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 Arizona.

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) Substitutes are outdoor and leadership enthusiasts who support an Adventures Lead and/or Guide when needed in one of our Adventures courses. Students in this course will earn PE credit for participating in activities like rock climbing, hiking, skiing, survival skills, first-aid, outdoor games, and more. Students will earn elective leadership credit for activities such as attending museums, visiting colleges, going on field trips, service projects, and applying leadership skills in simulations and various activities.

Essential Duties

1) Assist with Facilitating Transformational Learning Experiences

• Adventures Substitutes will be trained on the Williamsburg Adventures formula to infuse each experience with meaning. They must be comfortable participating in 1:1 and group discussions and processing before, during, and after an activity. Adventures Substitutes are required to complete all Safe Schools Training. If the substitute is long-term, the Adventures Coordinator will provide a training schedule.

2) Inspire, Challenge, and Engage Students

• Adventures Substitutes will enter an adventure when needed to assist the Adventure Lead or Adventure Guide. Most adventures occur between school hours (9 am - 3 pm) and typically run for two to five hours at various locations. Adventures Substitutes may be asked to guide students, lead discussions, take attendance, and administer first aid if needed. Adventures Substitutes are expected to arrive 30 minutes before the start of the adventure they are subbing for, and help clean up and care for the equipment.

3) Follow the Direction of Adventure Leads to Ensure Student Safety

• Adventure courses involve large groups of students. Adventures Substitutes will support Adventures Leads in their responsibility to oversee the safety of students between drop-off and pick-up. Adventures Subs report to the Adventures Lead and Guide in each geographical area.

4) Positively represent WL during all Activities / Trips

• Adventures Substitutes should conduct themselves so that they earn the full trust of the group by serving as role models to students and fostering a sense of belonging among them at each adventure.
• Adventures Substitutes extend their influence and contribute to a sense of community.

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 full year post–high school
• Outdoor and/or leadership experience preferred
• Current First Aid & CPR certification (or willingness to obtain prior to start)
• Valid and current driver’s license
• Strong organizational, planning, and communication skills
• Ability to pass a background check
• Ability to provide transformational mentoring to youth
• Willingness to lead with authenticity, vulnerability, and integrity
• Energy and enthusiasm for outdoor experiences and personal growth
• Comfort using technology platforms including SIS, Canvas, Zoom, Remind, and Google Suite (training provided)
• Ability to be available on short notice (on the predetermined dates)

Position Structure & Time Commitment

• 10 predetermined Adventure Fridays per semester
• Most adventures are 2–5 hours in length and occur primarily on Fridays
• 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 continuous visual supervision of students
• Ability to hear and respond to students in active indoor and outdoor environment

Benefits

401(k) Retirement and Paid Time Off.

Salary Range

• $21 per hour

Williamsburg Learning is an Equal Opportunity Employer