Chief Executive Officer

Scion Executive Search has been retained to identify the incoming Chief Executive Officer for Homeschool Boss, a company that provides compliant, high‑quality student assessment and testing services for homeschooling families and small schools across the U.S. and internationally.

This full‑time hybrid opportunity is headquartered in Minneapolis, Minnesota. It is a rare chance to lead a high‑growth, mission‑driven company at an inflection point. With strong fundamentals, a loyal customer base, and significant market tailwinds, the CEO will play a defining role in shaping the future of Homeschool Boss and establishing it as a category leader in a rapidly expanding sector.

We’re looking for a mission‑aligned leader who is highly organized and systems‑oriented – someone who can build structure and scale without disrupting culture and integrity.

Homeschool Boss is a rapidly growing, for‑profit education services company serving the expanding school‑choice and homeschooling market across all fifty states and internationally. Founded in 2016, the organization provides high‑quality, compliant student assessment solutions, supporting over 48,000 students annually and projected to exceed 100,000 in the coming year. With exclusive partnerships, a strong reputation for customer experience, and significant tailwinds from school‑choice legislation, Homeschool Boss is entering a critical phase of scale.

The company provides a mission‑driven approach to delivering essential services in a fragmented and underserved market. The organization is fully remote, values work‑life balance, and fosters an inclusive, highly collaborative culture with strong representation across diverse and LGBTQ+ communities.

The Chief Executive Officer (CEO) will lead Homeschool Boss through its next phase of strategic growth, operational maturity, and market expansion. The executive will partner closely with the Founder to maintain daily leadership and establish management systems while building scalable systems, formalizing strategy, and positioning the company to capitalize on rapid market growth. This highly autonomous leadership role requires both strategic vision and operational discipline.

The CEO will oversee business performance, drive expansion through partnerships and new product opportunities, and build the internal infrastructure necessary to sustain progressive growth trends. The CEO will inherit a strong product, loyal customer base, and high‑growth trajectory, and will be responsible for transforming the organization from founder‑led operations into a structured, high‑performing enterprise.

• Develop and execute a comprehensive, multi‑year strategic plan aligned with market opportunities in school choice and homeschooling
• Identify and pursue new revenue streams, partnerships, and product extensions
• Analyze market dynamics, including state‑level policy changes, to inform expansion strategy
• Establish measurable growth targets, KPIs, and performance benchmarks
• Position the company to scale from a mid‑sized business to a significantly larger enterprise

• Build and implement scalable operational systems to support rapid growth and seasonal demand
• Improve planning, forecasting, and capacity management, particularly for peak testing seasons
• Introduce structured management processes (e.g., one‑on‑ones, performance systems, workflows)
• Drive efficiency in customer experience, scheduling, and service delivery
• Ensure operational readiness for projected growth of 40 – 50 %+ annually

• Enhance financial planning, budgeting, and resource allocation processes
• Ensure disciplined investment in growth initiatives, partnerships, and infrastructure
  
  Monitor key financial metrics and ensure long‑term sustainability
• Partner with finance leadership to improve forecasting and margin optimization

• Build and lead a high‑performing leadership team capable of managing daily operations
• Strengthen management layers and reduce founder dependency
• Develop workforce planning strategies to…