Job Description

Steps to Success (Steps) is hiring a 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 create 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 Teacher is a part-time position (15 hours/week, including 7 hours per week of meeting and planning time). This person needs 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 . The teacher is required to be onsite from 12:00– 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

• Learn, tailor, and implement a Digital Media four-week curriculum, with training and support from curriculum creators at Brookline Interactive Group (BIG). The curriculum addresses the following topics: Post Secondary Planning, Persuasive writing/speaking skills in order to craft a compelling Public Service Announcement, Digital literacy skills.
• Participate in all activities with student group, serving as a role model to students by demonstrating high standards of personal conduct and professionalism
• Manage the classroom in a way that prioritizes the safety of students, and promotes learning and teamwork
• Perform administrative duties such as daily attendance, data collection/reporting, etc.
• Oversee support staff in the room: high school interns and/or AmeriCorps volunteers
• Attend a (4-hour) training on Monday June 29th, 2026, and weekly meetings while the program is running.
• Communicate regularly with PSB Advisors, Steps Director of Elementary and Middle school Programs, and parents

Qualifications

• Experienced teacher/leader with a minimum of 2 years experience in diverse classrooms, after-school, camp, and/or residential settings. A teaching certificate and/or Masters degree in a related field is strongly preferred but not required.
• Experience with students in the middle school age range is preferred.
• Strong program planning/curriculum development skills.
• Proven classroom management skills, with the ability to flexibly and creatively engage students in a summer program setting.
• Demonstrated commitment to Steps Core Values: Create a community based on a culture of trust and engagement, Set a standard of high expectations for all, Acknowledge and embody the power of diversity to combat systemic inequality, Everything we do is student-centered.

Additional Information

• 15 hrs/week during the summer program (12 hours per week onsite for meetings and class, plus 3 hours per week of additional meeting/planning time
• The hourly rate is $35/hour
• Additional paid hours for in-person training/orientation on Monday June 29th, 2026 | 11 AM - 3 PM
• Supervised by The Steps Director of Elementary and Middle school Programs

TO APPLY: Please email your resume and cover letter to STS Director of Elementary and Middle school Programs, Rocky Cotard, at: rcotard@stepstosuccessbrookline.org

Job Type: Part-time

Pay: $35.00 per hour

Work Location: In person

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