Principal, West Town Academy Alternative High School

Job Type

Full Time



Start Date:


Application Deadline:



500 North Sacramento Boulevard
United States


About the Agency and West Town Academy:

Greater West Town Project (GWTP) is a 25-year old community-based non-profit organization working to expand educational and economic opportunities for Chicago’s West Side low-income communities. GWTP seeks a DIRECTOR for our West Town Academy (WTA), an alternative High School that re-enrolls former high school dropouts 17-21 yrs old. WTA grants state-recognized High School diplomas and assists graduates in pursuing post-secondary education and career opportunities, while fostering a strong culture of community service. WTA’s diverse student body is 75% African American, 25% Latino. Given that nearly 50% of Chicago’s West Side teens never finish high school, the WTA plays a critical role in providing a pathway out of poverty for local at-risk youth. Without a high school diploma, at-risk youth have few chances at getting and keeping a job, or starting a career. Since its inception in 1998, WTA has helped nearly 1,000 former dropouts earn their High School diplomas and go on to college or start careers. WTA also serves as a model for how civic and government leaders could create and expand resources and programs to effectively address the needs of our communities’ at-risk and dropout youth.

Position Responsibilities:

The Director serves as the school’s instructional leader, responsible for creating and implementing an academic program that engages and inspires at-risk students through a culture of high expectations and commitment to success for all students. The Director is also responsible for providing leadership to teachers and staff in creating a safe school climate that clearly communicates strong values of mutual respect among students and the adult staff, and a commitment to community service.

Director’s Role and Core Responsibilities:

  • Administrative Role: Serves as Administrator of the WTA Alternative High School and its alternative education programs; responsible for ensuring compliance with State and Local administrative regulations governing public high schools
  • Role in GWTP: Works under the direction of Greater West Town Project’s Executive Director, and participates in GWTP’s Management Team
  • Curriculum Development and Instructional Support: Maintains an effective instructional program; oversees curriculum planning, development, and implementation; provides instructional leadership and support to WTA teachers and support staff, and develops professional development plans and initiatives
  • Student Achievement: Works directly with teachers to continually improve student achievement; monitors and track trends in student performance
  • Student Management: Responsible for developing and implementing effective strategies for student engagement and motivation of at-risk youth; clearly communicates, and supports teachers and staff to implement student discipline strategies that ensure a safe and structured learning environment. The Director is also responsible for the supervision of the on- and off-campus student activity programs; and monitors overall student attendance and retention rates
  • School Leadership: Encourages teamwork and creative problem solving among WTA administrative team, teachers, and other staff; helps to develop and oversee implementation of effective student recruitment and community outreach strategies.

Qualifications and Experience:

  • A demonstrated commitment to community service and familiarity with low-income communities’ education issues and challenges
  • Experience with at-risk, dropout youth
  • Master’s Degree or equivalent skills
  • Five or more years of educational leadership experience
  • Experience with educational regulatory compliance; prior charter school experience a “plus”
  • Strong verbal and written communications skills
  • Bi-Lingual (Spanish) a “plus”


Full-time, permanent, year-round, career position; salary based on skills and experience. GWTP Benefits package includes: Health, Life, Disability insurance; retirement plan; bonus program; educational reimbursement.

Professional Level


Minimum Education Required

Master's degree

How To Apply

Qualified candidates should submit a detailed cover letter and resume that demonstrate how you meet or exceed each minimum qualification. Cover letter should describe (in general) relevant special knowledge, skills, and abilities. Submit materials via email to; or mail to:

Human Resources

Greater WestTown Community Development Project

500 N.Sacramento Blvd

Chicago, IL 60612