the Evening School team to support a positive and consistent student experience
• Contribute to a collaborative startup culture and continuous improvement of the Evening School program
• Perform other duties, as assigned by the Evening School Principal

What We Offer You:

• Competitive hourly rate ($40.00 per hour)
• Option to enroll in our 401(k) savings plan
• Supportive and collaborative work environment
• Strong community support and involvement
• Generous time off
• Other part time employee hiring options and benefits are available and will be discussed during the hiring process

This job description in no way states or implies that these are the only duties to be performed by this employee.

All qualified candidates will receive consideration for employment without regard to their race, religion, ancestry, national origin, sex, sexual orientation, gender identity or expression, age, disability, marital status, medical condition, veteran status, or any other basis as protected by federal, state, or local law.