Posted: Jan 17, 2026
Position Title: Academic Year Faculty: 5th and 6th Grade ELA and Math Teachers, Test Preparation (multiple positions) Reports to: Director of Academic Services & Advising Salary: $5,958 for full school year (Sept-April), equivalent to $33.00 / hour Who We Are At Steppingstone, our mission is to prepare students from under-resourced communities to access, navigate and graduate from college. • In Boston, we provide academic, social-emotional, and college readiness programming from as early as fifth grade and continuing through college graduation through the Steppingstone Scholars Program (SSP). • Nationally, we connect the people, practices, and innovations essential for eliminating barriers to college and career success, through the National Partnership for Educational Access (NPEA). Application Process: Interested candidates will be asked to submit a cover letter, a resume, and a list of three professional references. Applications will be reviewed on a rolling basis. Please note that candidates invited to interview will be asked to deliver a 5-10 minute demo lesson. All interviews will take place over Zoom. Interviews will be conducted during August 11th through September 12th. Please submit your application by August 15th! Position Summary Steppingstone is hiring ELA and Math teachers in both 5th and 6th grades for our rigorous out-of-school-time academic program. • ELA teachers will develop students’ literary analysis skills through the exploration of the selected novel while improving their reading comprehension skills (including fluency and vocabulary) and expository writing skills. • Math teachers will strengthen student knowledge of key math skills and introduce new visual and conceptual strategies to strengthen their understanding of math content. Fifth grade topics covered include operations with fractions, operations with decimals, place value, coordinate planes. ?? Sixth grade topics include unit rates and percentages, expressions and equations. • ISEE (Independent School Entrance Exam) preparation course: • ELA teachers will instruct students on structure and content on the verbal section of ISEE by increasing their vocabulary knowledge and reading comprehension skills, as well as their proficiency with test taking strategies. • Math teachers will strengthen student knowledge of key math skills and application of test taking strategies for the ISEE. Fifth grade topics covered include operations with fractions, operations with decimals, place value and interpreting/solving multi-step equations. Sixth grade topics include arithmetic, algebra, geometry, measurement, and data analysis. • ISEE classes will use the Test Innovators website as the basis for the content of the course. Teachers will receive training for the program upon hire. During the academic year, we will have one day of remote classes (Wednesdays) and one day of in-person classes (Saturdays) each week. Candidates must be able to commit to both Wednesdays and Saturdays to be considered. Work Schedule and Location Fall Session: Sept 20-Dec 13 • Wednesdays from 4:30-6:30 pm (remote via Zoom) • Saturdays from 8:45-3:45 (in person at Curley School in Jamaica Plain) Spring Session: Jan 14-April 11 • Wednesdays from 4:30-6:30 pm (remote via Zoom) • Saturdays from 8:45-2:45 (in person at Curley School in Jamaica Plain) Responsibilities • Teach engaging lessons to 2 sections of 10-15 students each; you will meet with each section for 50 minutes on Wednesdays and Saturdays. Steppingstone will provide a curriculum guide for teachers to follow. • Facilitate Study Hall on Saturdays, providing academic and organizational support to students • Assign approximately 1 hour of homework per week (30 minutes per day) • Complete Scholar Growth Cards at the end of each term to update Scholars and their families on Scholar progress in class Qualifications for Teaching with Steppingstone: • Teaching experience, a strong background in your subject area, and experience differentiating classroom • instruction • Independent school or Boston Public Schools teaching experience is a plus. • Undergraduate degree is required. Graduate students will be considered. Certification is not required. • Commitment to educational and college access • Competency working with middle school students • Ability to be flexible and respond appropriately in a fast paced environment • Experience working with individuals with different backgrounds, perspectives, and experiences • Strong interpersonal skills and attention to detail • Excellent computer skills (experience with Zoom, Google Classroom, and Google Apps preferred) • Familiarity with online teaching platforms and experience with teaching standardized preparation courses (test preparation only) Apply tot his job
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