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Check Cherry

What it is

Check Cherry is a booking and business management platform for event professionals, including photographers, DJs, photo booth owners, venues, and mobile bartenders. Clients can select packages, add-ons, and locations, then sign contracts and pay through a multi-step booking flow. A shared link supports mini-session scheduling, with clients choosing a slot, signing, and paying while automatic reminders are sent. Electronic signatures also cover model releases and session agreements on any device. Check Cherry accepts major cards, Apple Pay, and Google Pay; processing fees are 2.9% plus 30¢ USD. Two-way calendar sync is available with Google Calendar, iCal/Apple Calendar, and Outlook. Other listed integrations include QuickBooks Online, Mailchimp, Zapier, Twilio, Google Meet, Zoom, and Canva. Every plan includes a REST API and webhooks for syncing bookings, leads, and payments. Native iOS and Android apps manage bookings, invoices, client details, and notifications. Standard starts at $29 a month, billed $348 annually, and includes 30 upcoming bookings, two admin accounts, two brands, and unlimited staff accounts. A 14-day trial is listed; there is no free plan.

For and against

For

  • Clients can book packages and pay online.
  • Mini-session links include automatic reminders.
  • Two-way sync supports three calendar services.
  • REST API and webhooks are included on every plan.
  • Native iOS and Android apps are available.

Against

  • There is no free plan.
  • Standard is $29 a month, billed annually.
  • Payment processing fees are 2.9% plus 30¢ USD.

The verdict

Check Cherry brings booking, contracts, payments, calendars, and client management together for event businesses. The listed starting plan is billed annually, and payment processing fees apply.

Who it suits

Check Cherry suits event professionals who need online booking, contracts, and business management. Its native mobile apps are for users managing bookings and client information on iOS or Android.

Plans and prices

Standard

$29a month, billed yearly

30 upcoming bookings · 2 admin accounts · 2 brands · unlimited staff accounts

Growth

$59a month, billed yearly

100 upcoming bookings · 5 admin accounts · 4 brands · unlimited staff accounts

Unlimited

$139a month, billed yearly

unlimited bookings · 10 admin accounts · 6 brands · unlimited staff accounts

Every plan, in full

On the record

Calendar sync
Calendar integrations include two-way synchronization with Google Calendar, iCal/Apple Calendar and Outlook.checkcherry.com · read 30 Sep 2026
Company history
Check Cherry was born in Riverside, California in 2016 and is fully remote and US-based.checkcherry.com · read 30 Sep 2026
Contracts
The service provides electronic signatures for contracts, model releases and session agreements on any device.checkcherry.com · read 30 Sep 2026
Developer API
The REST API and webhooks can sync bookings, leads and payments and are included on every plan at no extra cost.checkcherry.com · read 30 Sep 2026
Integrations
Listed integrations include QuickBooks Online, Mailchimp, Zapier, Twilio, Google Meet, Zoom and Canva.checkcherry.com · read 30 Sep 2026
Mini sessions
Mini-session scheduling lets clients pick a slot, sign contracts and pay from one shared link, with automatic reminders.checkcherry.com · read 30 Sep 2026
Mobile apps
Check Cherry has native iOS and Android apps for managing bookings, invoices, client details and notifications.checkcherry.com · read 30 Sep 2026
Payment processing
Check Cherry accepts major cards, Apple Pay and Google Pay, with listed processing fees of 2.9% plus 30¢ USD.checkcherry.com · read 30 Sep 2026
Photography booking
Clients can choose packages, add-ons and locations, sign contracts and pay through a multi-step booking flow.checkcherry.com · read 30 Sep 2026
Product purpose
Check Cherry is an all-in-one booking and business management platform built specifically for event professionals.checkcherry.com · read 30 Sep 2026
Security
The company states that data is encrypted, backed up daily and stored on secure servers.checkcherry.com · read 30 Sep 2026
Support
Check Cherry says support is handled in-house and typical response time is 2–5 minutes.checkcherry.com · read 30 Sep 2026
Target customers
The product is built for DJs, photo booth owners, photographers, venues, mobile bartenders and other event professionals.checkcherry.com · read 30 Sep 2026

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