Check Cherry

Check Cherry is event booking software for DJs, photo booth owners, photographers, venues, mobile bartenders, and other event professionals. It brings online booking, proposals, contracts, payments, scheduling, and client communication into one system, replacing separate tools for forms, calendars, and payment collection.

Core capabilities include a multi-step online booking flow, proposals and contracts with e-signatures, invoices, deposits and payment plans, and payments by card, ACH, Apple Pay, and Google Pay. It offers a branded client portal with magic-link access, staff scheduling, automated email and SMS workflows, calendar sync with Google, Outlook, and Apple Calendar, checklists, flex pricing, availability limits, sales tax calculation, expense tracking, and reporting. Native iOS and Android apps support managing bookings, leads, and availability on the go. Integrations include Zapier, QuickBooks Online, Google Analytics 4, Google Ads, Mailchimp, Twilio, Quo, Canva, Zoom, Google Meet, and an AI assistant (MCP) for querying bookings, leads, and payments through ChatGPT or Claude.

Check Cherry is aimed at event businesses of varying sizes, from side hustles to high-volume operations. It offers a 14-day free trial with no credit card required, with plans starting at $39 per month. Billing is available monthly or annually, with annual billing offering savings. Plans are Standard, Growth, and Unlimited, differentiated by upcoming booking limits, admin accounts, and brand accounts; additional admin and brand accounts can be added for extra fees. All plans include unlimited clients, staff accounts, and full support.