Build customer trust and loyalty by syncing online and in-store orders with Square

Retail isn’t just about ringing up sales anymore; it’s about stitching together moments of customer trust from click to counter. Buyers expect every step to flow smoothly and their previous preferences to be remembered. But when your systems don’t talk to each other, inventory may not match, order statuses go out of sync, and customers are left wondering if you really know them at all.

This is why Square for WooCommerce offers bidirectional order fulfillment synchronization. With the WooCommerce Square extension, orders placed online flow directly into Square, and updates made in Square flow right back to the WooCommerce platform. The result? A smoother, more reliable customer journey, and fewer headaches for your staff.

This update removes guesswork, manual updates, and mismatched statuses, giving you and your customers the real-time consistency you’ve been asking for.

The shift to hybrid shopping isn’t slowing down. In fact, US click-and-collect retail sales are projected to reach $154.3 billion in 2025, making up more than 10% of all ecommerce sales. For small businesses, that means Buy Online, Pick Up In Store (BOPIS) isn’t just a nice-to-have — it’s an expectation.

Customers are choosing BOPIS for speed and convenience. Nearly 46% of shoppers say saving time is their top motivator for using pickup services, while 36% cite same-day availability as the biggest draw. When different systems don’t talk to each other, those expectations aren’t met and customers notice.

The stakes are also higher than ever, with more than half of shoppers reporting being unsatisfied with omnichannel buying experiences. Consistency matters: 54% say they aren’t happy with how the online-in-store journey works, and 60% believe they’d trust a brand more if their experience was consistent across channels. 

When your online store and point of sale (POS) speak the same language, the results go far beyond smoother workflows:

• Orders appear automatically across dashboards, giving you instant visibility without the manual data entry.
• Customers always see the right status, whether they’re checking online or picking up in-store, which builds confidence and loyalty.
• Staff get time back, with fewer spreadsheets to reconcile and more energy to focus on customer service.
• Pickups are seamless, with orders prepped and ready when your customers arrive.

The payoff? Less stress, fewer errors, and every customer interaction becomes a chance to build loyalty.

Square for WooCommerce offers bidirectional order synchronization, making WooCommerce and Square work as one system:

• WooCommerce → Square: Orders placed on your WooCommerce site appear automatically in your Square Dashboard, complete with fulfillment details.
• Square → WooCommerce: Fulfillment updates made in Square (whether it’s ready for pickup or completed) sync back to WooCommerce, keeping customers informed in real time.
  

The biggest impact is on BOPIS. Imagine a customer orders in the morning, walks into your shop that afternoon, and their order is not only ready but also already marked ready for pickup in their WooCommerce account. That’s the kind of big-retailer polish that all businesses can now deliver.

“When you click the Square link in the WooCommerce Order Notes, you can see the customer’s full transaction history, both in store and online, which is amazing!”

— Skye Greenfield Cohen, Co-owner, Economy Candy

And with the BOPIS market expected to grow at a 16.45% CAGR through 2033, investing in smoother order fulfillment today positions your business for tomorrow’s demand.

Every order is more than a transaction. It’s a promise. A promise that what the customer sees online matches what’s ready in store. A promise that your systems are in sync, so you can focus on service instead of spreadsheets.

With Square for WooCommerce, we’re helping small businesses deliver on that promise, making BOPIS smoother, customers happier, and operations more efficient. Because when your tools work together, your business runs stronger.

Get started with Square for WooCommerce today.

About

Colleen Harrison

Colleen is a Partner Marketing Manager at Woo, where she drives co-marketing programs with leading payment partners. When she’s not rolling out GTM campaigns, she’s rolling out her yoga mat or exploring Cape Town’s natural beauty with her two kids.