Middle School Learning Specialist

Sidwell Friends School$62K — $140K *
Education, Government & Non-Profit
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in education or related field; Master's preferred in special education.
  • Minimum of three years of relevant teaching and support experience.
  • Deep understanding of learning disabilities (e.g., dyslexia, ADHD).
  • Experience in supporting academic growth for students with learning differences.
  • Strong communication and collaboration skills with diverse stakeholders.

Responsibilities

  • Provide targeted one-on-one and small-group instruction based on learning needs.
  • Identify resources and create tailored lessons in partnership with classroom teachers.
  • Offer professional development for faculty on evidence-based teaching strategies.
  • Implement intervention and remediation techniques for students with learning differences.
  • Assist students with improving organization and study skills.
  • Refer students to additional professional services as needed.
  • Monitor and communicate student progress to families and educators.

Benefits

  • Multiple medical, dental, and vision plan options.
  • School-paid life and long-term disability insurance.
  • Generous paid time off, including school breaks and personal days.
  • 7% employer contribution to 403(b) retirement plan.
  • Free lunch and parking, along with public transportation support.
Full Job Description
Position Overview

Sidwell Friends School, a co-educational Quaker day school, seeks a Middle School Learning Specialist who genuinely appreciates teaching middle-school aged children and appreciates and actively supports the Quaker philosophy of our School. This full-time benefits-eligible position is based on the Washington, DC, campus and will begin in late August 2026.

The Learning Specialist works collaboratively with students, faculty, families, administrators, and outside providers to ensure academic support to middle school students in grades 5-8. The Learning Specialist is responsible for understanding individual student needs to help students achieve personal and academic goals. The learning specialist will collaborate closely with the middle school administrative team, counselors, and the learning specialists across all three divisions to develop a comprehensive student support program, help teachers develop pedagogical practices informed by the neuroscience of learning, and develop interventions and remediation for individual students.

The successful candidate should foster a proactive approach to student support and be skilled at building trust and rapport with students, families, and teachers. This role requires strong communication skills, high emotional intelligence, and the ability to support families through difficult conversations with sensitivity and compassion. In addition, the Learning Specialist should have a strong background in learning disabilities as well as strategies for remediation and intervention. The ideal candidate will have the ability to teach executive functioning skills and be able to build an understanding of metacognition for students and teachers.

Key Responsibilities:
• Provide one-on-one and small-group support and instruction to students based on documented learning needs and goals
• Identify resources, create lessons, and work with classroom teachers to determine the best way to support students
• Provide professional learning opportunities for faculty on research-based teaching and learning strategies to support students
• Support students with learning differences by providing intervention and remediation in all academic areas to fill skill and knowledge gaps
• Support students with organization and study skills
• Make appropriate referrals for students and families to tutoring and other professional service providers
• Proctor assessments as needed for students with accommodations, including separate testing locations and extended time
• Use data to support student growth
• Communicate student progress with families, teachers, administrators, and outside providers
• Work with the Admissions Office to evaluate specific learning needs of prospective students

Skills and Experiences:
• Bachelor's degree in education or related field. Master's degree in special education preferred.
• At least three years of experience teaching and supporting students in a similar role
• A deep understanding of learning disabilities, such as dyslexia, ADHD, and executive functioning challenges
• Experience supporting students with learning differences and other academic growth areas
• An ability to connect with students and a deep interest in working with middle schoolers
• Strong collaboration and communication skills
• Ability and desire to collaborate with faculty, staff, administrators, and families
• Strong organizational skills and attention to detail
• A positive attitude, flexible approach, and a willingness to be a team player

Salary & Benefits

Sidwell Friends School offers a comprehensive benefits package designed to support employees' health, well-being, and long-term financial security. Benefits include multiple medical, dental, and vision plan options; school-paid life and long-term disability insurance; wellness programs; and flexible spending accounts.

Sidwell contributes 7% of gross salary to a 403(b) retirement plan, with a 3% employee contribution, along with generous paid time off including school breaks, federal holidays, personal days, and paid family leave. Additional benefits include free lunch and parking, public transportation support, access to campus facilities, childcare and summer program discounts, and other community-focused resources.

Salary: $62,407-$140,253 per year. Salary will be commensurate with experience and qualifications

To Apply
To be considered, qualified candidates must upload a cover letter, resume, statement of teaching philosophy and three references through our applicant tracking system (ClearCo). To learn more about our school and current openings, please visit our website.

About Sidwell Friends School

Sidwell Friends School is a highly selective Quaker school located in Washington, D.C. The school was founded in 1883 by Thomas Sidwell, and has since grown to become one of the most prestigious private schools in the United States. The school has a strong academic program, with a focus on community service and social justice. The school has a diverse student body, with students from a wide range of backgrounds and cultures. The school has a strong athletic program, with many of its teams competing at the highest levels of competition. The school is known for its commitment to sustainability and environmental stewardship.
Learn more about Sidwell Friends School
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