About Williamsburg Learning

Williamsburg Learning Academy is a full-time online program serving students in grades 6–12, designed to provide a flexible, high-quality education centered on purpose, leadership, and meaningful growth. As part of the Williamsburg Learning network, it delivers an award-winning curriculum used by partner schools nationwide, including tuition-free public school options in states like Utah.

Learning is both rigorous and flexible. Students engage in live, mentor-led classes alongside independent coursework, allowing them to take ownership of their education while receiving consistent guidance. Mentors do more than teach—they help students think critically, engage in discussion, and develop clarity in their ideas.

The program emphasizes learning how to think, not what to think, using discussion-based instruction, classic texts, and engaging content that fosters curiosity and intellectual growth. This is paired with a strong focus on leadership and personal development.

A defining feature of the experience is the balance between online learning and real-world connection. Through in-person “Adventures” and community experiences, students build relationships, explore new environments, and apply their learning in meaningful ways.

Everything is rooted in the mission to prepare promising students for meaningful lives as principled leaders—equipping them to become thoughtful, capable contributors both 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 that foster personal growth, resilience, and leadership development in students.

In this role, Guides support 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 environment where students are challenged, supported, and inspired..

Essential Duties

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

2. Inspire, Challenge & Engage Students

• 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

Non-Essential Duties

Please note that this job description is not designed to cover or contain a comprehensive listing of the activities, duties, or 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.

Benefits

401(k) Retirement and Paid Time Off.

Salary Range

• $23 per hour, 10-15 hours per week

Williamsburg Learning is an Equal Opportunity Employer