Sophomore Wilderness Expedition Leader

Robert Louis Stevenson School; Pebble Beach (CA); On-site; USD 35,000 - 46,000; Part time

Job summary

Stevenson School in Pebble Beach, CA seeks Trip Leaders for the Sophomore Wilderness Expedition, a 10‑day backpacking course in Henry Coe State Park. The temporary, seasonal role runs February 26 – March 7, 2027, with a mandatory paid training February 4–7 and preparatory days before and after the expedition.

Ideal candidates bring strong wilderness leadership skills, experience with teens, and a commitment to equity and inclusion.

Qualifications

• Outdoor leadership training.
• Demonstrated prior experience successfully leading extended backcountry trips with high school students.

Responsibilities

• Participate in co-leader instruction.
• Participate in paid staff training February 4–7, 2027.
• Participate in a half day of final preparation before the expedition.
• Participate in the Sophomore Wilderness Expedition, February 26 - March 7, 2027 and debrief on March 8, 2027.
• Share technical expertise and group skills with the instructor group.
• Lead formal and informal instruction on topics appropriate to wilderness travel and living.
• Actively communicate, engage in, and enforce safety protocols.
• Provide appropriate support in emergency and/or medical situations.
• Actively participate in the creation and maintenance of an inclusive environment.

Skills

Outdoor leadership

Trip leadership

Job description

Stevenson School in Pebble Beach, CA seeks Trip Leaders for the Sophomore Wilderness Expedition, a 10‑day backpacking course in Henry Coe State Park. The temporary, seasonal role runs February 26 – March 7, 2027, with a mandatory paid training February 4–7 and preparatory days before and after the expedition.

Ideal candidates bring strong wilderness leadership skills, experience with teens, and a commitment to equity and inclusion.