Adventures Guide - Colorado Springs & Surrounding Areas

Williamsburg Learning; Pueblo County (CO); On-site; USD 26,000 - 37,000; Part time

Benefits offered by this job

401(k) retirement

Paid time off

Job summary

Williamsburg Learning in Colorado is seeking enthusiastic Outdoor and Leadership Mentors to serve as Adventure Guides across the state. You will facilitate hands-on learning, support 30–40 students, and work with an Adventure Lead to deliver engaging experiences.

Adventures include outdoor and leadership activities, with training provided and mileage reimbursement for travel. The role features Fridays sessions lasting 2–5 hours, with a typical weekly commitment under 10 hours.

Qualifications

• At least 18 years old and one year post–high school.
• Outdoor and/or leadership experience preferred.
• Current First Aid & CPR certification (or willingness to obtain prior to start)
• Valid driver’s license
• Ability to successfully pass a background check
• Strong organizational, planning, and communication skills
• Proficiency with technology platforms including SIS, Canvas, Zoom, Remind, and Google Suite (training provided)
• Ability to mentor youth with authenticity, enthusiasm, and a passion for outdoor experiences
• Experience working with students in grades 6–12

Responsibilities

• Participate in training on the Williamsburg Adventures model for creating meaningful, growth‑oriented experiences
• Engage in and help facilitate 1:1 conversations, group discussions, and reflection before, during, and after activities
• Attend all required online and in‑person trainings (schedule provided in advance)
• Serve in an assigned geographic area and travel as needed to support programming
• Support multiple student groups throughout the semester, adapting to varying group needs
• Assist Adventure Leads during approximately 10 predetermined Adventure Fridays per semester
• Guide students through activities, lead discussions, take attendance, and support games and programming
• Arrive 30 minutes prior to each event and assist with setup, cleanup, and equipment care
• Support adventures typically held between 9:00 AM–3:00 PM and lasting 2–5 hours
• Assist Adventure Leads in maintaining student safety from drop‑off to pick‑up
• Help supervise large groups of students and ensure adherence to safety procedures
• Report directly to the State Coordinator within the assigned geographic area
• Communicate feedback, observations, and concerns to the Lead and Coordinator
• Serve as a positive role model and foster trust with students and families
• Promote a culture of belonging, teamwork, and community at each adventure
• Represent Williamsburg Learning professionally during all activities and trips
• Participate in Williamsburg Learning events as requested
• Serve as a substitute when needed
• Perform other duties as assigned by the State Adventures Coordinator

Skills

Outdoor leadership

Mentoring youth

Communication skills

Planning & organization

Tools

SIS

Canvas

Zoom

Remind

Google Suite

Job description

About Williamsburg Learning of Colorado

Williamsburg Academy of Colorado (WAC) is a tuition-free, full-time online public school serving students in grades 6–12 across the state. We exist to do more than deliver education—we exist to ignite curiosity, cultivate leadership, and help students become who they are meant to be.

At WAC, learning is both rigorous and flexible. Our model blends independent learning with live mentor support, empowering students to take ownership of their education while being deeply known, challenged, and supported. Our mentors don’t just teach—they guide students to think critically, communicate clearly, and grow with purpose.

A defining part of the WAC experience is our Adventures program—where learning comes to life. Through hands‑on experiences, field adventures, and community‑building events, students step beyond the screen to explore, connect, and apply what they’re learning in meaningful, real‑world ways. Adventures deepen relationships, spark curiosity, and create the moments students remember long after the lesson ends.

Everything we do is rooted in our mission: to prepare promising students for meaningful lives as principled leaders. We develop the whole student—academically, personally, and socially—through strong relationships, engaging content, and a vibrant, connected community.

At WAC, students aren’t just completing school—they are growing into thinkers, leaders, and contributors, equipped to thrive in school and beyond.

Position Summary

Williamsburg Adventures (WAD) is seeking enthusiastic outdoor and leadership mentors to serve as Adventure Guides in assigned regions throughout the state. Adventure Guides partner with an Adventure Lead to facilitate dynamic, hands‑on learning experiences for 30–40 middle and high school students, fostering personal growth, resilience, and leadership development.

In this role, Guides assist with both Outdoor Adventures (where students earn PE credit through activities such as hiking, skiing, first aid training, and other outdoor experiences) and Leadership Adventures (where students earn elective credit through field trips, service projects, simulations, and applied leadership activities).

Adventure Guides play a key role in creating a safe, engaging, and transformational learning environment where students are challenged, supported, and inspired.

1. Support Transformational Learning Experiences

• Participate in training on the Williamsburg Adventures model for creating meaningful, growth‑oriented experiences
• Engage in and help facilitate 1:1 conversations, group discussions, and reflection before, during, and after activities
• Attend all required online and in‑person trainings (schedule provided in advance)
• Serve in an assigned geographic area and travel as needed to support programming
• Support multiple student groups throughout the semester, adapting to varying group needs
• Assist Adventure Leads during approximately 10 predetermined Adventure Fridays per semester
• Guide students through activities, lead discussions, take attendance, and support games and programming
• Arrive 30 minutes prior to each event and assist with setup, cleanup, and equipment care
• Support adventures typically held between 9:00 AM–3:00 PM and lasting 2–5 hours

3. Support Student Safety & Team Coordination

• Assist Adventure Leads in maintaining student safety from drop‑off to pick‑up
• Help supervise large groups of students and ensure adherence to safety procedures
• Report directly to the State Coordinator within the assigned geographic area
• Communicate feedback, observations, and concerns to the Lead and Coordinator

4. Represent Williamsburg Learning with Excellence

• Serve as a positive role model and foster trust with students and families
• Promote a culture of belonging, teamwork, and community at each adventure
• Represent Williamsburg Learning professionally during all activities and trips

5. Additional Responsibilities

• Participate in Williamsburg Learning events as requested
• Serve as a substitute when needed
• Perform other duties as assigned by the State Adventures Coordinator

Please note that this job description is not designed to cover or contain a comprehensive listing of the activities, duties, and responsibilities that are required of the employee for this job. Duties, responsibilities, and activities may change at any time, with or without notice.

Minimum Qualifications

• At least 18 years old and one year post–high school
• Outdoor and/or leadership experience preferred
• Current First Aid & CPR certification (or willingness to obtain prior to start)
• Valid driver’s license
• Ability to successfully pass a background check
• Strong organizational, planning, and communication skills
• Proficiency with technology platforms including SIS, Canvas, Zoom, Remind, and Google Suite (training provided)
• Ability to mentor youth with authenticity, enthusiasm, and a passion for outdoor experiences
• Experience working with students in grades 6–12

Position Structure & Time Commitment

• 10 predetermined Adventure Fridays per semester
• Most adventures are 2–5 hours in length and occur primarily on Fridays
• Typical weekly commitment is under 10 hours during adventure weeks
• Required short trainings each semester (held on predetermined Fridays) are paid
• Additional seasonal duties may offer opportunities for increased hours
• Mileage reimbursement provided for travel to and from adventure locations from your home address

Physical and Mental Requirements

• Ability to perform physical activities including walking, hiking, running, standing for extended periods, lifting, and bending
• Ability to maintain visual supervision of students and respond to auditory cues
• Physical capability to safely facilitate and supervise students in a variety of adventure‑based environments
• Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of this position.

401(k) Retirement and Paid Time Off.

Salary Range

• $23 per hour

Williamsburg Learning is an Equal Opportunity Employer