Webinars

Join us for a live walkthrough of Check Cherry’s powerful Checklist feature: your secret weapon for staying organized and delivering flawless events. Whether you're managing photo booths, DJs, or mobile bar services, we'll show you how to create, customize, and assign checklists that ensure nothing slips through the cracks. Learn best practices, automation tips, and how to collaborate with your team using checklists that live right inside each booking.

Perfect for both new and experienced users looking to streamline operations and elevate client satisfaction.

We’re rolling out a brand-new feature that makes your proposals more flexible and client-friendly: Proposal Alternatives.

With Proposal Alternatives, you can now send a single proposal link that includes multiple package options. It’s perfect for showcasing upgrades, offering choices, or giving clients a side-by-side view of what you offer and you can do it all without sending multiple proposals.

Join Check Cherry co-founders Matt and Judd for a first look at how the feature works, smart ways to use it, and why it’s a game-changer for closing more deals.

Don’t miss it, this is the future of flexible selling with Check Cherry.

Stop guessing and start charging the right amount. In this live session, we’ll show you how Check Cherry helps you automatically offer the perfect price point based on your client’s selections and event details. From flexible package pricing to smart overrides and location-based fees, you’ll learn how to take full control of your pricing strategy.

We’ll cover:

✅ Flex Pricing: Offer quotes that scale with event size and scope
✅ Discount Codes: Create promotions that actually drive bookings
✅ Overriding Packages, Add-ons & Proposals: Make one-off exceptions without breaking your flow
✅ Hourly, Daily & Unit-Based Package Pricing: Pick the model that fits your business
✅ Add-Ons: Set quantity limits, visibility rules, and pricing variations
✅ Travel Fees & Sales Tax: Automate the un-fun stuff with precision
✅ Backdrops: Include them with specific packages or charge separately — your call

Whether you’re just getting started or ready to level up, this session will help you price with confidence and close more deals.

Tired of chasing down staff, juggling calendars, or managing everything through text messages? It’s time to streamline your workflow and keep everyone on the same page with Check Cherry’s powerful staffing tools.

In this live session, we’ll walk you through everything you need to confidently manage your team — whether you’re running a solo setup with occasional helpers or managing a full squad of photo booth attendants, DJs, bartenders, or photographers.

You’ll learn how to:

✅ Assign staff to events in just a few clicks
✅ Track team availability and time-off requests
✅ Set roles and control access for different team members
✅ Send automated notifications and updates
✅ Let your team view their assignments with the Check Cherry iOS & Android apps

Whether you’re scaling up or tightening up, this webinar will help you build a more efficient, empowered, and connected team.

Learn how to make every event a hit with the perfect playlist! In this webinar, we'll dive into Check Cherry's powerful Song List features. Join us as we walk through how to seamlessly integrate and manage song selections for your events. From allowing clients to select their favorite tracks to creating a tailored playlist, we'll show you how to make music a key part of your event experience.

Whether you’re booking weddings, corporate events, or parties, the Song List feature helps you stay organized and ensure your clients get exactly what they want. Don’t miss out on learning how to elevate your event planning with this essential tool!

Clear, timely communication is essential for booking success—and automation makes it even easier! In this webinar, we’ll show you how to leverage Check Cherry’s powerful messaging tools to streamline emails, SMS notifications, and more.

What You’ll Learn:
✅ How to set up automated emails and SMS messages to save time
✅ Best practices for confirmations, reminders, and follow-ups
✅ Using templates to maintain a professional and consistent tone
✅ Personalizing messages for better engagement and conversions
✅ Avoiding common pitfalls to ensure your messages reach clients

Whether you're new to Check Cherry or looking to refine your messaging strategy, this session will help you automate communication and improve client interactions.

Ready to take your business to the next level? Join us this Tuesday for a live webinar designed specifically for new users of Check Cherry! We’ll walk you through the essential features, show you how to streamline your booking process, and answer your questions live. Whether you're coming from another CRM or starting fresh, this session will help you hit the ground running. Don’t miss it!

Say goodbye to the hassle of scheduling! Join us for a live webinar as we introduce Appointments, the latest Check Cherry feature designed to make booking meetings, consultations, and sales calls effortless. We’ll walk you through how it works, how it integrates with your workflow, and how it can save you time. Plus, get your questions answered live and see how this feature can help you streamline your business. Don’t miss it!

Struggling to find consistent, high-quality leads for your event business? You’re not alone. Whether you’re just starting out or looking to scale, mastering lead generation is essential for keeping your calendar full and your business thriving.

Get tax-ready with our exclusive webinar for Check Cherry users! We’ll guide you through the essentials of sales tax compliance, income tax preparation, and proven strategies to simplify your financial processes. Whether you’re a seasoned business owner or just starting out, this session will provide actionable advice to help you manage taxes confidently and efficiently. Don’t miss this opportunity to set your business up for success!