School Operations & Automation Specialist $100,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
You do not want to “support operations.” You want to own the engine that lets a fast-growing education platform launch new schools without breaking billing, data, or day-one access. If you like turning messy, manual processes into clean systems that run on their own, keep reading. If you want a narrow job where you only follow playbooks, this will frustrate you.
2 Hour Learning is proving school can work differently. With an AI tutor and personalized learning, students master core academics in just two hours a day, with results that place students in the top 1–2% nationally. Behind that outcome is a hard operational truth: new schools must be onboarded fast, billed correctly, and reported on consistently, across many systems and many launch timelines.
In this role, you will own end-to-end school onboarding operations (SIS setup, rostering, credentials, testing coordination, platform readiness). You will run billing and accounts receivable using systems like NetSuite and Stripe. You will also build automated data pipelines and weekly leadership reporting by connecting tools like SIS, HubSpot, and financial systems. Your edge is automation: you will use AI and tools like Python, Apps Script, Zapier, or Make to remove recurring manual work.
If you want measurable ownership, real external customers, and the mandate to automate everything that should not be done by hand, apply.
What you will be doing
- Run end-to-end onboarding for new schools, including SIS configuration, rostering, credentials, testing setup (MAP/NWEA), and launch readiness
- Own invoicing and accounts receivable workflows, including payment links, invoice schedules, reconciliation, and outstanding balance tracking
- Build and maintain automated reporting pipelines that aggregate data from SIS, HubSpot, NetSuite, and other operational sources into weekly leadership reports
- Design and implement automation workflows using AI and tools like Python, Apps Script, Zapier, or Make to eliminate repetitive operational work
- Collaborate daily with school contacts, finance, and internal owners to resolve blockers and keep launches, billing, and reporting on track
What you will NOT be doing
- Rebuilding the same reports by hand every week
- Acting as a project coordinator without true operational ownership of outcomes
- Doing operations that only matter internally while someone else manages the real school-facing work
- Scaling your workload by adding more manual steps instead of automating the process
Key responsibilities
This role exists so new schools can be onboarded, billed, and operated at scale through automated, reliable, repeatable operations and reporting.
Candidate requirements
- Ability to work full-time remotely with at least 6 hours overlap with US business hours on weekdays
- Experience managing client, customer, or partner onboarding workflows across multiple steps and systems
- Experience generating invoices and managing billing and accounts receivable processes
- Experience building automated reports or data pipelines using spreadsheets, scripts, and/or analytics tools
- Demonstrated active use of AI tools to automate or accelerate operational work
- Strong written communication skills for coordinating with external partners and internal teams
Nice to have
- Experience working with HubSpot, NetSuite, and/or Stripe in an operations, billing, or reporting capacity
- Experience integrating data across systems (CRM, SIS, billing) to produce operational dashboards
- Comfort coordinating testing setup workflows (MAP/NWEA) as part of school or program onboarding
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
Chat-style screening interview.
Cognitive aptitude test.
Prove real-world job skills.
Interview with the hiring manager.
Pass proctored test.
Accept job offer.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.