About Williamsburg Learning

At Williamsburg Learning (WL), we aim to prepare promising students for meaningful lives as principled leaders. We partner with schools like Williamsburg Academy, Leadership Academy of Utah, and Williamsburg Academy of Colorado to deliver transformational learning experiences that spark curiosity, growth, and purpose.

We live by our values—Growth, Right Action, and a Culture of Belonging. We believe work should be meaningful and fun. Our team is authentic, connected, and committed to doing the right thing for each other and the students we serve.

To support our people, WL offers 100% paid health premiums for full-time employees (75% for families), a 100% 401(k) match up to 4%, PTO, plus many more perks!

If our mission and culture resonate with you, we would love to have you on our team!

Position Summary

Williamsburg Learning is hiring one full-time Middle School Instructional Specialist and one full-time High School Instructional Specialist to support mentors in improving classroom instruction and student achievement through collaboration, coaching, and professional development. These roles will work closely with educators to analyze data, implement effective teaching strategies, and integrate curriculum standards and technology into daily instruction. The instructional specialists will model best practices, provide mentor feedback, and help mentors create engaging learning environments that meet students’ diverse needs. Their goal is to build mentor capacity and promote continuous improvement across Williamsburg Learning.

ESSENTIAL DUTIES

1. Support Mentors Through Strategic Coaching Cycles

• Support new and seasoned mentors through structured Coaching Cycles aligned to the WL Cycles framework.
• Track new mentor onboarding progress through the 4 to 6-week structured sequence, maintaining documentation of milestones, goals, and data checkpoints.
• Work with mentors who need additional support — new and experienced — to identify areas for growth, set instructional goals, and provide targeted coaching through completion.
• Conduct regular class observations using the WL Student Success Rubric as the observational lens; provide structured pre- and post-observation coaching conversations.
• Maintain accurate coaching logs and progress documentation for each assigned mentor cohort.
  
  

2. Identify and Support the Use of Innovative, Research-Driven Instructional Strategies

• Stay current on effective teaching methods, technologies, and learning science (Bjork, Hattie, Yeager); translate research into actionable coaching for mentors.
• Coach mentors in strategies that increase student talk time with a particular focus on Socratic questioning, discussion facilitation, and the Genuine Question framework.
• Introduce and support the integration of AI tools that strengthen — rather than replace — mentor instructional judgment.
• Model instructional best practices in live sessions, co-teaching opportunities, and PD facilitation.
• Support the implementation and ongoing use of the Socratic Method across assigned mentor cohorts.

3. Design and Facilitate Meaningful Professional Development

• Design and present targeted professional development sessions for the Friday PD block, grounded in current inquiry cycle data, Zoom analytics, and mentor needs.
• Build PD session agendas, materials, and artifacts that produce measurable change 
• Facilitate WL Cycle Kickoff Fridays and Implementation Fridays (evidence share, mid-cycle adjustments, co-planning) for assigned mentor cohorts.
• Collaborate with the Director of Instruction & Assessment to align PD design with the Student Success Rubric and the Six Mentor Practices framework.

4. Work alongside educators to utilize available assessments and strengthen mentors’ assessment literacy.

• Act as a thought partner to mentors in identifying student success indicators, designing evidence of learning, and analyzing Zoom talk-time data to drive instructional decisions.
• Work with mentors to develop better assessments, interpret student performance data, and adjust teaching practice accordingly — based on evidence, not intuition.

5. Support IEP/504/MTSS Accommodation Implementation and Mentor Readiness

• Generate and maintain per-student accommodation summaries (IEP, 504, ELL, MTSS) for assigned mentor cohort; ensure mentors are briefed before each session.
• Ensure pre-class scaffolds are deployed for students with support plans.
• Monitor whether accommodation plans are being implemented with fidelity; flag concerns to the Director of Instruction & Assessment.
• Stay current on special education compliance requirements for assigned grade span (MS or HS) and maintain documentation in accordance with WL policy.
  
  

NON-ESSENTIAL DUTIES

Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities 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 in Education, Instructional Design, or a related field.
• Minimum 3 years of classroom teaching experience, with demonstrated results in student engagement and achievement.
• Experience coaching, mentoring, or leading other educators.
• Proficiency with Canvas LMS, Zoom, and data analysis tools.
• Strong written and verbal communication skills.
• Ability to work effectively across diverse learner populations, including students with IEPs, 504 plans, ELL, and MTSS support needs.
• Strong organizational and problem-solving skills with the ability to manage multiple priorities simultaneously.
• Alignment with Williamsburg Learning's Socratic liberal arts educational philosophy and mission.

Preferred:

• Master's degree in Education, Instructional Coaching, Curriculum & Instruction, or a related field.
• Prior experience in an online or asynchronous learning environment.
• Familiarity with learning science research (Bjork, Hattie, Yeager) and its application to instructional coaching.
• Experience facilitating professional development or adult learning.
• Familiarity with Zoom analytics, talk-time data, or similar instructional data systems.
• Experience with Trainual, Socratic discussion facilitation, or inquiry-based instructional models.

CORE COMPETENCIES

• Student-centered approach with a deep commitment to student voice and Socratic discussion.
• Ability to build trust and rapport with mentors at all experience levels.
• Strong attention to detail and accuracy in coaching documentation and data tracking.
• Collaborative team player who can also work independently and take initiative.
• Flexibility and adaptability in a fast-paced, fully remote environment.
• Growth mindset and proactive approach to continuous improvement.
• Comfort with data — ability to read, interpret, and coach from Zoom analytics and student performance data.
• Deep belief that instructional quality is a system problem, not a people problem.
  
  

COMPENSATION & LOGISTICS

Compensation: $80,000 / year

Employment Type: Full-time, Exempt

Location: Remote

Reports To: Director of Instruction & Assessment

Williamsburg Learning is an Equal Opportunity Employer.