Assistant Executive Director - Middle & High School (Remote - CO Based ONLY)
Williamsburg Learning, Denver, CO, United States
About Williamsburg Learning Of Colorado
Williamsburg Academy of Colorado (WAC) is a tuition‑free, full‑time online public school serving students in grades 6–12 across the state. As part of Williamsburg Learning, we are committed to preparing promising students for meaningful lives as principled leaders through transformational learning experiences that spark curiosity, growth, and purpose. At WAC, learning is both rigorous and flexible. Our model blends independent learning with live mentor support, empowering students to take ownership of their education while being deeply known, challenged, and supported. We focus on developing the whole student—academically, personally, and socially—through strong relationships, engaging content, and a vibrant community. Across Williamsburg Learning, we live by our core values—Growth, Right Action, and a Culture of Belonging—and believe work should be meaningful and energizing. Our team is authentic, collaborative, and committed to doing what is best for students and for one another. We also invest in our people, offering 100 % paid health premiums for full‑time employees (75 % for families), a 100 % 401(k) match up to 4 %, PTO, and additional benefits that support well‑being and growth.
Position Summary The Assistant Executive Director serves as a key leader within Williamsburg Academy of Colorado (WAC), partnering closely with the Executive Director to ensure operational excellence, a thriving culture of belonging, and strong alignment with state and BOCES requirements. This leadership development position grows in scope and responsibility over time and offers opportunities for expanded leadership based on performance and organizational needs.
Essential Duties (Top 5 Roles)
Lead, Manage, and Hold Accountable (LMA)
Lead and manage WAC team members through weekly L10 meetings and structured communication rhythms
Conduct quarterly conversations and support annual performance reviews
Provide coaching, feedback, and accountability aligned with WL core values
Identify and develop emerging leaders within the organization
Partner with the Executive Director and People Operations to support hiring, onboarding, and team development
Cultivate a Vibrant School Culture & Community Experience
Ensure a “first‑class” experience for students, families, and team members
Lead initiatives that foster belonging, connection, and engagement across the WAC community
Oversee communication rhythms with families and stakeholders
Collaborate with WL Academic leadership to support student engagement and leadership development opportunities
Continuously improve the overall student and family experience
Oversee Compliance, Student Support, and BOCES Alignment
Ensure compliance with WAC’s MDOA and all Education reEnvisioned BOCES requirements
Lead preparation and execution of BOCES site visits, including evidence collection and coordination
Oversee student support systems, including Special Education (IEPs), 504 accommodations, MTSS frameworks, Gifted & Talented (ALPs), Multilingual Learners (ELD Plans), and Health Care Plans
Monitor regulatory requirements and proactively address compliance risks
Partner with the Executive Director to ensure alignment with state and accreditation expectations
Support Academic Oversight and Performance
Develop a deep understanding of Williamsburg Learning’s academic model and implementation within WAC
Monitor student academic performance data and support intervention strategies
Collaborate with the WL Director of Academics to ensure alignment and quality of program delivery
Support mentors in maintaining high standards of student engagement and learning outcomes
Gradually take on increased responsibility in academic oversight as competency develops
Operational Leadership & Strategic Execution
Partner with the Executive Director to execute school‑wide priorities and initiatives
Own key operational systems and ensure consistency and follow‑through across the organization
Identify opportunities for improvement in systems, processes, and communication
Support budget awareness and operational decision‑making
Step into leadership responsibilities in the absence of the Executive Director when needed
Minimum Qualifications
Resides in Colorado
Holds a valid Colorado Principal License or is actively eligible and committed to obtaining licensure within 12 months of hire
Strong leadership and people management experience
Ability to lead through influence, coaching, and accountability
High level of organizational awareness and operational thinking
Experience in education, EdTech, or related field preferred
Strong communication and relationship‑building skills
Alignment with classical education philosophy and leadership development
Ability to manage multiple priorities in a dynamic environment
Physical Requirements & Working Conditions
Full‑time, year‑round position
Primarily remote with occasional travel as needed
Ability to manage a fast‑paced, evolving environment
Benefits After meeting the eligibility requirements, benefits are available, including Health, 401(k) Retirement, Paid Holidays, and Paid Time Off.
Salary Range
$80,000 - $90,000 annual salary
Williamsburg Learning is an Equal Opportunity Employer.
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Position Summary The Assistant Executive Director serves as a key leader within Williamsburg Academy of Colorado (WAC), partnering closely with the Executive Director to ensure operational excellence, a thriving culture of belonging, and strong alignment with state and BOCES requirements. This leadership development position grows in scope and responsibility over time and offers opportunities for expanded leadership based on performance and organizational needs.
Essential Duties (Top 5 Roles)
Lead, Manage, and Hold Accountable (LMA)
Lead and manage WAC team members through weekly L10 meetings and structured communication rhythms
Conduct quarterly conversations and support annual performance reviews
Provide coaching, feedback, and accountability aligned with WL core values
Identify and develop emerging leaders within the organization
Partner with the Executive Director and People Operations to support hiring, onboarding, and team development
Cultivate a Vibrant School Culture & Community Experience
Ensure a “first‑class” experience for students, families, and team members
Lead initiatives that foster belonging, connection, and engagement across the WAC community
Oversee communication rhythms with families and stakeholders
Collaborate with WL Academic leadership to support student engagement and leadership development opportunities
Continuously improve the overall student and family experience
Oversee Compliance, Student Support, and BOCES Alignment
Ensure compliance with WAC’s MDOA and all Education reEnvisioned BOCES requirements
Lead preparation and execution of BOCES site visits, including evidence collection and coordination
Oversee student support systems, including Special Education (IEPs), 504 accommodations, MTSS frameworks, Gifted & Talented (ALPs), Multilingual Learners (ELD Plans), and Health Care Plans
Monitor regulatory requirements and proactively address compliance risks
Partner with the Executive Director to ensure alignment with state and accreditation expectations
Support Academic Oversight and Performance
Develop a deep understanding of Williamsburg Learning’s academic model and implementation within WAC
Monitor student academic performance data and support intervention strategies
Collaborate with the WL Director of Academics to ensure alignment and quality of program delivery
Support mentors in maintaining high standards of student engagement and learning outcomes
Gradually take on increased responsibility in academic oversight as competency develops
Operational Leadership & Strategic Execution
Partner with the Executive Director to execute school‑wide priorities and initiatives
Own key operational systems and ensure consistency and follow‑through across the organization
Identify opportunities for improvement in systems, processes, and communication
Support budget awareness and operational decision‑making
Step into leadership responsibilities in the absence of the Executive Director when needed
Minimum Qualifications
Resides in Colorado
Holds a valid Colorado Principal License or is actively eligible and committed to obtaining licensure within 12 months of hire
Strong leadership and people management experience
Ability to lead through influence, coaching, and accountability
High level of organizational awareness and operational thinking
Experience in education, EdTech, or related field preferred
Strong communication and relationship‑building skills
Alignment with classical education philosophy and leadership development
Ability to manage multiple priorities in a dynamic environment
Physical Requirements & Working Conditions
Full‑time, year‑round position
Primarily remote with occasional travel as needed
Ability to manage a fast‑paced, evolving environment
Benefits After meeting the eligibility requirements, benefits are available, including Health, 401(k) Retirement, Paid Holidays, and Paid Time Off.
Salary Range
$80,000 - $90,000 annual salary
Williamsburg Learning is an Equal Opportunity Employer.
#J-18808-Ljbffr