Training Specialist, Teacher Residency Program

Posted Aug 20, 2026. Located at Central-42 West Madison Street (Talent Office).

About the role

Reporting to the Training Manager, the Training Specialist supports the Teacher Residency Program in creating and delivering robust professional development and learning experiences that help to develop knowledge and theory in educational equity and best practices in the field and standards of professionalism for pre-service teachers. This is a full-time, exempt position that will be paid for time worked on a salary basis.

Responsibilities

• Curate and coordinate existing professional development content in partnership with subject matter experts internally and externally, as well as facilitating quarterly resident checkpoints
• Support Residents facing programmatic challenges by meeting 1:1 and developing and implementing support and improvement plans
• Partner with training sites to ensure positive and supportive learning experiences for Resident Teachers, including visiting schools to resolve on-site problems or concerns
• Contribute to the design of a professional development scope and sequence for pre-service teachers and paraprofessionals
• Provide support to the Training Manager throughout the training site selection process, including conducting interviews with prospective Mentor teachers
• Build strong relationships with residency candidates, training sites, university partners, internal CPS departments as well as other professional learning organizations
• Deploy a wide variety of training methods to support diverse learning and processing styles
• Other duties as assigned

Requirements

• Bachelor’s degree from an accredited college or university
• Minimum of three (3) years relevant work experience, including experience as a classroom teacher
• Ability to travel to various locations around the city and work flexible hours, including evening hours and occasional weekends

Skills

• Substantial experience in urban education environments with a proven track record of student achievement
• Experience designing and/or leading professional development for teachers
• Experience coaching, observing and/or providing formal feedback to teachers, including peers
• Strong service and support orientation towards schools and school communities
• Excellent communication and presentation skills
• Strong interpersonal skills with a positive demeanor, growth mindset and collaborative orientation
• Excellent coordination and time management skills
• Demonstrated success working in a fast-paced, rapidly changing environment
• Ability to transform educational research into deliverable content and support and practice tools
• A high degree of cultural competence and experience in cross-cultural communication
• Proficiency with Microsoft Office/Google Suite, specifically Excel/Sheets, PowerPoint, Word/Docs

Benefits

Health & Wellness: Your Care, Your Choice – CPS provides comprehensive health coverage including medical plan options, pharmacy, dental, vision, behavioral health & EAP, employee wellness program.

Financial Security: Planning for Today and Tomorrow – basic life insurance, life and disability insurance, pension plans, supplemental retirement plans (403(b) and 457(b)), flexible spending accounts (FSAs), spot pet insurance.

Work-Life Balance: Supporting Your Personal and Professional Life – competitive paid time off policies including paid leave, sick leave, vacation days, parental leaves, short‑term disability, religious holidays leaves.

Reference the Chicago Public Schools: A Comprehensive Benefits Overview or the benefits handbook for comprehensive details.

Pay

Estimated annual salary: $54,000.

Schedule

Full‑time, exempt position.