ReGeneration Schools (Chicago), Middle School Principal

ORGANIZATION  

ReGeneration Schools, founded in 2016, is a nationally ranked charter program with nine charter schools located in Illinois and Ohio. ReGeneration serves over 1,800 students of whom 99% are minority and 86% are low income. U.S. News and World Report’s 2021 School Ranking listed all ReGeneration elementary schools among the top ten charter elementary schools in Illinois. The recent CREDO study from Stanford University named ReGeneration as the top gap busting schools in ELA in the state of Illinois and third in Math. ReGeneration’s mission is to ensure that all children have equal access to a high quality, college-preparatory education through academic excellence and the content of their character. 

To learn more about ReGeneration Schools, please visit .

OPPORTUNITY  

ReGeneration Schools seeks a dynamic Middle School Principal for the 2026–27 school year who will serve as an instructional, cultural, and people leader, driving exceptional outcomes for students and adults alike. The Principal will cultivate joyful, structured, and achievement-oriented schools while projecting urgency around closing opportunity gaps.

The Principal co-leads the school alongside the Director of Operations and is accountable for instructional quality, teacher development, culture, and execution of ReGeneration’s academic and character model. This role is designed for leaders who are highly reflective, deeply coachable, and energized by continuous feedback, and who thrive in a fast-paced, mission-driven environment. ReGeneration is particularly interested in former or current educators with a demonstrated track record of strong classroom results and leadership impact.

RESPONSIBILITIES

Instructional Leadership & Teacher Development

• Lead and continuously strengthen high-quality instruction aligned to ReGeneration’s mission, curriculum, and academic model, ensuring rigorous, joyful learning in every classroom.
• Develop teacher practice through frequent classroom observation, actionable feedback, real-time coaching, and weekly professional development, drawing on adult-learning best practices.
• Evaluate instructional effectiveness using student data, observation evidence, and outcomes to drive targeted improvement plans for individuals, teams, and the school as a whole.
• Build instructional coherence across classrooms by reinforcing consistent routines, expectations, and instructional strategies.
• Partner with the Case Manager to ensure faithful implementation of special education services in compliance with all legal requirements.

School Culture & Mission Execution

• Model and sustain a joyful, disciplined, and values-aligned school culture that reflects ReGeneration’s core tenets and character commitments.
• Foster consistency in academic and behavioral expectations in and out of classrooms.
• Create coherency in culture and routines within the school.
• Provide leadership on creating and maintaining a common language and common standards around school culture throughout the school.
• Field all questions and concerns from key stakeholders.
• Engage parents and community partners, and providing proactive support to meet student needs.
• Drive to improve the minds and lives of students in and out of the classroom.

Staff Leadership & Performance Management

• In collaboration with the Director of Talent, recruit and retain high performing teachers and staff.
• Build a culture of continuous improvement, feedback, and professional growth, holding adults accountable to high expectations while investing deeply in their development.
• Develop, coach, and manage teacher performance to create a high performing team.
• Hold teachers and school staff accountable for meeting high standards for student academic and behavioral performance. 

Requirements

• Demonstrated commitment to ReGeneration’s mission, core beliefs, and educational philosophy.
• Develop and maintain a strong staff culture that is clearly focused on realizing ReGeneration’s mission.
• Strong data analysis skills and experience using data to lead others towards the improvement of student outcomes.
• Thrives in a fast-paced, high-expectations environment and demonstrates flexibility in response to evolving priorities.
• Belief and alignment with ReGeneration's core tenets, beliefs and educational philosophy (e.g., See It-Name It-Do It framework, Leverage Leadership principles).
• Believes low-income students can become college and career ready.
• Willingness to work long hours to successfully get the job done.
• High expectations for personal and team performance.
• Flexible to changing priorities and conditions.
• Communicates in an inspiring way.
• Organized and able to multi-task to meet deadlines. 
• Communicates clearly and effectively both verbally and in writing.
• Strong interpersonal skills with students, parents, colleagues, and community members. 
• Reflective about personal strengths and weaknesses and able to effectively balance confidence with humility.
• At least 3 years of teaching experience with proven academic results in a state testing grade.
• Two years of leadership/coaching experience is strongly preferred.
• Bachelor's degree is required.

Benefits

This position offers a competitive salary range of $105,000 - $165,000. More details can be provided upon request. 

TO APPLY

Please submit a resume online at .

ReGeneration Schools is an equal opportunity employer and will not discriminate against any employee or applicant on the basis of race, color, creed, religion, gender, sexual orientation, national origin, age, or disability. For more information, go to .