Job Description

Job Title: Summer Connections Part-Time Assistant Teacher

Steps to Success (Steps) is hiring an Assistant Teacher for its Summer Connections youth internship program in Brookline, MA.

We seek a strong, positive, energetic, and well-organized leader who will make an excellent role model for young people and will help support a hands-on, fun, and structured learning environment.

The Summer Connections class, taking place in the afternoon at one of the Brookline High School locations, is a complement to separate internships or classes that participating students take part in during the morning. During the class, a maximum of 32 students separated into 3 classrooms will engage in a digital media service-learning curriculum developed by our partner organization Brookline Interactive Group.

The Summer Connections Assistant Teacher is a part-time position (10 hours/week, plus 2 hours per week of meeting and planning time). Will need to be available for the training session (4 hours total) on Monday June 29th, 2026 , and then during the program, which runs Monday July 6th, 2026 - Thursday July 30th, 2026, from 1:00– 3:00 pm (Mondays-Thursdays only).

Program Outcomes:

• As a result of gaining initial exposure to professional environments and processes, students will strengthen their relationships with adults (e.g. co-workers)
• Students will demonstrate mastery of basic digital media and technology skills
• Students will demonstrate perseverance, by articulating and tracking a goal for themselves beyond high school

Duties

• Work as a team with lead SC Teachers and Steps to Success Director of Elementary and Middle school Programs to learn and implement a class curriculum that will help students meet desired program outcomes.
• Develop positive relationships with and among students, and support lead SC Teachers in establishing a clear sense of structure, and a fun, respectful learning atmosphere.
• Assist in routines and administrative duties as needed.
• Attend a (4-hour) training on Monday June 29th, 2026, and weekly meetings while the program is running.

Qualifications:

• At least 2 years of experience working with young people in a school, camp, after-school, or residential setting
• Demonstrated commitment to youth development. Ability to work with a diverse population and with students of varying levels of academic skill and engagement
• Flexibility and creativity in relating to students in an out-of-school setting are essential. Experience with students in the middle school age range is important.

Additional Information:

• 10 hrs/week during the summer program (Mondays-Thursdays 1:00 pm - 3:00 pm, plus 2 hours paid planning time each week).
• The hourly rate is $28/hour
• Additional paid hours for in-person training/orientation on Monday June 29th, 2026 | 11 AM - 3PM
• Supervised by Steps Director of Elementary and Middle school Programs

To Apply:

Please email resume and cover letter to Steps Director of Elementary and Middle School Programs, Rocky Cotard, at: rcotard@stepstosuccessbrookline.org

Job Types: Part-time, Temporary

Pay: From $28.00 per hour

Work Location: In person

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