Built for How You Actually Work

111+ features across 10 categories. Here's what matters most.

Booking & Scheduling

A calendar built for pet professionals

Manage your entire week from one screen — approvals, recurring schedules, and group walks.

  • One-tap request approval with client-initiated booking
  • Recurring weekly schedules with up to 60 occurrences
  • Group walk cohort management
  • Booking reassignment with handoff notes
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Cancellation Policies

Protect your time and income

Late cancellations and no-shows automatically generate fee invoices — no awkward conversations.

  • Configurable policies per service type
  • Generate late-cancellation and no-show fee invoices
  • Free cancellation window you define
  • Fee waiver workflow with reason tracking
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Payments & Invoicing

Get paid without thinking about it

Stripe-powered invoicing with tax tracking, refunds, and a revenue dashboard.

  • Stripe Connect — onboard in minutes, get paid to your bank
  • Full invoice lifecycle: draft → sent → paid → overdue → refunded
  • Tax tracking with configurable rates (HST, GST, Sales Tax)
  • Revenue dashboard with daily and weekly totals
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Report Cards

The update every pet parent wants to receive

Per-pet observations with photos, mood tracking, and scheduled delivery after every visit.

  • Per-pet mood, energy, appetite, and potty tracking
  • Photo and video attachments
  • Scheduled delivery send times
  • Grooming and training-specific observation fields
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GPS Walk Tracking

Show pet parents exactly where you went

Real-time location tracking with distance, route history, and weather context on every walk.

  • Real-time location tracking during active walks
  • Automatic distance computation
  • Weather and environmental context captured at start
  • Route stored and attached to the report card
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Pet Profiles & Health

Know every pet inside and out

Vaccinations, vet info, medical notes, and service-specific profiles for every pet.

  • Vaccination tracking with due date reminders
  • Vet information — name, clinic, phone number
  • Grooming and training-specific profiles
  • Pet document upload with approval workflow
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Team Management & Pay

From solo operator to growing team

Invite staff, assign roles with granular permissions, and export pay reports.

  • Owner, staff, and contractor roles
  • 10 granular permissions — manage billing, create bookings, issue refunds, and more
  • Pay reports with CSV export
  • Background check and insurance tracking
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Client Portal

An experience pet parents actually enjoy

Your clients get their own portal — free, forever. Book, pay, message, and manage pets.

  • Free for pet owners — no subscription, no fees, ever
  • Book, pay, and message from one app
  • Pet profile and vaccination management
  • Push notifications for report cards, invoices, and messages
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Messaging & Notifications

Stay connected, in real time

Direct messaging with clients, push notifications, and granular delivery preferences.

  • Real-time messaging with photo and document sharing
  • Push notifications via Expo Push API
  • Per-type notification preferences — bookings, invoices, report cards, messages
  • Multi-device support
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Insights & Analytics

Know every dog better than their owner

Automatic trend analysis across mood, energy, and appetite. Pre-session briefings for providers.

  • Automatic trend detection — mood, energy, appetite, and more
  • Provider pre-session briefings before every visit
  • Revenue dashboard with period-over-period comparisons
  • Minimum 5 bookings before insights — no noise, only signal
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Plus, Everything Else

Capabilities that work across every part of Chester.

Service Agreements

  • Template-based agreements per business and service type
  • Version tracking with effective dates
  • Client e-signature with signature timestamp
  • Status lifecycle — pending, signed, expired, revoked
  • Agreement expiration management

Business Configuration

  • Five service types — walking, sitting, grooming, boarding, training
  • Timezone and currency support (CAD, USD)
  • Customizable report card templates per service type
  • Configurable cancellation policies per service type
  • Business-wide notification defaults

111+ Features.One Platform.

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