The Road Less Traveled

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The Road Less Traveled is hiring Trips Leaders for the Summer of 2024! Trip Leaders guide and engage participants in service-learning projects, language immersion programs, backpacking, rock climbing, biking, kayaking, trekking, scuba diving, whitewater rafting, and more from June through August. Trip Leaders must be 21 years of age by June 14, 2024. 

Trip Leaders help run the day-to-day logistics of the trip. Trip Leaders will be grouped with 1-2 other leaders and those groups work closely together to share responsibilities. The leader team will be responsible for all aspects of the trip: logistics, medical issues, driving, meal planning and preparation, behavior management, conflict resolution, facilitation of outdoor adventure and community service activities and risk management.

As we offer trips of varying lengths, dates of employment can vary. Staff training begins on June 3rd at a summer camp in Hayward, Wisconsin. RLT will pay transportation costs for all leaders to/from staff training. Trip Leaders leave staff training and head directly to their first trip locations. Trip Leaders are expected to work 2-3 sessions over the course of the summer. Most trips end on or around August 4.

Our high school aged trips have up to 15 participants on the trip and our middle school aged trips have up to 12 participants. We will make every effort to employ Trip Leaders for as long as they wish, but we request flexibility with trip assignments and dates, keeping in mind the students’ experience is a direct result of its leadership. It is our commitment to the participants to create the strongest leader teams possible.

Salaries are based on qualifications and experience, and vary based on the number of trips/days worked. Starting salaries begin at $65/day but increase based on experience or having a Master's degree in a related field. A first year Trip Leader typically can take home somewhere between $3500-4000 over the course of the summer if they lead 2-3 programs.