CheckBox Pro

CheckBox Pro provides virtual executive assistant support to school and education leaders so they can spend more time focused on the work that matters most.

Our Executive Assistants have at least 10 years of experience in education and understand the unique demands of leading schools and education organizations. They support leaders with calendar management, travel coordination, inbox management, purchasing and reimbursements, board logistics, special projects, and other administrative tasks that can easily consume a leader’s time.

At CheckBox Pro, our goal is to help education leaders build sustainable, effective careers by taking repetitive and time-intensive work off their plates. We are a small, growing team that values being people-focused, proactive, solutions-oriented, and confident in the support we provide.

Our team works primarily remotely and partners closely with school, district, charter, and education organization leaders across the country. Because our Account Managers come from education themselves, they bring both strong administrative skills and an understanding of the day-to-day realities our clients face.