Cherry Picked!

Hand-selected articles, guides, and tools from the makers of Check Cherry — crafted to help your business grow, book more clients, and flourish.

September 29, 2025 Check Cherry

The Complete Guide to Upselling Packages and Add-Ons for Event Pros

Why Upselling Matters

If you’re a DJ, photo booth operator, or mobile bartender, you already know booking clients is only half the battle. The real opportunity lies in increasing the value of each booking. Upselling through packages and add-ons allows you to:

  • Boost revenue without booking more events
  • Deliver a premium client experience
  • Stand out from competitors who only offer “basic” options

With the right approach, upselling feels less like sales and more like giving your clients exactly what they want.


Master the Power of Bundles

Bundles make it easy for clients to choose a “better” package without feeling nickel-and-dimed.

  • Good → Better → Best packages help guide clients toward premium choices.
  • Example:
  • Basic DJ Package – 4 hours, sound system
  • Premium DJ Package – Add lighting, MC services
  • Elite DJ Package – Add custom playlist consultation, dance-floor lighting, photo booth discount

Pro Tip: Always anchor your pricing with a high-end package so mid-tier feels like the “smart” choice.


Strategic Add-Ons That Sell Themselves

Add-ons work best when they solve problems or add “wow” moments for clients:

  • DJs: Uplighting, ceremony sound, extra hours, dance floor effects
  • Photo Booths: Backdrops, props, guest books, instant social sharing
  • Bartenders: Signature cocktails, extra staff, glassware upgrades, late-night service

When presented clearly, these extras often feel like no-brainers.


Pricing Psychology That Works

How you present pricing matters as much as the number itself.

  • Tiered pricing: Show three options, clients usually pick the middle.
  • Decoy effect: Add a “just okay” package that makes the premium one shine.
  • Perceived value: Frame add-ons as investments in memories (“uplighting transforms your venue atmosphere”) instead of line-items.


Upselling at the Right Time

Timing is everything. The best upsell moments are:

  • During the booking flow: When excitement is highest.
  • After booking, before the event: Send automated reminders about popular add-ons.
  • At renewal/returning events: Offer loyalty discounts with premium packages.


How Software Makes Upselling Effortless

Trying to upsell over the phone or in email chains often fails. But when software automates the upsell process, clients see options naturally.

With Check Cherry, event pros can:

  • Display packages and add-ons inside the booking form
  • Let clients upgrade instantly without back-and-forth
  • Use branded invoices and proposals to showcase premium options
  • Set up automated follow-ups that suggest add-ons clients often buy

This not only drives more revenue but also makes the client feel in control of their choices.


Final Thoughts

Upselling isn’t about being pushy — it’s about helping clients create the event they truly want. By packaging smartly, offering irresistible add-ons, and leveraging tools like Check Cherry, DJs, photo booth owners, and mobile bartenders can maximize revenue while delighting clients.

Now’s the time to review your current packages, rethink your add-ons, and make sure your booking process is designed to upsell for you.

September 22, 2025 Check Cherry

The Ultimate Guide to Online Booking for Banquet Halls and Event Venues

Running a banquet hall or event venue is about more than offering a space. It means being the backdrop to weddings, quinceañeras, corporate parties, and once-in-a-lifetime celebrations. But behind the elegant décor and joyful gatherings, venue owners often face challenges that can be overwhelming.

From juggling multiple leads to chasing down deposits, the day-to-day work can feel less like hosting celebrations and more like constant firefighting. That is where online booking comes in. It's not a replacement for your expertise, but as a tool that empowers you to do what you do best: create unforgettable events.


Bookings and Scheduling

One of the toughest challenges is managing bookings and inquiries.

  • Double-booking nightmares are real, especially when you are handling calls, emails, and walk-ins all at once.
  • Leads drop off when potential clients request pricing but don’t hear back quickly enough.
  • Seasonality makes some months feel like a feast and others a famine, creating cash-flow stress.

An online booking system built for venues streamlines these processes, allowing potential clients to check availability, browse packages, and even secure a date in minutes. That means fewer missed opportunities and more consistent bookings year-round.


👉 Suggested Article: Banquet Hall Booking Form [Tips & Tricks]


Payments and Contracts

Venue owners often describe chasing deposits and payments as their least favorite task. Instead of planning parties, you feel like you are running collections. Add in unclear terms that clients skim over in contracts, and refund disputes when events cancel, and you have a recipe for headaches.

Online booking allows contracts to be reviewed, signed, and deposits paid upfront in one smooth flow. This builds trust, reduces disputes, and keeps your focus on the celebration, not the paperwork.


Event Coordination

Banquet halls thrive on details: menus, décor preferences, floor plans, and timelines. But when those details are spread across texts, emails, and notes, things get lost. Last-minute changes only add to the stress.

Online booking centralizes everything. Clients can submit details directly through forms and portals, ensuring you and your staff always have the right information at the right time. It also makes upselling extras like upgraded lighting, décor packages, or catering options feel natural instead of pushy, since clients can select add-ons as part of the booking flow.


Client Experience

Today’s clients expect instant answers. If they reach out and do not hear back quickly, they are already looking at the next venue down the street. Planning weddings and events is stressful, and clients will lean toward venues that make things feel easy and modern.

An online booking process positions your hall as professional, accessible, and responsive. By reducing wait times and offering clarity up front, you reduce client stress while standing out in a crowded market.





Internal Management

Behind the scenes, venue owners face challenges that clients never see. Staff communication can get messy, with details falling between sales teams, kitchen staff, and setup crews. Resource allocation becomes difficult when you are not sure if you have enough tables, linens, or staff for overlapping events. Manual processes like spreadsheets and phone calls eat up time and increase the risk of error.

An online booking system brings clarity. Everyone has access to the same information, updates are tracked in real time, and you can better prepare your staff and resources for each event. This reduces stress, avoids miscommunication, and helps your team deliver consistently amazing experiences.


Why Online Booking Matters for Venues

Banquet halls and event venues are more than just four walls. They are the stage for people’s most important memories. Owners deserve tools that honor that responsibility. Online booking is not about replacing personal touch; it is about removing the obstacles that get in the way of delivering it.

When booking is simple, contracts are clear, and event details are organized, you become the venue everyone trusts. That means fewer no-shows, more satisfied clients, and a reputation that grows with every event.


Final Word

Being a banquet hall owner is not easy, but it is meaningful. You balance sales, logistics, and customer service while shaping moments people will remember forever. Online booking makes you the hero of that process. It eliminates distractions, reduces errors, and ensures you spend less time chasing details and more time creating celebrations worth remembering.

The ultimate guide is simple: give clients the clarity and convenience they crave, and give yourself the tools to run your business with confidence. Your venue deserves it, and so do the people who choose to celebrate with you.

September 15, 2025 Check Cherry

How To Book More Without Feeling Like a Salesperson

If the words "sales funnel" make you cringe, you’re not alone. Many event professionals are creatives at heart, not salespeople. You want to make it easy for your clients, not push them. But here’s the truth: your booking process is your sales strategy, whether you like it or not.

The good news? You don’t need a pushy pitch or complicated scripts. When done right, your process can sell for you.



1) Let the process do the talking

People hate being sold to, but they love to buy. When your booking process makes it easy to understand what you offer, how much it costs, and how to take the next step, you’re removing friction, not adding pressure.

With Check Cherry, your packages, add-ons, and pricing are laid out clearly. Clients can explore at their own pace, pick what fits their needs, and book confidently, all without a hard sell.


2) Proposals that sell without selling

A clean proposal isn’t just a quote, it’s a presentation of value. When clients receive a Check Cherry proposal, they can browse packages, customize with add-ons, and see the total cost update in real time.

It doesn’t feel like a pitch. It feels like a menu. One they control.


3) Transparency builds trust

Showing your pricing upfront doesn’t cheapen your brand, it strengthens it. It signals confidence, clarity, and professionalism. Clients know exactly what they’re getting, which makes them more likely to follow through.

Being vague forces potential clients into awkward back-and-forth emails. Being clear encourages action.


4) Automation that still feels human

The best part? This doesn’t mean removing the human touch.

Clients who want to book instantly can do so. Those who have questions can message you and get answers. The system simply removes the repetitive stuff, so you can focus on the part of the process where you shine: building connection, delivering value, and showing up like a pro.


5) Clients feel in control (because they are)

No one wants to be sold to. But everyone wants to feel empowered.

When you let clients browse packages, select add-ons, sign, and pay from a branded, professional link, you’re giving them control.

And control is what builds confidence. Confidence is what leads to bookings.


Final takeaway

You don’t need to be a master closer to close more business. You just need a system that puts your value front and center, keeps the process clear, and lets the client lead the way.

Check Cherry helps you book more, without ever feeling like you’re "selling."

September 8, 2025 Check Cherry

Why Online Booking Isn’t the Risk You Think It Is

If you worry online booking will make your business feel less personal, limit flexibility, or create pricing confusion, you are not alone. Many event pros hesitate for those reasons.Plot twist: those fears are backward. Done right, online booking does not take control away. It gives you more of it.1) It shows your value and price upfrontThe top reason people leave a website is lack of clarity on value and price. When there is no price, many assume it is expensive and bounce rather than become a lead and endure follow-ups just to say you are not a fit.With Check Cherry, packages are laid out clearly with real prices.

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August 24, 2025 Check Cherry

How to Grow Your 360 Photo Booth Business: A Stage-by-Stage Guide

The 360 photo booth is one of the hottest event experiences right now. Guests love the slow-motion videos, instant sharing, and VIP red-carpet feel. But while buying the booth is relatively easy, turning it into a consistent, profitable business requires strategy.Most owners move through clear stages of growth. By knowing where you are, you can focus on the right priorities to move forward with confidence.Stage 1: The Brand-New BusinessAt this stage, you’ve just purchased your booth (or are about to). Your main goal is simple: land your first bookings and look professional from the start.What to Focus On:Basic Branding: Create a clean logo, claim your social media handles, and set up a simple website.

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January 9, 2025 Judd Lillestrand

2024 Highlights

Another year in the books! I'm happy to share 2024 was a great year at Check Cherry. We're always striving to improve the user experience and it was a year of significant upgrades, new features, and enhancements which make Check Cherry better. Thanks to all those who providing feedback and help make Check Cherry event better each year. Here are the highlights from 2024:Revamped User InterfaceIn 2024, we upgraded the underlying technology that powers our user interface (UI). The new design is more intuitive, responsive, and visually appealing.

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January 31, 2024 Judd Lillestrand

2023 Highlights

It's time for another annual recap. I'm happy to share that it was another excellent year for Check Cherry and its customers. We ended the year with record-high client booking volume and revenue collected. With our amazing customers' feedback, we improved Check Cherry in several essential aspects. Here are some highlights:iOS and Android Apps [New Platforms]Over the years, offering "an app" has been consistently requested by our customers. In early 2023, we made it happen: Check Cherry is now available on iOS and Android. These native apps are designed to make it even easier for staff and admins to get work done on the go, and we're pleased with the results and feedback.

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July 24, 2023 Judd Lillestrand

11 Areas Your Mobile Bartending Contract Should Cover

Offering a mobile bartending service for weddings, corporate events, and high-end cocktail parties is a game-changer and can be a great business. Bringing top-notch mixology skills, flair, charm, and, most importantly, delicious drinks will ensure happy customers, referrals, and a growing business. However, a comprehensive contract is vital to protect your business. Here are the top 11 items you should include in your bartending contract for events.1. Scope of ServicesOutlining the services your mobile bartending company will offer is a step to a solid mobile bartending contract. Selling with Packages makes this a straightforward process.

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July 17, 2023 Judd Lillestrand

Mobile Bar Packages [Tips & Tricks]

Mobile bartending businesses have gained immense popularity in today's dynamic world, providing convenient and customizable services for events, parties, and gatherings. Crafting Mobile Bar Packages is an excellent way for you to stand out from the competition and ensure the success of your mobile bartending business. Your packages should cater to your clients' diverse needs. Additionally, leveraging online booking systems can streamline your operations, enhance customer satisfaction, and boost your business's growth.

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January 20, 2023 Judd Lillestrand

Mobile Bar Pricing Guide

If you're running a mobile bartending business, creating packages is a great way to increase sales because it will make it easier for people to buy. I this article will give you some tips and tricks for crafting the perfect packages for your mobile bartending business. Alcohol Not-includedMany mobile bartending businesses will seek a liquor license. As such, the examples in this article assume you are not providing alcohol as part of a mobile bartending package price. Be sure to check the laws of your area to ensure you comply.Mobile Bartending Package and Pricing FactorsThere are several considerations when designing your mobile bartending packages.

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