CheckBox Pro Virtual Executive Assistant

Reclaim Your

Get a virtual executive assistant with 10+ years of ed. experience and become the effective school leader your organization deserves.

  • Logo of a bear's face with the text 'Believe Memphis Academy' encircling it.

  • Cardinal McCloskey Community Charter School logo with circular emblem and text.

  • Logo of Christie's College with the words 'Knowledge Unlocked'

  • DSST Public Schools logo with hourglass symbol

  • Logo with EMHS and mountain silhouette

  • Ethos Classical logo with stylized book icon.

  • Gray shield emblem with the letters "EACS" and five stars at the top, featuring a striped pattern underneath.

  • Grizzlies Prep logo featuring a shield with stripes and a bear icon at the bottom.

  • Health Leadership High School logo with a heart and leaf design

  • Logo of a roaring lion inside a shield, labeled "Leadership Prep Lions."

  • Logo of the National Council on Teacher Quality

  • Logo of Rhode Island League of Charter Public Schools with blue and orange design elements.

  • Solare Collegiate Charter School logo featuring a mountain silhouette

  • Texas Public Charter Schools Association logo featuring a stylized outline of Texas with a graduation cap and a book.

  • Logo displaying text "the texas girls school" on a black background.

  • Logo of uplifteducation featuring a stylized hand and circular design

  • Logo with abstract design and text 'Yellowstone: Inspire. Empower. Impact.'

We’re helping school leaders
sustain effective careers.

“CheckBox Pro has been a game-changer for my productivity this year. After a brief introductory conversation about the work-related challenges I face as CEO, she has created a plan that has helped me to prioritize my time and effort and has made my calendar more manageable.”
— Paul Morrissey, CEO
“With a background in operations and enrollment, Missy, my executive assistant, has supported me and our team with strategic planning and improving our current systems. She has made and improved meeting agendas, presentations, and even major steps in our hiring process. I honestly cannot think of an area that Missy has not helped me with! She has honestly made my whole life run smoother.”
— Kayleigh Colombero, Superintendent
Charter School Leader
“Working with my EA has freed me and other leaders at our school to do mission work by giving us back the gift of time. By auditing and refining systems to be more efficient and streamlined, Missy has created time for me to focus on academics, coaching, and culture.”
— Rosalind DaCruz, Superintendent
“CheckBox Pro has literally transformed our organization. From strategic and organizational planning to meeting management and coordination, their work has dramatically increased the productivity and efficiency of our executive leadership team. This has yielded more time that can now be spent on the reason we got into this work, to begin with: serving our students with excellence and helping our community grow. ”
— Ryan Dolibois, Superintendent

Do the work that matters most.

(we’ll handle the rest)

Charter School Calendar

Focus on Priorities

Meet weekly with your virtual executive assistant to set priorities, trim your calendar, and offload tasks.

Charter School Meetings

Get Things Done

While your assistant manages your inbox, schedules meetings, and tackles repetitive tasks, you complete items that only the school leader can do!

Serving Charter School Students

Love Your Job

Students achieve more under consistent school leadership. By getting administrative help, you can sustain your career and avoid burn out.

Reduce your workload in under 30 days

Schedule a Call

We will take a 30-minute inventory of the tasks that are holding you back from making progress.

Choose a Plan

CheckBox Pro has multiple plans to choose from to meet the needs of your leadership style and workload.

Get Things Done

Your executive assistant will take the urgent and repetitive tasks off your plate so you can focus on mission critical priorities.

Schedule a Discovery Call (Get Help)

We love nothing more than to give school leaders the support they both need and deserve. Whether you are ready to get your life back or still wondering if an EA is right for you, schedule a call with our Founder, Missy Couch. She’ll take a quick inventory of your workload and prescribe a service plan for your needs.

Missy Couch Founder CheckBox Pro

FAQs

  • The CheckBox Pro Package costs $1000 /mo providing you with the most helpful human being in your corner (don’t let your staff know). You can add services like Board Management or Staff Recruitment to your Pro Package at additional cost.

  • Sanity. You also get a 60-minute weekly check-in to set your priorities. Calendar management so that you never have to schedule another meeting. Travel arrangements to save you time booking work trips. Purchasing software and services for your organizations, and filing reimbursements.

  • Our Executive Assistants are good for your budget and cost a fraction of the cost of a full-time employee. Most EAs have worked in a school leadership role and have at least 10 years of experience in education. Most school leaders love working with EAs because they don’t have to train or onboard them, and EAs work solely for the school leader (they don’t monitor lunch or the front office!).

  • After booking a Discovery Call and choosing a service package, your EA will onboard you within 14 days.

  • Our EAs have at least ten years of experience in education. They have served as instructional leaders, operations directors, program managers, and teachers. They know what you are experiencing day to day and how to help.

  • When onboarding, we strive to seamlessly fit into your current workflow. Weekly check-ins are held over video calls and daily communication happens over email or within your task management software. Our EA’s are experts at “managing up” and helping you get the most out of us.

  • At CheckBox Pro, we take data security and confidentiality very seriously. By seamlessly working within your current cloud services (Google, Microsoft) we share the same level of protection as your current team. Additionally, we have strict confidentiality agreements in place with all of our Virtual EAs.