Get paid withoutbeing the person who asks.

Invoices that send themselves, cards that charge on schedule, and fees that apply without a conversation.

A real moment

The invoice you did not write

It is the first of the month. You are not at a desk. The invoices for last month’s visits have already gone out, itemised per pet, and three of them have paid themselves against cards your clients saved. One is four days late, so the policy you set added the fee for you. You did not send a reminder, and you did not have the awkward conversation.

The payments & invoicing screen in the Chester app
  • The billing runs without you

    Invoices generate and send on the schedule you set. Saved cards charge on repeat, so regular clients bill themselves.

  • Late is handled by policy, not by you

    Set the terms once. Late fees and cancellation fees apply on their own, and you can waive any of them in a tap.

  • The money side is ready for your accountant

    Every invoice itemised per pet and per booking, sales tax applied automatically, and a CSV export when it is time to file.

Everything Payments & Invoicing does
  • Stripe Connect onboarding in minutes
  • Express Dashboard: providers manage their Stripe account directly
  • Full invoice lifecycle: draft → sent → paid → overdue → refunded
  • Multi-pet, multi-booking invoice line items
  • Sales tax configured once and applied automatically (GST/HST or state tax)
  • Partial and full refunds with reason tracking
  • Due date management with overdue detection
  • Revenue dashboard with daily and weekly totals
  • Payment history and status tracking for providers and clients
  • Automatic cancellation fee invoicing
  • A flat 5% service fee on online card payments only, and you choose who covers it
  • Invoice automation: invoices generate and send on the schedule you set
  • Recurring billing against a saved card
  • Late-payment policy with automatic fees on overdue invoices
  • Prepaid service packs: sell bundles up front, credits draw down per visit
  • Invoice branding: your business on the invoice, not Chester's
  • Bulk invoice generation for a whole period (web)

Ready to Try Payments & Invoicing?

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