Assistant Principal, Chicago Collegiate Charter School

Position

Middle School Assistant Principal

Location: Chicago, IL
Salary: $80,000$95,000
Start Date: Summer 2025

About Chicago Collegiate Charter School (CCCS)
At Chicago Collegiate Charter School, we believe in the power of consistent, joyful learning and the importance of a warm yet firm approach to school culture. Located in the Roseland/Pullman community, we serve grades 412 and are unapologetically committed to helping our students get to and through college. We know that academic achievement and strong school culture go hand in hand and we aim to be a place where students and adults alike feel seen, challenged, and supported.

We are currently seeking a Middle School Assistant Principal to join our leadership team and help us continue building a culture of excellence and belonging especially during a phase where were not just building a school, but an institution our community can be proud of.

About the Role
You will serve as a culture-focused AP, directly supporting our middle school (grades 58) teachers, students, and families. While you'll have the instructional chops to coach or lead academic teams, your superpower is shaping systems that help kids and staff thrive. You will help drive consistent routines and clear expectations across lunch, recess, arrival, dismissal, transitions, and advisory ensuring students experience safety, consistency, and joy every day.

You'll also be a key presence for families, a thought partner to our Principal, and a steady coach and manager for teachers and culture staff.

Who You Are
You are reflective, hungry to grow, and take pride in being part of something bigger than yourself. You believe that a schools culture isn't built by one person its owned by all and you're the kind of leader who can invest others in that shared vision. You bring a strong instructional foundation and know how to speak the language of data and academics, but you're not afraid to focus your energy where its needed most: creating the kind of school environment where students can be their best selves.

Core Responsibilities

Culture & Climate Leadership

• Own and implement daily culture systems (arrival, lunch, recess, transitions, incentives, restorative systems)
• Manage and coach culture-focused staff, deans, or grade-level teams
• Lead proactive efforts to reduce exclusionary discipline and promote student wellness
• Help teachers and staff build consistent, joyful, and inclusive classrooms

Staff Management & Coaching

• Manage a team of 3+ staff members, including classroom teachers or culture roles
• Lead content or grade-level teams and help drive toward academic and cultural goals
• Co-lead professional development and invest staff in school-wide priorities
• Analyze student data and teacher performance to inform support and action steps

Family & Community Engagement

• Build deep relationships with students and families
• Partner with families proactively and respond thoughtfully to concerns
• Represent CCCS in community events and cultivate trust with neighborhood stakeholders

What Were Looking For

Must-Haves

• Valid teaching certification
• Experience managing adults or leading teams to outcomes
• Deep expertise in school culture systems, with a middle school lens
• Track record of strong classroom teaching and/or instructional coaching
• Strong organizational skills and ability to follow through
• Effective communication with students, staff, and families
• Growth mindset, self-awareness, and responsiveness to feedback
• Ability to follow leadership and model alignment with CCCSs mission

Nice-to-Haves

• Principal/Administrator certification (or in progress)
• Experience with Relay, RTC, or similar coaching models
• Familiarity with IAR or similar accountability systems
• Technical fluency (data tracking, spreadsheets, scheduling tools)
• SEL or trauma-informed training or experience
• Background in schools serving low-income communities

Who You'll Work With You'll report directly to the Principal and be part of a collaborative leadership team committed to high standards and high support. You'll work closely with our teachers, culture staff, students, and families, as well as with other school leaders across the 512 continuum.

Why CCCS?

• Were big enough to offer structure and support, but small enough for every voice to matter
• We believe in warm/strict culture that treats students with dignity and holds high expectations
• Were grounded in our mission to ensure all students succeed in college and beyond