Wilderness Trip Leader

Job Description

Job Description

Stevenson School is a PK-12 co-educational, college-preparatory, boarding and day school with enrollment of approximately 750 students on two campuses in beautiful Central Coast California. The Upper Division campus (Grades 9-12) is located in Pebble Beach. The Lower / Middle Campus (Grades PK-8) is in nearby Carmel-by-the-Sea. Stevenson is a mission driven school that aims to help students shape joyful lives while instilling a passion for learning and achievement to prepare them for success in school and beyond. The core values of the community are safety, trust, respect, belonging, and inclusion.

Highlighted by an expedition series that provides personal growth opportunities for students, Outdoor Education is a signature component of Stevenson’s educational program.

Stevenson School is seeking Trip Leaders for our Sophomore Wilderness Expedition, a 10-day backpacking course that will take place February 27 - March 8, 2026 in Henry Coe State Park. Coed crews of 9-11 students are accompanied by outdoor educators and student leaders. A front-country manager provides logistical and emergency assistance.

This is a temporary, seasonal position. Ideal candidates will possess strong wilderness leadership skills, experience working with teenagers, and a passion for fostering growth through outdoor adventure.

In keeping with Stevenson’s core values, we seek candidates who demonstrate a commitment to equity and inclusion. Candidates from underrepresented backgrounds are encouraged to apply.

Compensation and Logistics

• Pay : $210 per day
• Meals : Provided during training and the expedition
• Training : Mandatory paid staff training February 5–8, 2026 plus a half day final preparation on February 26 and a breakdown day on March 9
• Background Check : LiveScan required, to be reimbursed upon a submission of a receipt to the HR Office

Responsibilities Include :

Required Qualifications :

Preferred Qualifications :

Stevenson is an equal opportunity employer and does not discriminate on the basis of race, color, religion, sex, gender identity, national origin, age, disability, marital status, sexual orientation, or any other characteristic protected by law.

Interested candidates are invited to use the link provided to submit a cover letter and resume to Claudia Ruiz, Human Resources Associate

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