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 leadership and outdoor enthusiasts to serve as mentors to students in Outdoor and Leadership Adventures courses within specifically assigned regions throughout the state.
The Outdoor Adventures course is an in-person program for students in grades 6–12. Participants earn PE credit while engaging in activities such as rock climbing, hiking, snowshoeing, skiing, survival skills, first aid training, outdoor games, and more.
The Leadership Adventures course focuses on developing students’ leadership skills while they earn elective leadership credit. Experiences may include museum visits, college tours, field trips, service projects, simulations, and other hands-on leadership activities designed to build confidence and character.
Essential Duties (Top 5 Roles)
1. Facilitate Transformational Learning Experiences
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Design and lead meaningful, hands-on adventures aligned with the Williamsburg model
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Incorporate intentional discussions, reflection, and student touchpoints (1:1 and group processing)
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Provide context and purpose for each adventure experience
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Attend all required online and in-person Friday trainings
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Coordinate qualified vendors or facilities when specialized instruction is needed
2. Plan & Execute Site-Specific Adventures
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Plan and implement 10 approved adventures per semester on predetermined Fridays
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Coordinate logistics, vendors, facilities, and payments (company card provided)
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Manage semester budgets and submit expenses in a timely manner
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Arrive 30 minutes prior to events and serve as the on-site leader
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Supervise and provide direction to Guides and volunteers
3. Ensure Student Safety
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Maintain responsibility for student safety from drop-off to pick-up
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Carry first-aid supplies and required medical documentation
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Take attendance and monitor student whereabouts
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Document and report safety incidents appropriately
4. Communicate Effectively
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Communicate adventure details to students, parents, and team members
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Coordinate regularly with the Adventures State Coordinator
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Share post-event updates and photos
5. Manage Academic & Compliance Responsibilities (When Applicable)
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Set up and manage courses in Canvas
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Ensure waivers and medical forms are completed prior to participation
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Track attendance and submit grades in Canvas and SIS
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Support student accommodations (IEP/504 plans)
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Communicate with students and parents as needed
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
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Must be at least 21 years of age
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Valid and current driver’s license
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Outdoor leadership experience preferred
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Experience working with students in grades 6–12
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Current First Aid & CPR certification (or willingness to obtain prior to start)
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Strong organizational, planning, and communication skills
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Ability to pass a background check
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Ability to provide transformational mentoring to youth
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Willingness to lead with authenticity, vulnerability, and integrity
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Demonstrated energy and enthusiasm for outdoor experiences and personal challenge
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Comfort using technology platforms, including SIS, Canvas, Zoom, Emburse, Facebook, Grow, Remind, and Google Suite (training provided)
Position Structure & Time Commitment
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Adventures are held on 10 predetermined Fridays each semester
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Approximately 20-25 hours of pre-semester planning are required
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15–20 hours of required training prior to the semester
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During the semester, this part-time role averages up to 10-12 hours per week, with most hours occurring on Adventure Fridays during normal school hours
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Additional flexible hours may be completed throughout the week
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On non-adventure weeks, required Friday trainings (typically 2-3 hours) are compensated
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Additional seasonal duties may provide opportunities for additional paid hours
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Mileage reimbursement provided for travel to and from adventure locations from home address
Physical and Mental Requirements
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Ability to perform physical activities including walking, hiking, running, standing for extended periods, lifting, and bending
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Ability to maintain continuous visual supervision of students
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Ability to hear and respond to students in active indoor and outdoor environments
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Physical capability to safely lead and supervise students in a variety of adventure-based settings
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Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of this role.
Benefits
401(k) Retirement and Paid Time Off.
Salary Range
Williamsburg Learning is an Equal Opportunity Employer
