Online Instructional Specialist; High School & Middle School

Online Instructional Specialist (High School & Middle School)

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!

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.

• 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.

• 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.

• 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.

• 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.