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 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 upfront

The 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. Instead of bouncing, clients explore, compare, and understand your value before the first call.


2) It reframes the conversation away from price

When you withhold price to force a conversation, expect that conversation to be about price.

Show pricing upfront and the conversation shifts to the client’s needs, logistics, and ideas. You spend less time defending your worth and more time designing the perfect plan.


3) It gives you more flexibility, not less

Think online booking locks you in? Not here.

  • Travel fees calculate automatically
  • Add-ons and upgrades are offered in-flow
  • You can override or customize anything for one-offs
  • Less time recalculating, more time saying yes to the client in front of you.


Pro tip: Use a booking system with automatic travel fee calculations, like Check Cherry.


4) It captures leads you would have lost

Online booking is also a lead engine. After someone views packages and pricing, they are prompted to leave contact info. If they do not complete checkout, Check Cherry saves the details as a lead and emails them what they started. You can follow up with:


“I saw you started booking online but didn’t finish. Do you have any questions?”


Simple. Human. Effective.


5) Automation where both sides win

Online booking is a form of automation that benefits everyone. Customers who want self-serve can book on their schedule without friction. Those who prefer a human touch will reach out, and you meet them there. That is the sweet spot: automation that handles the routine while surfacing real conversations where they matter.


6) Proof from the platform

Since 2017, couples have booked DJs, photo booths, and more directly online with Check Cherry, including bookings over $4,700 without a phone call upfront.

By the numbers on Check Cherry:

  • 22.9% of bookings are fully self-service
  • 6.1% begin as an online-booking lead and later convert after follow-up
  • Together, 29.0% of bookings are a result of offering online booking.


7) Built for event pros

We have put in the hard work so online booking works for event pros. Years of feedback shaped the flow. When a service cannot be packaged, you can intercept with a lead form and route to an appointment link. You keep the convenience clients expect and the control you need.


8) It signals you are open for business

A booking-ready website is a trust signal. It tells clients you are available, confident, and ready to deliver. Clear pricing plus a real path to book communicates professionalism and reliability.


9) Future-proof your business

Clients already buy groceries, vacations, and cars online. You can buy a Tesla online. You should be able to book an event service online in 2025. Businesses that embrace this look modern, save time, and close more sales. Those that resist look dated.


Final takeaway

Clients love online booking and upfront pricing. When you make it easy to buy, sales increase. Online booking does not kill conversations, it makes them better. It does not remove flexibility, it multiplies it. It does not hide your value, it shines a spotlight on it. And as automation, it lets both sides win.

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 Business

At 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. You don’t need perfection: clarity beats fancy design at this stage.
  • Leverage Your Network: Your friends, family, coworkers, and local community are your best first clients. Post your new business on social media, offer launch specials, and ask people to tag someone planning a wedding, birthday, or corporate event. Most early bookings come from who you already know.
  • Portfolio Content: Use those early events (even discounted or free ones) to capture great videos and testimonials. Every clip becomes future marketing fuel.
  • Local Referrals: Introduce yourself to venues, DJs, and event planners. Offer a referral fee or free demo so they can see the value you bring.
  • Booking System: From day one, use professional booking system, like Check Cherry, that handles contracts, invoices, and deposits. Even if you only have a handful of inquiries, it sets you apart from competitors using Venmo and text messages. It also gives clients confidence you’re a legitimate business.

Pro Tip: Don’t be shy about announcing your new business. People can’t book you if they don’t know you exist and your first few events will almost always come from your existing network.


Stage 2: Early Traction

Now you’ve got a few events under your belt. Your goal is to turn this into a credible business that strangers trust.

What to Focus On:

  • Social Proof: Share every event video on Instagram, TikTok, and Facebook. Ask clients for Google reviews because people booking online read those first.
  • Packages That Convert: Keep it simple: two or three clear options (e.g., 2 hours, 4 hours, premium). Too many options can overwhelm clients.
  • Networking: Attend bridal shows, corporate mixers, and chamber of commerce events. Shake hands, hand out cards, and let people experience the booth.
  • Content Strategy: Behind-the-scenes clips of guests laughing and having fun often perform better than polished ads.

Pro Tip: Put your city in your social media handle or bio (“360BoothChicago”). Local searches drive more leads than appearing “national.”


Stage 3: Steady Growth

You’re getting multiple bookings per month. The next step is efficiency and consistency.

What to Focus On:

  • Automation: Use your booking system to automate reminders, travel fee calculations, and post-event thank-you messages. Save time and eliminate mistakes.
  • Upsells: Offer branded overlays, instant sharing stations, or VIP add-ons. These small extras can increase profits by 20–30%.
  • Website SEO: Write blog posts like “Why a 360 Booth Is the Hottest Trend for Quinceañeras in [City]” or “Top 360 Photo Booth Rental for Weddings in [City]”. Google rewards location-specific content.
  • Paid Ads: Test Facebook and Instagram ads targeting people who are engaged, planning quinceañeras, or managing corporate events.
  • Team Training: Start teaching a part-timer how to run the booth so you can handle multiple events or simply free up your weekends.



Stage 4: Expansion & Scaling

With steady profits, now it’s about growing beyond just yourself.

What to Focus On:

  • Second Booth: If demand is strong, a second booth doubles your earning potential.
  • Corporate Partnerships: Approach venues, hotels, and agencies for recurring bookings.
  • Staff Playbooks: Document everything: setup steps, guest interactions, troubleshooting. This ensures your staff delivers the same experience you would.
  • Referral Program: Encourage past clients to send new business with small incentives (gift cards, discounts, or upgrades).

Pro Tip: Many 360 operators expand into related services like traditional photo booths, DJs, or event lighting to capture a bigger share of the event budget.


Stage 5: Established Brand

Now you’re not just a booth rental, you’re the go-to brand in your market.

What to Focus On:

  • Premium Positioning: Stop competing on price. Focus on luxury weddings, corporate activations, and high-end events where budgets are bigger.
  • Brand Recognition: Consistent visuals, uniforms, and sleek setups make your booth instantly recognizable.
  • Expansion: Explore multi-city operations or even franchising. Some operators run teams across multiple states.
  • Diversification: Add complementary services (mirror booths, DJs, event planning) to increase your revenue per event.


Turn Every Guest Into Your Next Customer

No matter which stage you’re in, remember: every person who steps onto your 360 platform is a potential client. Treat every event like a live showcase.

How to Maximize the Opportunity:

  • Business Cards with QR Codes: Hand out cards that link directly to your packages. With Check Cherry, you can even apply an automatic discount code to make guests feel like VIPs.
  • Branded Sharing: Ensure every video guests share includes your logo and website link. When clips go viral, your brand travels with them.
  • Onsite Offers: Provide a “book within 7 days” promo to encourage quick action.
  • Lead Capture: Use a sharing station that asks for email/phone before sending clips, then follow up with a thank-you and offer.

Pro Tip: Think of your booth as both entertainment and marketing. Every event should fill your pipeline for the next.


Final Thoughts

Growing a 360 photo booth business isn’t about luck, it’s about focusing on the right stage at the right time.

  • Stage 1: Leverage your network and look professional from day one.
  • Stage 2: Build credibility with reviews, social proof, and smart packaging.
  • Stage 3: Automate and upsell for efficiency and profit.
  • Stage 4: Expand with staff, partnerships, and additional booths.
  • Stage 5: Position yourself as the premium, go-to brand.
  • Always: Turn every guest into your next customer.

Every business starts at Stage 1. With the right systems and consistency, you can grow into a powerhouse that dominates your local market.


Example Business Cards with QR Code





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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January 14, 2023 Judd Lillestrand

Highlights From 2022

It's January, and time for our annual recap from the past year. These highlights are helpful for us internally, and we like to share them publicly with our friends, family, and customers.Overall, 2022 was an excellent year for our business and customer booking volume. In fact, in just one week during December 2022, customer payments collected surpassed the $1,000,000 mark. We thank all of our customers for helping us reach this milestone. We also appreciate everyone who took the time to provide feedback and help improve Check Cherry. Big and small, they all make an impact.Here's a rundown of the highlights from 2022:Expense TrackingOne of the more popular additions to Check Cherry in 2022 was the ability to log and track business expenses.

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November 22, 2022 Judd Lillestrand

Mobile Bar Business Plan [Beginners Guide]

A mobile bar business can be a great way to earn extra money, meet people and turn your love for bartending into a successful entrepreneurial venture. Of course, for your business to succeed, you will need to be good at more than mixing drinks. Ultimately you'll be running a business and turning a profit with each booking. In this article, we'll give you some tips for crafting a mobile bar business plan to help increase your chances of running a successful mobile bar business. The ServiceThe mobile bartending business provides a mobile beverage service catering to events such as weddings, corporate functions, private parties, festivals, and other special occasions.

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