Invoices for CDL programs and fleets

Square Invoices lets driving schools send invoices by email, text or link and get paid by card, digital wallet or ACH bank transfer. Bill companies that send employees to CDL training, with deposits and milestone payments. Roots sets up your templates, recurring schedules and autopay, and connects invoices to your accounting.
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Payment solutions for driving schools

How each solution supports driving schools

See what each option adds to the way your business takes and tracks payments.

Square Appointments

For driving schools: Schedule admissions consultations and tutoring sessions, collect appointment payments and keep staff calendars aligned. Square Appointments is Square's booking software: clients see your availability, book online, and pay online or in person, which fits driving schools that sell time. Students book behind-the-wheel lessons with an instructor, and no-show fees protect vehicle time. Roots builds your service menu, instructor calendars and policies, and connects booking to payments and reporting.
  • Map your lesson packages, classroom courses and road tests into bookable services, packages and classes
  • Set cancellation, deposit and no-show policies that match your enrollment terms
  • Configure instructor calendars, permissions and payroll hand-off
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Square Point of Sale

For driving schools: Bring tuition, course enrollments and school activities into a point-of-sale workflow, with reporting organized around student references, tuition balances and enrollment records. Square Point of Sale is free to download and turns a phone or tablet into a point of sale, so driving schools can take lesson packages, classroom courses and road tests in person. Instructors take cards in the car with a portable reader or Tap to Pay on iPhone. Roots Payments, an independent Square Reseller, helps you choose a plan, configure items and staff access, and train your team.
  • Recommend the right Square plan and devices for how driving schools actually take payments
  • Build the item library for lesson packages, classroom courses and road tests, with taxes, discounts and categories set up correctly
  • Configure team permissions, receipts and reporting, then train staff and volunteers
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Square Online (websites)

For driving schools: Give customers an online storefront for tuition, course enrollments and school activities, with ordering and fulfillment choices suited to your business. Square Online lets driving schools build a free online store that syncs with the Square item library, so online and in-person sales share one catalog. Parents buy 6- or 10-lesson packages online before the first drive. Roots designs the site structure, loads products and fulfillment options, and connects it to your POS and accounting.
  • Plan the site structure and product pages for driving schools
  • Load products, subscriptions or donation items and set fulfillment rules
  • Connect a custom domain, taxes and receipts
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Square Gift Cards

For driving schools: Offer gift cards redeemable toward tuition, course enrollments and school activities and track purchased and redeemed balances. Square Gift Cards let driving schools sell physical and digital gift cards that customers redeem like any other form of payment. Sell gift cards for lesson packages during graduation and holiday seasons. Roots sets up gift card designs, online sales and staff procedures.
  • Plan gift card offers and seasonal campaigns
  • Set up eGift sales on your website
  • Train staff on selling and redeeming cards
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Square Invoices

For driving schools: Send itemized invoices for tuition, course enrollments and school activities and track deposits, due dates and outstanding balances. Square Invoices lets driving schools send invoices by email, text or link and get paid by card, digital wallet or ACH bank transfer. Bill companies that send employees to CDL training, with deposits and milestone payments. Roots sets up your templates, recurring schedules and autopay, and connects invoices to your accounting.
  • Design invoice templates and custom fields (terms, policies, account numbers) for driving schools
  • Set up recurring schedules and card-on-file or bank-on-file autopay for students and parents
  • Configure reminders and late-payment workflows

Recurring Billing

For driving schools: Schedule and manage payments for tuition installments and recurring course fees, including renewals and customer account balances. Recurring billing lets driving schools put lesson packages, classroom courses and road tests on an automatic schedule, charged to a saved card or bank account. Spread longer CDL programs over installments on autopay. Roots builds the plans, retry rules and notifications, and connects them to your records.
  • Design payment plans (including 10-month or 12-month) for students and parents
  • Set retry, dunning and late-fee rules
  • Sync recurring payments to your accounting or management system
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Square Payment Links

For driving schools: Share a checkout link for tuition, course enrollments and school activities through messages, email or your website. Use one reusable link for the flat charges driving schools collect again and again. Square Payment Links creates a checkout page you can share by text, email, social or QR code, and one link can be reused for a standard charge.
  • Create reusable links for standard fees and deposits
  • Generate QR codes for trucks, leave-behinds and invoices
  • Make sure paid links land in the right customer profile and report
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Square Staff

For driving schools: Set roles, permissions and schedules for teachers and school administrators, with a clearer view of staffing across shifts. Keep team hours, permissions and labor costs in the same system as your payments. Square's staff tools schedule shifts, track attendance and control what each team member can do in Square.
  • Set roles and permissions for techs, dispatchers and office staff
  • Configure timecards and overtime rules
  • Sync hours to payroll
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Square Invoices questions

Questions school administrators ask about payments.
Square Invoices lets customers receive and pay invoices. Roots helps configure invoice templates, payment collection and reconciliation.
We review deposits, payment schedules and customer reminders, then configure the invoice workflow around how you bill.
Bring your invoice templates, deposit rules and payment schedule. Roots uses these details to plan the workflow for driving schools and prepare a clear setup scope.
See Square’s official pages for current software, hardware and processing prices. Request a quote for your Roots setup or custom project. Consultations and payment reviews are free.

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Talk to a school payments specialistAll driving schools solutions