Training Supervisor
Listed on 2026-10-20
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Education / Teaching
Training Instructor / Specialist, Professional Development, Education Administration, Adult & Continuing Education
The Jamestown-Yorktown Foundation seeks a Training Supervisor to prepare and support the Learning Facilitators who deliver student programs at Jamestown Settlement, the American Revolution Museum at Yorktown, and in classrooms. Through engaging onboarding, hands‑on coaching, and in‑person and online training, you’ll help educators build the knowledge, skills, and confidence to deliver high‑quality learning experiences.
You’ll collaborate with subject‑matter experts, develop mentors, supervise staff, and turn feedback into opportunities for growth. Your work will support student programming that cultivates curiosity, nurtures belonging, and explores the convergence of American Indian, European, and African cultures and their enduring legacies.
TitleTraining Supervisor
State Role TitleEducation Support Spec III
Hiring Range$46,000.00 - $50,000.00
AgencyJamestown-Yorktown Foundation
LocationWilliamsburg, VA
Agency Websitejyfmuseums.org
Job DutiesThe Training Supervisor plans, organizes, and executes School Programs team onboarding and training in alignment with the agency’s strategic goals and Interpretive Plan. This position supports Learning Facilitators in their development and growth to ensure effective and consistent delivery of high‑quality student programs at Jamestown Settlement, the American Revolution Museum at Yorktown, and through in‑classroom outreach.
- Develop and deliver comprehensive onboarding programs that prepare new Learning Facilitators to confidently and effectively deliver JYF educational programming.
- Design and implement engaging in‑person and online learning experiences aligned with JYF’s educational goals, evaluation standards, and best practices in adult learning.
- Identify staff knowledge and skill gaps and create an annual training calendar that strengthens staff capacity and advances JYF educational initiatives.
- Develop and facilitate mentor training and train‑the‑trainer programs; observe training sessions and provide feedback and coaching to strengthen instructional practice.
- Develop and maintain an online learning catalog supporting content knowledge, educational methodology, and program delivery.
- Provide day‑to‑day staff supervision, communicate performance expectations, provide constructive feedback, complete performance evaluations, and address and document performance issues.
- Collaborate with Hiring Managers, HR, Education Resource Specialists, internal subject‑matter experts, mentors, and School Programs leadership to align hiring, onboarding, training, and professional development efforts.
- Track and analyze professional development participation and outcomes, review teacher evaluations and supervisor observations, and use findings to inform training priorities and maintain consistent standards for Learning Facilitators to be cleared to deliver programs.
- Learn and deliver JYF’s catalog of student program offerings.
- Knowledge of adult training methodology and skills in instructional design and training facilitation, with the ability to translate complex information into engaging, accessible learning experiences.
- Project management and organizational skills, including the ability to manage multiple training initiatives, timelines, stakeholders, and competing priorities and adapt training plans.
- Written, verbal, and interpersonal communication skills, including the ability to explain information clearly and collaborate with staff, leadership, subject‑matter experts, and mentors.
- Demonstrated skills in supervising and mentoring a diverse staff, including communicating expectations and monitoring staff progress.
- Demonstrated ability to observe and evaluate performance, provide constructive feedback, and coach staff toward improved practice.
- Ability to…
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