Our extended trip team of Outdoor Leaders lead multi-day trips in various destinations across the region and country including the Boundary Waters Canoe Area, Voyageurs National Park, Superior Hiking Trail, the St. Croix and Namekagon rivers, Yellowstone National Park, and more. Extended trips vary from frontcountry to backcountry settings and require a range of skill sets and experiences. Most extended trips are 3-12 days in duration.

We recognize that as an industry, there is much to do to increase representation in our field to reflect the communities we aim to serve. We also know that diversity of identities, experiences and ways of thinking result in better solutions for our communities. For this reason, we especially encourage applicants from communities who experience systemic barriers – including people of color, women, LGBTQIA+ and people with disabilities – to apply for this position.

May 23rd – 26th, 2023: All-staff Wilderness Inquiry foundational training
May 30th – June 2nd, 2023: All-staff Wilderness Inquiry field training
June – September: Main programming season consisting of extended overnight trips with optional local Canoemobile day programming.
September – October: Opportunities to continue with local Canoemobile day programs as well as transition to regional and national Canoemobile tours.
Qualified applicants will also be asked to participate in Canoe Stern Training & Assessment and Driver Training, if applicable, scheduled at various times before and after the All-Staff training. All new Outdoor Leader hires are contingent upon successful completion of required training.

Group Facilitation

Provide excellent leadership for adults, youth, and families.
Use effective judgment and decision making regarding trip implementation.
Uphold Wilderness Inquiry’s Trail Community Agreements
On-Trail Technical Skills & Safety

Assess participant ability and expectations to safely and effectively meet individual and group needs.
Provide emergency first aid and conduct and/or assist in backcountry medical needs including evacuations.
Care for equipment while in the backcountry and at base camp.
Proficiently perform activities conducted on Wilderness Inquiry trips including navigating routes in the front and backcountry, cooking, paddling, hiking, camping, etc.

Tagged as: Backcountry Skills, Instruction and Guiding, Mountaineering Skills, Teaching/Education, Water Skills


A minimum of Basic First Aid & CPR (or ability to obtain).
Wilderness First Aid (WFA) or Wilderness First Responder (WFR) preferred
Wilderness Water Safety, Lifeguard or other Professional Rescuer
Desire to lead, motivate, and manage groups of varying ages, abilities, and identities in an outdoor setting
Ability to provide excellent customer service
Ability to work as part of a team
Willing to keep flexible hours
Must pass a background check
Must be at least 18 years of age

Preferred Skills:

Current Driver’s License* and a safe driving record dating back at least five years
1 or more seasons or years of professional experience in outdoor recreation or education, leadership or guiding, group facilitation, or other related experience
Experience working with individuals from diverse social, cultural, economic, and educational backgrounds.
Proficiency in Spanish, American Sign Language, Hmong, or Somali
*Driver’s license status will not impact eligibility for hire

About Wilderness Inquiry

Wilderness Inquiry’s mission is to connect people from all walks of life to the natural world through shared outdoor adventures. Through the medium of outdoor adventure travel, we inspire personal growth, enhanced awareness of the environment and community integration. Wilderness Inquiry is all about access, inclusion, and opportunity. We believe exploration of the natural world is a birthright we all share, and we act on that belief. We operate in a manner that facilitates full participation by everyone, including people of all ages, background, and abilities.

Application Instructions

Please apply directly through website: https:www.wildernessinquiry.org/job/outdoor-leader/