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    KEY SCHOOL INC logo

    Student Leadership Coordinator and Outdoor Education Assistant (2026-2027)

    KEY SCHOOL INC
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    Job Details

    Location
    Annapolis, Maryland, United States
    Posted
    2 days ago
    Job Type
    FULL_TIME
    Salary
    USD 47,405 - 89,005

    Job Description

    Job DetailsJob Location: Annapolis, MD 21403Position Type: Full Time

    Education:

    Level: 4 Year DegreeSalary Range: $47,405.00 - $89,005.00 SalaryJob Category:

    Education:

    Full-Time, 10 months, Faculty Exempt Key School seeks a Student Leadership Coordinator and Outdoor

    Education:

    • Assistant in our Middle and Upper Schools for the 2026-2027 academic year.

    This faculty member works with faculty, staff, and Middle and Upper School students to develop and support leadership opportunities. Excellent interpersonal, verbal and written communication

    skills:

    are paramount, as is the ability to collaborate effectively with both students and faculty. This employee is supervised by Division Heads at each level and works closely with the Outdoor

    Education:

    Department Head. Job

    Responsibilities:

    Outdoor

    Education:

    Role Plan and lead Outdoor

    Education:

    trips, along with the school’s Outdoor

    Education:

    Department Head, throughout the calendar year. Serve as a lead or support facilitator for approximately ten overnight trips held during the school week for Middle and Upper School students. Additionally, plan and lead several optional weekend Middle and Upper School trips. Run one summer trip each year for Middle and Upper School (paid separately from contractual duties).

    Partner with the Outdoor

    Education:

    Department on trip preparation (e.g., gear, packing) and work with student-led components of pre-trip

    experience:

    s. Engage in professional development and ongoing medical training.

    • Work with student peer leaders.
    • Collaborate with Middle and Upper School faculty in planning and preparation for trip

    experience:

    s. Co-teach a “Team Building/Initiatives” curriculum with older Middle School students. Student Leadership Role Plan and execute the student-led co-curricular Activities Program across both Divisions.

    • Oversee and support the Student Forum (i.e., student government) in each Division.
    • Work with representatives from each grade level (7-12) to advance student-led initiatives.
    • Plan events alongside student leaders and grade advisors in each Division, such as Homecoming, Advisory Challenges, Fall Field Games, Prom, and Middle School dances, to support building community and fostering student leadership.

    Teach a leadership course in our Upper School academic curriculum, and collaborate with the Middle School faculty incorporate leadership goals in the curriculum. The Ideal Candidate Possesses the Following Characteristics: Commitment to Key School’s values Genuine appreciation for and

    experience:

    • supporting and mentoring student leaders Proven self-starter and proactive leader

    Experience:

    • leading groups of students and faculty on overnight outdoor trips Knowledge of and

    experience:

    with experiential

    education:

    practices Knowledge of cultural competencies, strong emotional intelligence, and the ability to build relationships with all school constituency groups Strong communication

    skills:

    Ability to work with, teach and lead collaborative teams

    Qualifications:

    Qualifications:

    Bachelor’s Degree; Master’s Degree preferred Two to three years of

    experience:

    working directly with students First Aid Certification (Wilderness First Aid or Wilderness First Responder preferred) 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.

    Furthermore, in working in the Outdoor

    Education:

    program, an employee must be able to perform the following essential functions: Ability to walk extensively, and lift and carry heavy materials (up to 50 lbs); ability to work outdoors in most weather conditions; ability to maintain focus and situational awareness during multi-day outdoor activities; ability to sleep on the ground (camp) for up to 6 consecutive days.

    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. Key School follows a Faculty Scale that recognizes direct years of

    experience:

    that correlate to the steps on the scale. The salary range for this position is $47,405-$89,005 and is based upon several factors that include, but not limited to, the candidate’s year of work

    experience:

    ,

    education:

    and

    skills:

    There are additional opportunities on campus for coaching and various stipends, as well. In addition to the salary, this position is eligible for 10 Sick Days, 2 Personal Days. 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: Approximately 45 days/nights of travel with students per year away from campus. Occasionally, there may be business and school functions that will require your presence to work flexible hours, including nights and/or weekends and travel outside of Annapolis.

    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, co

    education:

    al, 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

    education:

    ally 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 and Inclusion: 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

    education:

    al 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. Learn more

    about:

    our Diversity, Equity and Inclusion at Key. Please submit a letter of interest, completed application, and three professional references by selecting the link.

    Apply for this Position

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