The Best Square Integrations for Consignment and Resale Stores

If you’ve connected ConsignCloud to Square (or planning to are start a consignment store with Square), you’re likely using Square for in-person sales (via Square Point of Sale or Square for Retail) and perhaps for an online storefront through Square Online. While Square’s ecosystem is not as large as others like Shopify’s, it still offers a solid set of integrations and built-in features. Square’s App Marketplace provides official add-ons that can enhance marketing, online selling, fulfillment, and more (check out Square's features here). Below are key integrations for consignment stores using Square:

Mailchimp (Email & SMS Marketing)

What it does: Just like with Shopify, Mailchimp connects with Square to power your email and text message campaigns. The Square-Mailchimp integration syncs your Square customer data (including emails collected from receipts or loyalty sign-ups and purchase history) into Mailchimp automatically. This allows you to send targeted emails to your customers – for example, a newsletter featuring new consignment arrivals or a coupon for customers who haven’t visited in a while. This kind of digital marketing is key in 2025. Square itself has a built-in email marketing tool (Square Marketing) that charges a flat monthly fee, but Mailchimp offers more advanced design and segmentation capabilities, plus the ability to handle SMS and other channels in one platform. For consignment shops that use Square at the register, Mailchimp ensures you can do sophisticated customer outreach beyond the basics.

Use case: Let’s say your consignment furniture store hosts periodic “Clearance Weekends” to move older inventory. Using the Square-Mailchimp integration, you can create a segment in Mailchimp for all customers who’ve purchased furniture or who signed up for your mailing list in-store via Square. A few days before the event, you send a beautifully formatted email (with pictures of some featured clearance items) to that segment. Because Mailchimp is receiving live sales data from Square, you could even target people who spent over a certain amount or who haven’t bought anything in the last 6 months, tailoring your message accordingly. When those customers come into the store (or shop your Square Online site) during clearance, you can track the campaign’s effectiveness. Essentially, Mailchimp gives Square-using stores the same marketing muscle that Shopify stores have enjoyed, helping drive foot traffic and repeat business.

Pricing (2025): The integration through Square’s App Marketplace is free to set up – there’s no charge from Square to connect Mailchimp. However, you’ll be subject to Mailchimp’s pricing plans for actual email sends, similar to the Shopify scenario. That means:

• Free tier for small lists (up to 500 contacts, with sending limits).

• Essentials starting at ~$13/month for a few thousand contacts.

• Standard at ~$20/month for up to 100k contacts with advanced features.

• Premium at $350/month for unlimited contacts.
  
  

Most consignment shops using Square will likely fall in the free or Essentials tier initially. Note that Square’s own email marketing (Square Marketing) is another option – it typically starts at $15/month for up to 500 customers, $25/month for up to 1,000, scaling upward (check out this advanced breakdown of Square's pricing). Square Marketing is more tightly integrated (you can set up campaigns in your Square Dashboard), but it’s limited in design and automation compared to Mailchimp. The nice thing about Mailchimp is if you’re already using it for Shopify or other channels, you can consolidate your marketing. Also, Mailchimp’s pricing includes multi-channel (email, SMS, social posting) whereas Square Marketing’s pricing is purely for email. Be mindful of contact counts – if your in-store customer list grows quickly from daily uploads, you might bump into the next tier on Mailchimp and incur higher fees.

Limitations and frustrations: When using Mailchimp with Square, one limitation is data depth. Square will sync customers’ names, emails, and purchase totals to Mailchimp, but if you want granular segments (like “people who bought children’s clothing vs. women’s clothing”), you need to ensure that data is captured in Square (perhaps via categories or tags) and that Mailchimp can use it. Square’s customer profiles are simpler than others (like Shopify’s), so you might not have as rich behavioral data to segment on. Some users report that initial setup requires logging into both Square and Mailchimp and mapping what data to sync; it’s generally straightforward, but not quite as native-feeling as Shopify’s integration. Also, keep an eye on duplicates – if a customer signs up through your Square Online site and also exists in your Square POS, you’ll want to regularly merge duplicates in Mailchimp to avoid double-emailing. Finally, while Mailchimp is free for basic use, any serious email marketing (with automations like welcome series or post-purchase follow-ups) will likely require a paid plan, so there is a cost as your marketing program matures. In comparison, some Square sellers on tight budgets stick to the built-in Square Marketing for a predictable cost, albeit with fewer features. It comes down to how much design flexibility and segmentation you need. If you’re willing to invest time in Mailchimp, it will reward you with more polished campaigns and potentially higher engagement.

WooCommerce (Online Store Integration)

What it does: If you want a full-featured online store but prefer to keep Square as your POS and payment system, integrating Square with WooCommerce (a popular e-commerce plugin for WordPress) is a powerful option. WooCommerce’s Square integration syncs your product catalog and inventory between Square and your WooCommerce website. That means you can sell the same consigned items in your brick-and-mortar (via Square) and on your own website (via WooCommerce) without managing two separate inventories. Square becomes the source of truth for inventory counts and also processes online payments through its payment gateway. Essentially, this turns your Square point-of-sale system and WooCommerce site into a unified multi-channel platform. Beyond WooCommerce, Square offers similar integrations with other website builders and shopping carts – including Wix, BigCommerce, Weebly (Square Online), Ecwid, and more—but we’ll use WooCommerce as the prime example since it’s widely used and highly flexible.

Use case: Let’s say you run a consignment apparel shop. You use Square for in-store sales and have all your items entered in Square’s Item Library via ConsignCloud sync. You also have a WordPress website for your store and want to enable online shopping there. By installing the Square for WooCommerce plugin on your WordPress site, you can automatically import all your Square items into WooCommerce. Having this kind of online presence is crucial for building a brand. So the 100 dresses and 50 pairs of shoes you have in-store become available on your website too, with the same prices and stock levels. When someone buys a dress online, WooCommerce uses Square to process the credit card and immediately reduces the stock for that item in Square (so your store staff won’t accidentally sell it in person). Conversely, if an item sells in the store, Square will sync that update to WooCommerce to mark it out-of-stock. This integration effectively prevents double-selling and lets you manage one inventory for both channels. It’s ideal for consignment stores because you often have unique pieces; you can’t afford to oversell, and you want your online shoppers to see exactly what’s actually on the rack in-store.

Pricing (2025): The Square integration plugin for WooCommerce is free to download and use. WooCommerce itself is an open-source platform (free plugin), but you’ll have costs for web hosting (anywhere from $10 to $30/month for a small site) and possibly paid themes or extensions. Square does not charge an extra monthly fee for connecting to WooCommerce or others. You will pay Square’s standard payment processing fees for any online transactions (around 2.9% + 30¢ per transaction, which is comparable to Shopify’s online rate). If you use Square Online (Weebly) instead, the pricing is similar – Square Online has a free tier with just processing fees, and paid plans starting at about $12/month for custom domain and advanced features. Wix and BigCommerce integrations with Square also don’t carry extra fees from Square’s side; you’d simply pay those platforms’ subscription fees (e.g. Wix might be $20-$35/month for an e-commerce plan, BigCommerce ~$29 and up). In summary, integrating Square with an online store platform can be done at low cost, especially if you start on a free plan or already have a website. The key expense to watch is transaction fees and the ongoing maintenance of the website itself.

Limitations and frustrations: While syncing Square with WooCommerce (or others) is extremely useful, there are some limitations to be aware of:

• Sync quirks: Square’s system allows only one category per item, whereas WooCommerce can have multiple categories/subcategories. As a result, during sync an item might only carry over one category from Square (others could be ignored). You might need to reorganize some product categories on the WooCommerce side for a better web browsing experience.

• One-way vs two-way: The Square-WooCommerce integration typically lets you choose a “source of truth” (Square to Woo or Woo to Square). Many stores use Square as the master. If you add a new product in Square, it will auto-create in WooCommerce, but if you add a product in WooCommerce first, it might not auto-create in Square unless initiated. This is usually fine if you’re using ConsignCloud to push products to Square – your primary workflow can remain “ConsignCloud -> Square -> WooCommerce.” Just train your team to always add items via ConsignCloud so everything stays synced.

• Multiple locations: If your consignment business has multiple store locations in Square, the WooCommerce plugin can currently sync with only one location at a time. This is a known shortcoming – a store with multi-location inventory might need a more sophisticated integration or separate websites for each, which isn’t ideal. Most single-store consignment operations won’t face this issue.

• Technical overhead: Unlike Shopify or Square Online (which are fully hosted solutions), running WooCommerce means you’re in charge of your website’s upkeep – hosting, security, software updates, etc. Some consignment owners may find this too technical or time-consuming. In those cases, using Square’s native Square Online store might be simpler. Square Online is not as flexible as WooCommerce, but it’s directly built into Square and requires almost no technical maintenance. Plus, Square Online now even allows you to tag your products on Instagram and Facebook for social selling. So if WooCommerce sounds daunting, know that Square provides more plug-and-play options.

• Design limitations: The Square-WooCommerce integration doesn’t automatically make your website look great – it just handles products and inventory. You’ll still need a decent WooCommerce theme and maybe some design work to make your online store attractive and easy to use. Some initial setup like configuring shipping options or local pickup on WooCommerce is also required (those don’t carry over from Square). It’s a one-time effort, but something to plan for.
  
  

Overall, integrating Square with a web store is a smart move to expand sales channels, but be prepared for a bit of setup and occasional sync management. Many consignment shops start with Square’s free online store (quick to launch), then migrate to a more customizable platform like WooCommerce or Wix once they need more features or their brand outgrows the basics.

ShipStation (Shipping & Fulfillment)

What it does: Connects with Square to streamline order fulfillment and shipping across carriers.
Pricing: Starts at $9.99/month for up to 50 shipments.

What it does: Just as on Shopify, ShipStation can connect with Square to streamline your fulfillment process. If you are using Square’s online channels (either Square Online store or orders coming from WooCommerce/BigCommerce via Square), ShipStation can import those orders and help you batch-print labels and manage shipping. Square’s App Marketplace lists ShipStation as a partner integration (. When a Square order is placed (say through your Square Online website), ShipStation will fetch the order details (customer address, items, etc.) and allow you to purchase postage from USPS, UPS, FedEx, etc. The tracking number then flows back to Square, marking the order as shipped for the customer. Essentially, ShipStation sits in between your sales channels and shipping carriers as a productivity hub for fulfillment. Even if you primarily do in-person sales on Square, this integration becomes valuable the moment you start mailing items – for example, if you offer shipping for certain items or run an online auction event.

Use case: Imagine your consignment art gallery normally sells locally, but you decide to list some paintings on your Square Online store and a couple sell to out-of-state buyers. Instead of manually typing addresses into USPS one by one, you connect ShipStation. All open orders from Square appear in ShipStation’s dashboard. You can compare rates – maybe UPS Ground vs. USPS Priority – especially important for large, heavy art pieces. Suppose one painting is going to California and another to New York; ShipStation might recommend different carriers for best price. You batch-print both labels and pack the art securely. Once done, ShipStation updates the Square Online orders with tracking numbers and sends confirmation emails to the buyers. By integrating ShipStation, you handled multi-order fulfillment in minutes rather than hours. It’s also helpful for any consignment store that occasionally ships items to customers (for example, an Instagram follower calls and buys an item – you could invoice them via Square Invoice and then fulfill via ShipStation). Having ShipStation in place means you’re ready to efficiently ship whenever the need arises, without fumbling through individual carrier websites.

Pricing (2025): The pricing for ShipStation is the same regardless of integration—refer to the tiers listed in the Shopify section (Starter $9.99 for 50 shipments, Bronze $29.99 for 500, etc.). There is no extra fee to connect Square; you simply add Square as a selling channel within ShipStation (alongside any others). A small consignment shop might remain on the Starter plan for a long time if online orders are infrequent. Keep in mind Square itself doesn’t charge for exporting orders to ShipStation. However, if you use Square Online’s free plan, you’ll pay just the per-transaction fees on sales (2.9%+30¢). If you upgrade to a paid Square Online plan, that’s a separate cost ($29/month for “Plus” plan for example), but that’s for features like custom domain and not directly related to ShipStation. In short, your shipping software cost will be ShipStation’s subscription, and the rest is standard payment or platform fees from Square or carriers.

Limitations and frustrations: For Square sellers, one limitation is that ShipStation primarily shines for online orders. If your consignment store only uses Square for in-person sales and you rarely ship items, ShipStation isn’t necessary (you’re not generating shipping labels for a cash-and-carry situation). Some sellers in the Square community have noted they wished Square’s own interface offered better batch label printing, but currently it’s quite basic – hence turning to ShipStation or similar is the go-to for volume. It’s worth noting that as of now, ShipStation’s Square integration works for Square Online and orders/invoices, but not for Square Retail inventory transfers or other internal features – it’s focused on customer orders. This is usually fine. Another frustration can be initial connection: you’ll authorize ShipStation to access your Square account, and if you have multiple Square locations, ensure you’re pulling from the correct one. If you add new product categories in Square, it doesn’t really matter to ShipStation (it only cares about orders), but ensure your item weights and dimensions are entered in Square or ConsignCloud. ShipStation uses those to quote shipping – if an item has no weight, it might default to 0 lbs and not price correctly. So part of setup is verifying your product catalog has accurate shipping info. Finally, similar to what we discussed in Shopify’s section, consider your shipping volume. If it spikes, you might outgrow a low-level ShipStation plan unexpectedly. That’s a “good problem” as it means you’re selling more, but be mindful of any notification from ShipStation about hitting limits to avoid service interruption. All in all, ShipStation is a trusted tool; it’s been integrated with Square’s platform for years and is recommended for sellers who ship regularly. If your consignment business model evolves to include more online sales, it’s an integration that will scale with you.

QuickBooks Online (Accounting)

What it does: Brings Square sales into QuickBooks for accurate financials and reconciliations.
Pricing: Free connector. QBO plans start at $30/month.

What it does: Square provides easy daily sales summaries, but many businesses still rely on full accounting software for a detailed financial picture. The QuickBooks Online integration for Square brings your Square sales data into QuickBooks automatically. Every time you take a payment through Square – whether via the Square POS app, a Square Invoice, or your Square Online store – those transactions can be fed into QuickBooks. The integration typically creates a daily summary in QuickBooks representing all of that day’s Square sales (including breakdowns of payment methods, fees, and taxes)xero.com. This saves you from manually entering each day’s totals or each sale into your accounting system. For consignment stores, this means your Square register’s activity (sales, refunds, etc.) is reflected in your books without extra work, which is crucial for reconciling payouts to consignors and tracking overall profitability.

Use case: Consider a consignment store that closes out each day with a Z-tape or summary from Square. Without integration, you’d have to manually input those numbers into QuickBooks – a process prone to typos or delays. With the QBO connector, yesterday’s sales are already in QuickBooks when you log in the next morning. For example, if on Saturday you sold $2,000 worth of goods through Square (across 50 transactions), the integration might post one summarized sales receipt or invoice in QuickBooks showing $2,000 income, $X in sales tax, and perhaps list categories of items sold (depending on settings). It will also account for Square’s fees (e.g., Square’s processing fee might be journaled as an expense or deducted from deposits). At the end of the month, you can see your total Square sales versus your total consignor payouts (the latter you’d enter as expenses or via ConsignCloud reports). The integration ensures accuracy and timeliness – your financial records mirror what happened in the store. Additionally, if you have multiple Square locations or use other Square services (like Square Payroll or Square Loans), having all sales in QuickBooks helps give a complete financial picture in one place.

Pricing (2025): Square’s official QuickBooks Online integration is free of charge. Square and Intuit partnered so that the data sync doesn’t cost extra – you just need an active QuickBooks Online subscription. The QBO plans (Essentials at ~$30/mo, Plus at $55, Advanced at $85 as noted earlier) apply here as well. There’s also a free Intuit tool for QuickBooks Desktop users, but most newer businesses opt for QuickBooks Online these days. In the Square App Marketplace, the QuickBooks Online app is listed as “Free”, and you can usually set it up in a few minutes by logging into both accounts and configuring preferences. Another option some Square users utilize is a service called Amaka (or Intuit’s Connect to Square) which can offer more customization in how data syncs. Notably, the Square to Xero integration is also free and provided via Amaka. If your accountant prefers Xero, that’s a viable alternative with no integration fee. However, Xero’s subscriptions range from $29 to $60 per month, similar to QuickBooks. The bottom line on cost: you won’t pay extra to Square or Intuit for the integration itself – just the accounting software subscription.

Limitations and frustrations: A common pain point with Square’s accounting integrations is handling of detailed data vs summaries. By default, the Square-QBO integration posts daily summary entries (which is efficient). But if you want every single sale recorded individually in QuickBooks (with each item, customer, etc.), the integration doesn’t do that – it would overwhelm your books and is generally unnecessary. However, very detail-oriented owners sometimes are frustrated if they can’t easily tie a specific consignor’s sale in QuickBooks to that payout. The workaround is to rely on ConsignCloud’s reports for consignor-specific detail, and trust QuickBooks for the aggregate financials. Another frustration can be matching deposits: Square typically batches your transactions and deposits a lump sum (minus fees) into your bank. The QBO integration will either mimic that (recording each deposit with detail attached) or record gross sales and separate fees. If those don’t align exactly, your bank reconciliation might show differences. Careful configuration at setup (and possibly consulting with your accountant) can prevent this. Users have noted that the integration setup asks things like “Do you want to record a single daily sales receipt or individual invoices?” – these choices affect how your data looks in QBO. If you ever switch systems or have a gap in syncing (say the integration was disconnected for a week), you might need to manually import transactions or use a third-party like Synder to backfill data. Finally, keep an eye on tax mapping: make sure that sales tax collected in Square is properly mapped to a tax payable account in QuickBooks, so you don’t accidentally count it as revenue. In summary, the Square-QuickBooks integration is a huge time-saver and generally reliable (many describe it as “set and forget” once configuredquickbooks.intuit.com), but good initial setup and occasional audits will ensure your consignment business finances are represented accurately.

Shopventory (Inventory & Analytics)

What it does: Shopventory is an advanced inventory management and analytics app that can integrate with Square to provide features beyond Square’s built-in capabilities. Consignment stores using Square might find Square’s inventory tracking somewhat basic – for example, Square doesn’t natively track cost of goods sold (COGS) or provide in-depth reporting on product performance. Shopventory fills these gaps by syncing with your Square data and offering a more sophisticated dashboard for inventory control, purchasing, and analytics. It can track COGS (useful if you also sell some new inventory or need to value inventory on hand), generate profitability reports by item or category, and handle multi-location inventory management. It’s essentially a layer on top of Square that provides a POS-like back-office system (much like ConsignCloud does for consignment-specific needs, Shopventory does for inventory and sales analytics needs). Notably, Shopventory can also integrate with other platforms simultaneously (Shopify, WooCommerce, etc.), so if you ever expand channels, it acts as a central hub.

Use case: Let’s say your consignment shop also has a sideline of retail items (like new accessories, jewelry, or boutique clothing) that you purchase wholesale. Square will let you sell those items, but it won’t calculate your margins without you doing it manually. By connecting Shopventory, you input the cost for each product (or for consigned items, perhaps input the consignor payout percentage as a “cost”). Now you can run a report at month-end to see gross profit per item – for example, you sold a consigned designer coat for $200, which cost you $120 payout to the consignor, so profit $80; Shopventory can reflect that margin. Another scenario: Shopventory’s analytics might reveal that certain categories are much more profitable or that you have dead stock. Maybe vintage toys in inventory haven’t sold in over 90 days – Shopventory can flag them so you know to mark them down or return them to consignors. It can also assist with reordering if you carry new merchandise (less relevant for pure consignment, but handy if you have a mix). If you have multiple stores or pop-up events, Shopventory helps aggregate inventory counts and sales across all Square locations, so you don’t have to manually consolidate. Essentially, it gives consignment store owners better insight into what’s selling and what’s not, which items warrant more focus, and overall store performance.

Pricing (2025): Shopventory (recently rebranded as Thrive by Shopventory) has tiered plans based on the number of locations and features:

• Starter – around $49/month (when billed annually) for 1 user and 1 location.

• Standard – around $109/month (annual) for a few users and multiple sales channels.

• Professional – about $229/month (annual) for larger operations with more users.

• Elite – about $469/month for enterprise needs.
  
  

Monthly billing is a bit higher (e.g., Starter might be ~$59 month-to-month). The Starter plan supports a single Square store and includes the core inventory and reporting features. For many single-location consignment shops, Starter or Standard will suffice. The Standard plan allows multiple sales channels, so if you ran Square for POS and Shopify for online, Standard could centralize inventory between them (though if you already use ConsignCloud+Shopify integration, that may overlap in functionality). There’s usually a free trial period to test it out. $49 a month is not trivial for a small store, so you’d want to ensure you’re actually using those extra features to justify it. On the flip side, some retailers find it inexpensive compared to hiring help – it automates analysis and could save money by highlighting losses or preventing overstock. Tip: If you’re primarily interested in one aspect, say just the COGS tracking, evaluate if you can handle that with a simpler method before committing to another subscription. But many Square sellers do swear by Shopventory/Thrive as it effectively turns Square into a more complete retail management system.

Limitations and frustrations: One of the main limitations is overlap – if you are already using ConsignCloud, some features (like basic inventory counts and SKU management) are handled there. Shopventory isn’t consignment-aware (it won’t manage consignor payouts or contracts), so it doesn’t replace ConsignCloud. You might use it purely for the analytics and possibly COGS tracking on any non-consigned goods. This means you’re juggling multiple back-end systems, which can be a hassle. Also, Shopventory, being a third-party, has its own interface and learning curve. Some users find the dashboard a bit dated or not as intuitive as they’d like, given the cost. Another consideration: Square is continuously improving its own offerings. For example, Square Retail (paid plan ~$60/mo) has added more inventory features like cost tracking and vendor management. It’s possible Square will close some of the gap that Shopventory fills. At the moment, however, Square’s reporting is still fairly basic; Shopventory clearly offers more depth (like composite item tracking, bundling, etc.). If your consignment store is small and you don’t carry traditional inventory, you might not feel a strong need for this integration yet. But if you do significant sales volume or have mixed inventory types, the extra analytics can identify profit leaks (like theft or errors causing inventory shrink, slow-moving categories, etc.). A frustration some cite is the cost – paying $50-$100 extra per month for something that “feels like what Square should already do.” Only you can decide if the value is there in the insights gained. We recommend taking advantage of any trial and using that period to generate reports that matter to you. If you find revelations (e.g., “Wow, 30% of our revenue comes from just 10% of our items”), then it’s doing its job. If not, you can cancel. Remember, an integration like Shopventory is about optimization; it won’t directly increase sales, but it can show you where to focus to improve margins and turnover, which in a tight-margin consignment business can be incredibly useful.

Our Final Suggestions on Square Integrations for Consignment and Resale Stores

For Square-connected consignment stores: you’re likely more focused on point-of-sale and local sales, but you still have great integration options to enhance your business. We suggest starting with the essentials: enable an email marketing tool. Whether you choose Square’s native Marketing or the Mailchimp integration, stay in contact with your customers. Square can automatically prompt shoppers to provide their email (e.g., for a digital receipt or loyalty program); funnel those into campaigns announcing new arrivals or special promotions. Next, if you want to dip your toes into online sales without jumping to Shopify, leverage Square Online’s free store – it’s an easy way to list some inventory online and even integrate with Instagram shoppingcommunity.squareup.com. It won’t be as customizable as a Shopify site, but it’s low-risk and low-cost (just processing fees)squareup.com. As you get more comfortable, you can explore integrations with WooCommerce or BigCommerce via Square if you need a more branded web store or want to sync with an existing website. For fulfillment, if online orders become frequent, a tool like ShipStation will be just as valuable to a Square seller as to a Shopify seller – efficient shipping is universal. On the analytics front, Square’s built-in reports are serviceable, but if you crave more detail, consider an integration like Shopventory (Thrive). It’s particularly useful if you maintain a mix of consigned and wholesale inventory, since it will track margins and even help with reordering or restocking decisions. However, if your business is 100% consignment and fairly small, you might find ConsignCloud’s reports plus Square’s basic analytics sufficient (at least initially). One integration we consider crucial for Square users is the QuickBooks or Xero accounting sync. Square doesn’t provide as extensive reporting as Shopify on its own, so having those numbers flow into accounting software ensures nothing is lost and you can generate proper profit/loss statements easily. In summary, Square is fantastic for the operational simplicity (easy in-person sales, integrated card reader, etc.), and with the right apps, you can cover its few weak spots – marketing reach and advanced reporting. If you envision staying community-oriented with modest online expansion, Square + a handful of integrations (Mailchimp, QuickBooks, maybe one e-commerce link) keeps things straightforward and cost-effective. Check out the Square integration for yourself, or if you don't have a ConsignCloud account yet, start a two-week free trial.