Pillar OS
Pillar OS is a web-based operating system for tutoring businesses, combining scheduling, billing, tutor management, and family communication.
What Pillar OS is
Pillar OS is a web-based operating system for tutoring businesses, combining scheduling, billing, tutor management, and family communication. It handles group classes, one-to-one sessions, recurring programs, family self-booking, waitlists, reminders, and checks for tutor or room conflicts. Billing covers packages, subscriptions, card payments, cash and e-transfer recording, automatic receipts, and a shared ledger. Tutors can be matched by qualification and assigned through several methods; completed-session hours roll into payable hours. The platform can turn tutors’ session notes into parent-ready progress reports in the family’s language, for staff to review and edit before sending. It supports English and Québec French and calculates GST and QST on invoices. The company says data is hosted in Canada and lists role-based permissions, an audit trail, and data export and erasure options. SMS, storage, and AI use are billed separately. A 14-day free trial is available without a card.
Good
- Supports group, one-to-one, and recurring scheduling
- Billing includes packages, subscriptions, and a shared ledger
- Progress reports can be reviewed and edited before sending
- Data is hosted in Canada
- 14-day trial requires no card
Watch out
- No free plan
- SMS, storage, and AI use are billed separately
- Monthly price depends on active-student count
Who it suits
Pillar OS suits tutoring businesses that need scheduling, billing, tutor management, and family communication in one web platform. Its listed plans are organized by monthly active-student count.
Verdict
Pillar OS combines operational tools for tutoring businesses, from scheduling and billing to tutor management and family reports. Its starting price is C$35 a month, with separate charges for SMS, storage, and AI usage.
Plans and prices
From Pillar OS's own pricing page, checked 8 Oct 2026.
| Plan | Price | What it gives you |
|---|---|---|
| Up to 50 active students | C$35 a month | All core features · up to 50 active students · SMS, storage, and AI usage billed separately · $35/mo; invoiced monthly; plus applicable tax |
| Up to 100 active students | C$69 a month | All core features · up to 100 active students · SMS, storage, and AI usage billed separately · $69/mo; invoiced monthly; plus applicable tax |
| Up to 175 active students | C$119 a month | All core features · up to 175 active students · SMS, storage, and AI usage billed separately · $119/mo; invoiced monthly; plus applicable tax |
| Up to 250 active students | C$169 a month | All core features · up to 250 active students · SMS, storage, and AI usage billed separately · $169/mo; invoiced monthly; plus applicable tax |
| Up to 400 active students | C$259 a month | All core features · up to 400 active students · SMS, storage, and AI usage billed separately · $259/mo; invoiced monthly; plus applicable tax |
| Up to 650 active students | C$399 a month | All core features · up to 650 active students · SMS, storage, and AI usage billed separately · $399/mo; invoiced monthly; plus applicable tax |
| Up to 1,000 active students | C$599 a month | All core features · up to 1,000 active students · SMS, storage, and AI usage billed separately · $599/mo; invoiced monthly; plus applicable tax |
| Over 1,000 active students | Priced on request | Over 1,000 active students · all core features · Custom pricing |
The facts
Each one read from Pillar OS's own pages, with the date it was checked.
What it does
- AI reports
- Pillar OS turns tutors’ session notes into parent-ready progress reports in the family’s language, for staff review and editing before sending.checked 8 Oct 2026
- Canadian hosting
- The platform overview states that data is hosted in Canada and lists role-based permissions, an audit trail, and a Law 25 export-and-erasure flow.checked 8 Oct 2026
- Integrations
- The integrations page lists GoHighLevel, Stripe, OpenAI, Zoom, Microsoft Teams, and Google Meet.checked 8 Oct 2026
- Languages and taxes
- The product supports English and Québec French and calculates GST and QST on invoices.checked 8 Oct 2026
- Limits and fees
- The platform fee is based on monthly active-student count, while SMS, storage, and AI usage are billed separately; there are no per-tutor or per-lesson fees.checked 8 Oct 2026
- Product
- Pillar OS is an operating system for tutoring businesses that combines scheduling, billing, tutor management, and family communication.checked 8 Oct 2026
- Scheduling
- The platform supports group classes, one-to-one sessions, recurring programs, family self-booking, waitlists, reminders, and tutor and room conflict checks.checked 8 Oct 2026
- Security and privacy
- The company says it operates from Canada and handles personal information under PIPEDA and Québec’s Law 25; customers can export or request deletion of their data.checked 8 Oct 2026
- Security safeguards
- Pillar OS says it maintains administrative, technical, and physical safeguards and lists its web security response headers on its trust page.checked 8 Oct 2026
- Support and onboarding
- The company says it migrates students, programs, and history, and offers direct support from the product team on North American hours in French or English.checked 8 Oct 2026
- Tutor management
- Tutors can be matched by qualification, assigned by several methods, and have completed-session hours rolled into payable hours.checked 8 Oct 2026
Money
- Billing
- Its billing features include session packages, subscriptions, online card payments, cash and e-transfer recording, automatic receipts, and a shared ledger.checked 8 Oct 2026
- Trial and cancellation
- The site offers a 14-day free trial with no card required and says subscriptions are month to month and cancellable anytime.checked 8 Oct 2026
The company
- Headquarters
- Quebec, Canadachecked 28 Sep 2026
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