CheckBox Pro partners leaders with an executive assistant who has over a decade of experience in school leadership. Our executive assistants are able to take over the repetitive tasks of scheduling, purchasing, board management, hiring, and more so that leaders can focus on the mission critical aspects of their job.

Aug 27, 2026
Remote/Virtual Contractor
$25.00 - $27.00 hourly
CheckBox Pro Remote
POSITION SUMMARY: A CheckBox Pro Account Manager is trained in the CheckBox Pro (CBP) method to effectively support and expand the capacity of school, district, and non-profit leaders. The ideal candidate is an excellent communicator with a commitment to the mission and vision of their respective leaders’ organization. At the core of CheckBox Pro’s mission is the belief that by eliminating the repetitive, time-intensive tasks from a leader, that leader may then spend more of their energy and time serving students, staff, and families.  A CheckBox Pro Account Manager reports directly to the founder and CEO.   WHAT TO EXPECT Wondering if this opportunity is the right fit for you. See if you check the boxes below. Enjoys supporting people to help them achieve their goals Needs a flexible work schedule, but still available to leaders during the workday Wants to be able to work remote 100% of the time Likes being part of a small,...
Aug 27, 2026
Remote/Virtual Contractor
$25.00 - $27.00 hourly
CheckBox Pro Hybrid (Santa Fe, NM)
POSITION SUMMARY: CheckBox Pro is seeking an experienced Account Manager located within approximately one hour of Santa Fe, New Mexico to provide executive assistant support to the CEO of a national education organization. A CheckBox Pro Account Manager is trained in the CheckBox Pro (CBP) method to effectively support and expand the capacity of education leaders. At the core of CheckBox Pro's mission is the belief that when repetitive, time-intensive tasks are taken off a leader's plate, that leader can spend more of their time and energy focused on the mission of their organization. This particular role is ideal for someone who enjoys working closely with a senior executive, anticipates needs, brings order to complexity, and takes pride in making things run smoothly behind the scenes. This is a primarily remote position with an in-person component. The Account Manager should live within approximately one hour of Santa Fe and be available for...