The Winsor School is an independent girls' school for academically promising and motivated students in grades five through twelve. Our diverse, vibrant community values intellectual curiosity, authentic engagement, and personal integrity and prepares young women to pursue their aspirations and contribute to the world. Winsor strives to create an environment of respect and inclusion.

Working from a combination of broad experience and deep research, the Learning Specialist supports Winsor’s mission by providing academic support across the school. The Learning Specialist observes and supports students new to the school as they acclimate to the Winsor program, works with any students experiencing academic challenges that have not been fully addressed within the classroom, and offers peer coaching and feedback for individual teachers as they seek to refine their practice. The Learning Specialist will help students and teachers work more effectively together and will be part of the team helping students move toward self-advocacy and overall academic success. A demonstrated commitment to community and inclusion work is important, as is an ongoing commitment to professional development around pedagogy, assessment, peer coaching, and overall educational trends. This role is a school schedule (10-month) position, beginning in August 2025, and reports to the Division Heads. 

Roles and Responsibilities:

• Works with faculty on best practices in pedagogy and classroom practices
• Provides peer coaching and instructional strategies for classroom teachers
• Advises Deans and Class Coordinators about academic challenges and successes within the school
• Coordinates and implements academic support for all students in Classes I–VIII
• Meets regularly with students who need organizational and academic support, and provides regular updates to advisors and parents as needed
• Provides content-specific support, as appropriate
• Develops work plans for students who have missed significant class time
• When appropriate, provides referrals for outside tutoring and/or educational testing
• Collaborates with division heads, class coordinators, deans, and advisors to support new students at all transition points through our programs
• Assists the Teaching and Learning Specialist in interpreting psychoeducational testing results,  developing plans for students who may need accommodations, and submitting and coordinating requests for accommodations for all standardized testing

• Other duties as assigned

Minimum Qualifications

• Bachelor’s degree in education or related subject, Master’s preferred
• Minimum of five years of experience working with students in an academic program
• Ability to develop and provide differentiated instruction to meet the learning needs of a range of students
• Experience working with faculty around best practices in education

The Winsor School is an equal opportunity employer and will not discriminate against any applicant for employment on the basis of race, color, religion, gender, age, national origin, marital status, sexual orientation, genetic testing, veteran status, physical or mental disability, or on any other basis protected by law.

About The Winsor School

The Winsor School is an independent girls' school for academically promising and motivated students in grades five through twelve. Our diverse, vibrant community values intellectual curiosity, authentic engagement, and personal integrity and prepares young women to pursue their aspirations and contribute to the world. Winsor strives to create an environment of respect and inclusion.

Connections working at The Winsor School