10-month Full-Time, Faculty Exempt 

Key is seeking a dedicated and visionary Middle School Learning Specialist/Special Educator to join our Learning Department for the 2026-2027 academic year. This role is designed for an educator who is both a student advocate and an instructional leader. The Learning Specialist works closely with faculty and administrators to create supportive learning environments, identify areas for improvement, and implement innovative solutions that promote student success. 

The successful candidate will be a proactive problem-solver with a passion for experiential learning and a deep commitment to culturally responsive, research-based instruction.

Job Responsibilities

Student Academic Support and Intervention:

• Monitor students for learning needs and potential academic support
• Provide direct academic support for students in 5th and 6th grade, including teaching two small-group support classes 
• Provide academic and social-emotional support in tandem with classroom teachers
• Oversee testing accommodations
• Communicate with outside professionals as needed
• Review and interpret students’ psychoeducational evaluations 
• Create and implement student support plans 
• Administer selected diagnostic testing  
• Implement concussion protocols
• Collaborate with Lower School Learning Specialists to support students moving from Lower to Middle School 
• Oversee on-campus tutoring schedule and collaborate with tutors

Teacher Support

• Work with faculty on support plans and instructional accommodations 
• Conduct student observations and provide faculty support
• Plan professional development for faculty in consultation with the Director of Curriculum and Instruction

Program and Curriculum

• Work with teachers to adapt curricular materials and assessment practices 
• Collaborate with Social Emotional Learning team to develop and deliver grade-wide Life Skills lessons

Family Support and Education

• Communicate directly with families regarding learning and academic support
• Provide referrals for outside academic support and/or evaluation
• Plan and/or support family education programs related to academic support and learning profiles 

Administrative Responsibilities

• Consult with the Middle School Admissions Committee as needed 
• Orchestrate all aspects of annual standardized testing across the Middle School

Ideal Candidate Possesses the Following Characteristics

• Ability to work both independently and collaboratively with others as needed
• Commitment to Key School’s Mission and values
• Demonstrates cultural  responsiveness with the versatility and skills to engage with and learn from people with diverse backgrounds and experiences
• Approaches work with energy, kindness, maturity, curiosity, and flexibility
• Experience in reading, interpreting, and summarizing psycho-educational evaluations
• Pedagogical innovation and expertise

Qualifications

• Minimum requirement of a Bachelor's degree in the field of education (a Master’s Degree in special education or related field is preferred)
• Minimum requirement of 3 years of experience working with students in a resource or instructional role.

Physical Requirements

The demands described here represent those that an employee must meet to perform the essential functions of this job successfully. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

The ability to navigate stairs as part of daily routines; mobility around a mid-size campus with uneven pavement. The ability to maneuver as necessary within a regular classroom; and the ability to rearrange furniture for activities is occasionally required.

Compensation/Benefits 

Key School offers competitive salaries and a comprehensive benefits package including health, dental and vision insurance, a generous 403(b) Plan, and much more.

The salary range for this position is $47,405-$89,005 and is based on several factors that include, but not limited to, the candidate’s work experience and education.

Technical Competencies

All candidates for teaching positions should be familiar with learning management systems such as Seesaw and Google Classroom and have the ability to create and deliver engaging multimedia content using a variety of digital tools. Key is a Google Workspace for Education school. Candidates should be proficient in using Google applications, have a solid understanding of cloud-based storage and file-sharing platforms, and efficiently manage email and scheduling using Gmail and Google Calendar. They should be proficient in virtual communication tools such as Zoom or Google Meet and have basic troubleshooting skills to resolve common technical issues that may arise in the classroom. 

Work Schedule/Travel 

Occasionally, there may be school functions that will require your presence to work flexible hours, including nights and/or weekends.  Additionally, participation in scheduled faculty meetings is required. 

About the School

Founded in 1958 by professors from St. John's College, Key School engages children from 2.5 years of age through grade 12 in a progressive, coeducational, college-preparatory program on its picturesque 15-acre campus 4 miles from downtown Annapolis. 

Key School is a dynamic, tight-knit community deeply committed to ensuring students are supported and challenged to excel educationally and personally and be confident, courageous, critical thinkers prepared to engage with the world. Our Community is as diverse as it is warm and welcoming. 

Commitment to Diversity, Equity, Inclusion and Belonging: 

Key is particularly interested in candidates with experience in creating inclusive school settings and who are culturally responsive. We are seeking candidates with a commitment to educational equity and justice. We learn and grow both as individuals and as a school community when students and adults of diverse backgrounds, abilities and identities develop an understanding of and respect for our commonalities and differences. Together, we have created a community that reflects diversity across a broad spectrum and will help fulfill Key’s promise to prepare our students for the challenges and responsibilities they will assume in an increasingly connected yet diverse and pluralistic world. The diverse student body is 39% students of color, and 32% of our students receive financial aid to create a socioeconomically diverse community.  We invite you to learn more about our commitment to Diversity, Equity, Inclusion and Belonging at Key.

Please submit a letter of interest, resume, completed application and three professional reference by selecting the link.

About Key School

SCHOOL CULTURE STATEMENT Founded in 1958 by professors from St. John's College, Key School engages children from 2.5 years of age through grade 12 in a progressive, coeducational, college-preparatory, day program on its picturesque 15-acre campus located 4 miles from downtown Annapolis. Perhaps no mandate in Key School's Mission Statement lies closer to the heart of the community than its injunction to "Sustain an ethical school culture that engenders an inherent respect for the dignity of every human being, recognizes that personal liberty must be balanced by personal responsibility and individual action by the needs of others, and stresses to all members of the School community the importance of trust, mutual respect, and compassion." Key students are collaborative critical thinkers who are motivated and open-minded. Highly committed to their students, Key faculty and staff are supportive, industrious, creative, and approachable. A student-centered environment, Key places great value on respectful open discourse among students and adults alike. With a commitment to diversity, equity and inclusion, Key is particularly interested in candidates with experience in creatin...g inclusive school settings and who are culturally responsive. We are seeking candidates with a commitment to educational equity and justice. Key School is an equal opportunity employer.

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