Position Summary At Williamsburg Learning, we call our teachers Mentors because they do more than deliver instruction—they guide, support, and develop students as thinkers, communicators, and leaders.

Williamsburg Learning Mentors deliver engaging, live online instruction that develops students’ ability to think critically, communicate effectively, and grow as principled leaders. This is a full-time teaching position, leading live classes synchronously online. Mentors are responsible for leading structured virtual classrooms, implementing The Williamsburg Curriculum with fidelity, providing timely feedback and academic support, and maintaining clear communication with students and families. This role requires strong instructional leadership, organization, and professionalism, along with a deep commitment to Williamsburg Learning’s mission and values of Growth, Right Action, and a Culture of Belonging.

Essential Duties

1. Classroom Instruction Teach live, synchronous online classes during the school day, delivering engaging presentations that challenge students, spark curiosity, and promote deep thinking. Lead virtual classrooms of approximately 20 to 40 students by building strong relationships, using Socratic questioning, and fostering active participation and discussion. Teach students how to think, not what to think, by prioritizing reasoning, inquiry, and perspective-taking over rote memorization or simple content delivery. Model effective learning habits by encouraging reflection and growth, and demonstrating curiosity, professionalism, and mastery of your subject. Use observation and student data to adjust instruction in real time, ensuring all students are supported and appropriately challenged. Establish clear expectations for behavior and participation and maintain active supervision of students during live classes. Secure a substitute according to WL’s substitute policy when necessary.
2. Implement The Williamsburg Curriculum Plan lessons aligned to syllabus objectives, key questions, and upcoming assignments. Prepare instructional materials and learning activities that support course goals and provide a clear progression for students. Ensure Canvas courses are set up accurately each semester, including assignments, pacing, and curriculum materials, and take shared responsibility for maintaining that configuration. Contribute ideas and feedback to support ongoing improvements in curriculum and instructional resources.
3. Grading, Intervention, and Student Support Grade student work in Canvas and provide timely (within 4 days), detailed, and meaningful feedback that supports student growth and learning. Monitor student progress, attendance, and engagement, and identify students who need additional academic or organizational support. Provide targeted interventions, host weekly office hours, communicate proactively with students and parents, and participate in IEP and 504 meetings as needed.
4. Communication and Professionalism Communicate clearly, respectfully, and professionally with students, parents, and colleagues across email, phone, and virtual meetings. Respond to messages and inquiries within 1 business day and consistently follow through on commitments. Maintain accurate records related to attendance, discipline, and student needs, and follow Williamsburg Learning policies, procedures, and expectations. Stay current on all required trainings through SafeSchools.
5. Professional Development and Team Participation Participate fully in required professional development activities, including training, coaching, observations, and regular team meetings. Engage in ongoing reflection and growth as a mentor by seeking feedback, refining practice, and deepening understanding of Williamsburg Learning’s instructional methods. Contribute positively to the Williamsburg Learning community by collaborating with colleagues, supporting shared goals, and modeling the organization’s core values of Culture of Belonging, Right Action, and Growth.

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.

Qualifications Required: Bachelor’s degree (BA/BS) with demonstrated expertise and passion for the subject area. Current teaching license in the subject area. Quick learner with technology and proficient in using email, managing files, and recording and reporting electronically. Excellent written and verbal communication skills. Self-motivated, organized, flexible, and solutions-oriented. Alignment with Williamsburg Learning’s educational philosophy and mission. Ability to pass a criminal background check. Preferred: Prior history of working with middle- and high school-aged students. Experience teaching in your subject area. High level of comfort with technology, including AI, video conferencing, and presentation tools. Prior use of Canvas or other Learning Management Systems. Familiarity with Zoom and Google Workspace

Physical and Mental Requirements Ability to teach live online classes for extended periods while seated or standing. Ability to manage multiple digital systems simultaneously (video conferencing, chat, attendance, instructional materials). Ability to maintain focus, engagement, and emotional presence in a fast-paced instructional environment. Work is performed remotely and requires a quiet, professional workspace, reliable high-speed internet, and devices suitable for live instruction.

Benefits After meeting the eligibility requirements, benefits are available, including Health, 401(k) Retirement, Paid Holidays, and Paid Time Off.

Salary Range $50,000 - $59,000 annual salary Williamsburg Learning is an Equal Opportunity Employer