City Year

School Tutor and Mentor

Location : Westport, CT, 06880

Job Type : Full Time

Date Posted : 16 March 2026

Company Overview:

City Year is a nationwide nonprofit dedicated to helping students stay in school and achieve graduation. As an School Tutor and Mentor, you will join a committed team focused on supporting both academic progress and social-emotional development. Your contributions will directly support City Year’s mission by providing reliable mentorship and focused academic assistance.

Role and Responsibilities:

As an School Tutor and Mentor, you will guide students to strengthen their academic performance while fostering personal growth. You will provide classroom support, individualized tutoring, and mentorship to help students succeed in measurable ways.

Deliver one-on-one and small group tutoring in core subjects such as reading, math, and science.
Model positive behavior and demonstrate social-emotional skills to students.
Build trusting relationships to encourage academic and personal development.
Collaborate with teachers and staff to identify student needs and track progress.
Design and implement strategies to enhance student engagement and achievement.
Monitor and analyze student data to inform instructional planning.

Required Skills and Experience:

High school diploma or equivalent required; Bachelor’s degree preferred.
Experience working with youth in educational or mentorship programs.
Excellent communication and interpersonal skills to engage students effectively.
Strong organizational and instructional planning abilities.
Commitment to fostering student growth and advancing educational equity.

Preferred Qualifications:

Prior tutoring or mentoring experience in academic settings.
Understanding of strategies for supporting diverse learning needs and social-emotional growth.
Experience using data-driven methods to monitor student progress.

Compensation and Benefits:

Competitive stipend or salary based on experience and role responsibilities.
Professional development and mentorship training opportunities.
Eligibility for education awards.
Health coverage options, paid time off, and wellness programs.
Supportive and collaborative team environment focused on impact and growth.

About City Year:

City Year values equity, inclusion, and lasting impact in communities. The organization fosters a culture of collaboration, continuous learning, and meaningful contributions to students’ lives. By joining City Year, you become part of a mission-driven team committed to educational success and community empowerment.