Overview
PRIMARY DUTIES & RESPONSIBILITIES
Support delivery of outdoor program
(current programming includes:
backpacking, rock climbing, mountain
biking, surfing and trailwork)
Lead overnight backpacking trips &
teach wilderness skills/leadership to
high school students
Work with the Dean of Residential Life
in supporting all aspects of student life
at Midland including student
supervision, offering student clubs,
supporting affinity groups, & off-
campus outings.
Assist with driving and student
transportation for health office &
sports/activity programs
Day-to-day residential community
engagement & participation in all
school-wide events
Small California boarding school — Grades 9 to 12 — Full time, academic year position
On-campus housing & meals — Salary range* $38,000 – $45,000 — Position starts August 2026
Qualifications:
MINIMUM QUALIFICATIONS
Wilderness First Aid or higher (Wilderness First Responder preferred)
Experience working in outdoor education (particularly backpacking,
mountain biking, and/or rock climbing).
Hard working in a physically demanding position
Enthusiasm to work with teenagers in a residential setting
Excellent communication skills
Ability to work as a team and collaborate with others
Possess a positive attitude, have high energy and be self-directed
Pass criminal and driving background test
Preferred Skills:
ADDITIONAL DESIRED EXPERIENCE
AMGA SPI rock climbing certification (or higher)
Significant personal and professional (e.g. guide/instructing)
experience in any of the following areas: backpacking, rock climbing,
mountain biking, and/or surfing.
Experience working with adolescents especially in boarding or
residential education environments
Other skills and interests to share with our community - coaching
athletics & activities, elective classes, performing arts (please share
specifics via cover letter)
About Midland School
Midland School, a distinctive co-educational
boarding school for grades 9-12, is located on a
2,860-acre ranch at the edge of the Los Padres
National Forest. Midland has been a leader of place-
based and experiential college preparatory
education since 1932. Everything we do - from the
courses we choose to teach, to how we maintain
our campus, to the way we feed ourselves -
originates from an intentional curriculum that
focuses not only on academics, but also on
leadership, community, and stewardship. Our
students live a cell-phone-free high school
experience, close to nature.
Our campus residential community is filled with
outdoor enthusiasts, farmers, animal lovers, artists
and, of course, friendly and talented faculty and
staff. If you would like to be a part of a team
dedicated to teaching the value of a lifetime of
learning, self-reliance, simplicity and a
responsibility to community, we invite you to
apply.
