Check Cherry Reviews & Product Details

Check Cherry centralizes our entire booking and client management workflow in one place, which has significantly streamlined our operations. The ability to create customized packages, automate quotes, contracts, and payments, and manage events through a clean dashboard saves us hours of manual work each week. The system is intuitive and easy to implement, allowing us to get up and running quickly without heavy onboarding. We also value the flexibility to tailor workflows for different event types (weddings, corporate, private events), which directly supports higher conversion rates and a more professional client experience. Review collected by and hosted on G2.com.

While Check Cherry is powerful, there are limitations around advanced customization and white-labeling—especially when managing multi-brand or partner (white-label) events. Pricing logic can also be restrictive when trying to handle different margins between what we charge partners vs. what they charge their clients. Additionally, deeper automation (conditional workflows, advanced upsells, or more granular integrations) requires workarounds rather than being native features. The mobile app is very useful but could use some improvement. Typing or modifying email messages within the app is painful. When you select text it is really hard to manage selection as it auto scrolls all the way down within the small window. Maybe it is an iphone issue, and not an app issue, not sure. Review collected by and hosted on G2.com.

We use Check Cherry as the CRM for Tumbleweed Photo Booth, and overall it has been a great system for managing our business. It makes sending proposals, booking events, managing staff, and collecting payments very streamlined. I especially love how easy it is for clients to select add-ons during the booking process—it’s clean and user-friendly. Review collected by and hosted on G2.com.

My only drawback is with email integration. Since emails are sent from Check Cherry instead of my business email, they sometimes end up in clients’ spam folders. If that integration improves, this system would be nearly perfect. Review collected by and hosted on G2.com.

Their customer service is absolutely top notch. Anytime we’ve had a question or needed support, their team has been quick, helpful, and genuinely invested in making sure we succeed. That level of care is rare, and it makes a huge difference when you’re running a fast-paced event business. We also LOVE their proposal system. Sending proposals is incredibly easy, and they look clean, modern, and professional every time. It’s helped us elevate our brand and make a strong first impression with potential clients. And speaking of clients—our customers constantly compliment how simple and smooth the booking process is. From reviewing packages to signing contracts and making payments, everything feels effortless on their end. That ease of use has definitely helped us close more bookings.

Check Cherry isn’t just a CRM for us—it’s a key part of how we deliver a seamless, high-end experience to every client we work with. Review collected by and hosted on G2.com.

Honestly, it’s hard to point to anything we don’t like about Check Cherry CRM.

If anything, what stands out most is how responsive they are to feedback. They truly listen to their customers and are always taking suggestions and improving the platform. You can tell they’re constantly evolving and refining features based on real user needs, which makes a big difference for businesses like ours.

It’s rare to find a company that not only delivers a great product but also stays committed to growth and innovation alongside its users—and Check Cherry does exactly that. Review collected by and hosted on G2.com.

I use Check Cherry as my CRM for all my business needs. It keeps my entire booking process organized in one place, from inquiries and contracts to invoices and event details, saving me time and preventing important information from being missed. I love how simple and organized my booking process is with all client communication, contracts, invoices, and event details in one easy-to-use system. I also really like the automation features as they allow me to send contracts, invoices, and reminders automatically, which saves me time and keeps everything running smoothly for my clients. The customer service is second to none, and the initial setup was very easy, helped by a free 2-week trial which enabled me to start booking gigs quickly. I’ve tried other products like DJ Planning Center and DJ Event Planner, but none compare to what Check Cherry does. Review collected by and hosted on G2.com.

One thing that could be improved is a little more flexibility with customization and reporting features. Overall it works great, but having a few more options for tailoring workflows and viewing business data would make it even better. Review collected by and hosted on G2.com.

I appreciate how Check Cherry helps me keep my events organized. It allows me to send automated messages to both my clients and staff, which is a time-saving measure. I can rely on it to send messages automatically at certain increments, ensuring everyone knows exactly what's coming up and confirming event details. I can also communicate to my staff the event details and what they are expected to do, including the equipment they need. Once I got used to the software, it became pretty easy to use; it just made sense. Review collected by and hosted on G2.com.

I wish I could send emails or text messages to my staff at specific time intervals and not related to a specific event. Review collected by and hosted on G2.com.

I love the packages and the backdrop features in Check Cherry, especially since most backdrops are double-sided and it enables availability for each side. The email automation and the expense feature are really helpful too. I'm particularly happy with the new proposal feature as it now includes reviews and a gallery. I also appreciate how easy the initial setup was, thanks to the onboarding videos and the super friendly and fast chat support. Review collected by and hosted on G2.com.

None Review collected by and hosted on G2.com.

I like using Check Cherry because it allows me to create proposals, send contracts, and collect retainers and remaining balances all in one place. I love having all my events on one platform, which saves me so much time. Being able to communicate directly with clients through Check Cherry is a great feature. The initial setup was extremely easy, just requiring a name and email. It's perfect! Review collected by and hosted on G2.com.

At the moment nothing Review collected by and hosted on G2.com.

I like the simplicity and ease of use. It truly has made my booking process stress free. Review collected by and hosted on G2.com.

I have not found any downside of using check cherry. Review collected by and hosted on G2.com.

I love the ability to customize and tailor Check Cherry to my business. I can automate a lot of processes, which allows me to save a lot of time. I can also customize many forms and templates. The support is great, with fast responses to my questions. Review collected by and hosted on G2.com.

I found a little learning curve with Check Cherry. It's not easy at the very beginning. Review collected by and hosted on G2.com.

It has everything I need to handle the back end of my entire DJ business. Review collected by and hosted on G2.com.

Nothing so far, I absolutely love it! honestly the best CRM I've used Review collected by and hosted on G2.com.