How To Choose the Best POS System for Your Retail Business (2025)

How To Choose the Best POS System for Your Retail Business (2025)
Selecting the right POS system is crucial for retailers looking to streamline operations and boost customer experience. Learn essential features like inventory management, payment processing, and compliance requirements in this comprehensive guide.
by Anouare Abdou Aug 12, 2025 — 10 min read
How To Choose the Best POS System for Your Retail Business (2025)

Deck: Selecting the right POS system is crucial for retailers looking to streamline operations and boost customer experience. Learn essential features like inventory management, payment processing, and compliance requirements in this comprehensive guide.

Choosing a retail point-of-sale (POS) system is one of the most important decisions you can make in 2025. From tariff increases to supply chain challenges and shifting consumer expectations, Canadian retailers are facing an unpredictable retail landscape. You need tools that help you adapt quickly and thrive – and that includes your POS. 

Whether you sell groceries or own a clothing store, a modern POS system helps you streamline operations, elevate the customer experience across touchpoints and access real-time insights. But in a sea of options, how do you choose the best retail POS system for your needs? This guide will help you understand the most important factors to consider and features to look for. 

What is a retail POS system? 

A retail POS system is the combination of hardware and software that allows you to accept payments and manage your business across multiple locations and sales channels. For modern retailers who rely on tech to stay competitive, a POS system does more than ring up sales. It powers daily operations and helps you: 

 

The right retail POS saves you time and money by preventing issues like inventory blind spots and inefficient processes.

Here are three of the most common types of POS systems used in Canada: 

  1. Cloud-based POS system: A cloud-based POS stores data online rather than on a single device. In practice, this means that you can access all your tools and information from anywhere, in real-time. This type of POS is best if you manage your business remotely and across multiple locations. 
  2. Mobile POS system: A mobile POS runs on a tablet or smartphone. It’s great for processing payments on the go – think, pop-up shop or market stand. It also works well if you want to speed up checkout by letting staff take payments in-aisle. 
  3. Traditional POS system: Traditional POS systems, like the ones found in legacy grocery stores, usually involve in-store servers and terminals. They offer you more control over your data, but they are slightly less flexible and may require manual maintenance.

Why is it important to choose the right POS for your retail business?

The right POS can help you achieve your goals, whether you want to open a storefront this year or significantly scale your eCommerce business within the next decade. On the other hand, the wrong system can create more admin work, cause friction and cost more than it helps. It might seem like a simple enough decision, but your POS system impacts several crucial aspects of your business: 

Factors to consider when choosing a retail POS system

Not all retail POS platforms are created equal. Here are some key factors to consider when choosing one:  

1. Define your retail business needs 

Business type  

A furniture and home goods store has different requirements than a liquor store: One deals with high-ticket items and elaborate delivery logistics, while the other is concerned with high-volume sales and factors like age verification. Your operational model affects your reporting needs too. 

Business size 

Do you sell a handful of specialized products or rotate through a wide variety of brands and items? You’ll have different SKU management priorities depending on the answer. Also, how big is your team? Will you be leaning on your POS for team management or requiring multiple permissions? A flexible retail POS adapts to your business. 

Sales volume 

How many transactions do you process on a given day, week, month or quarter? Your sales volume determines your retail POS needs. If you sell hundreds of items a day, you’ll need robust real-time inventory tracking to keep up. 

Sales channels 

Do you operate multiple locations? Do you have an online store? Do most of your online orders come from your email list or your social media ads? List all the touchpoints where customers interact with your business and make purchases. Your retail POS system has to streamline them.

Inventory management 

Your POS should align with the way you manage and replenish stock. Do you reorder dynamically based on demand or prefer a fixed schedule? If you deal with limited-edition launches, you’ll want fast product uploads and easy categorization. If you sell perishable goods, expiry tracking is a good idea.

Payment types 

Customers appreciate being able to pay in different ways. A retail POS should make it easy to accept a wide variety of payment types — like card, mobile wallets, Tap to Pay on iPhone and Android, and gift cards. If you cater to a younger demographic, consider offering buy now, pay later (BNPL) – younger Canadians (18-34) are significantly more likely to use BNPL services, according to Payments Canada. 

Hardware requirements 

A full countertop register isn’t always necessary. A simple tablet – or even a smartphone – can be all you need. Also, think about other accessories you may need, like barcode scanners and receipt printers.

Integration needs

Your POS should talk to your other tools, such as your accounting software or email marketing platform. It streamlines workflows and leads to more accurate, comprehensive reporting. 

Long-term growth 

If expanding to multiple locations is on your radar, your retail POS needs to keep up. Ryan Nesci, co-owner of Amici Food + Beverage Co., discovered that the hard way. “Managing multiple stores wasn’t possible with [our previous provider], because we didn’t have the option of choosing from which location an item would be taken from when customers ordered online. That messed with our inventory management,” he says. 

The team would have to call customer support to troubleshoot issues like selling items online that weren’t actually available. Switching to Square streamlined inventory management across the board. “Now when someone places an online order, we can decide which store will fill it.” 

2. Assess retail POS system costs and fees 

Ready to map out your budget for a retail POS? Compare providers and break down costs across these categories: 

Hardware and software costs 

Some retail POS providers separate hardware and software costs. Others bundle the two. There are often recurring monthly fees associated with chargebacks, credit card compliance or advanced features. With Square, you can get started with free POS software and minimal hardware. There are no setup or monthly fees – you only pay when you take a payment. 

Payment processing fees 

Understanding payment processing fees is crucial to avoid surprises. Some providers may charge different rates depending on credit card type or layer on additional service charges. Square pricing is straightforward: 2.5% for all in-person credit card payments, 0.75% + 7¢ for Interac Debit, 2.8% + 30¢ for online purchases, and 3.3% + 15¢ for manually entered card details.

Support and maintenance 

Some retail POS providers charge you for premium support or training. With Square, support is included – you can contact the support team by email, chat or phone whenever you need assistance. 

Learn more about the total cost of a POS system in Canada.

3. Prioritize Canadian compliance 

Owning a retail business in Canada comes with a unique set of considerations – and they should inform your retail POS system selection. 

GST/HST tax support 

Collecting and remitting GST/HST sales tax can be intimidating, but the right retail POS takes the guesswork out of the process. Look for one that automatically calculates GST/HST based on the place of supply (where you sell the product) and syncs with your accounting software.

CRA-friendly reporting 

The last thing you want is to backtrack and correct errors when tax season rolls around. A good retail POS automatically generates sales reports, supports bookkeeping efforts and keeps you organized if you’re ever audited.

Bilingual functionality 

Look for a POS that supports both French and English across touchpoints like displays, checkout pages and receipts. It’s a small detail that can make a big difference in terms of experience. In Quebec, it’s essential.

4. Check reviews and testimonials 

Take the time to look for reviews and testimonials from Canadian retailers who run similar businesses to yours. A provider may have glowing reviews, but that won’t mean much if you have a completely different business model. Here’s what different Canadian business owners that use Square have to say

Features to look for when choosing a retail POS system

Feeling closer to making a decision? This checklist of key features to look for in a retail POS system will help solidify your choice: 

How to set up the Square retail POS system

With a suite of easy-to-use tools designed to meet the needs of different types of retailers, Square is the top POS choice for Canadian retail businesses. Ready to get started? Follow these simple steps:

  1. Sign up for Square for Retail and create your free account.
  2. Visit Square Shop to order any hardware and accessories you may need.
  3. Download the Square POS app to start taking payments from mobile devices. 
  4. Verify your identity and link your bank account to start receiving payments.
  5. Create items to build your inventory. You can do this from Square Dashboard on a laptop or desktop computer or from the Square POS apps and devices. When you add, update, or delete an item, the change is reflected across the board. You can also bulk-import items.

Leveraging Square for Retail is easy even if you’re not tech-savvy. Just ask Brandon Shedden, founder of fashion label Cakeworthy. When the Cakeworthy team opened its first retail store, it needed a solution that wouldn’t come with a steep learning curve. 

“Everything is so user-friendly, and so intuitive. The staff at our retail store were trained in no time,” says Shedden, who uses Square to take payments, schedule staff, manage inventory and run a loyalty program. “Using Square for Retail has been an impactful time-saver for all of us, and we are definitely experiencing cost savings by not having to use different apps for every feature.” 

How to choose the right POS system for your retail store FAQ

How much does a retail POS system cost in Canada?

The cost of a retail POS system varies depending on the service provider. You could end up paying from $0 to over $300 a month for a cloud-based POS system and from $69 to over $1,200 for hardware, according to Forbes

What’s the difference between cloud-based and traditional POS systems?

Unlike traditional POS systems, cloud-based retail POS systems don’t rely on in-person servers to store data. They sync all information automatically across locations and allow you to manage your business remotely. 

Does my POS system need to support GST/HST calculations?

Yes, in Canada, it’s important for your POS system to support GST/HST calculations so you can easily stay compliant with CRA requirements. 

What payment methods should my POS system accept in Canada?

Tap-to-pay methods like Interac Debit and major credit cards are must-haves for Canadian retailers, but your POS should also support mobile wallets like Apple Pay, gift cards and options like BNPL, which are gaining popularity. 

Do I need to train my team to use a POS system?

A good POS system doesn’t require extensive training. Be sure to choose a retail POS system that’s user-friendly, even for people who don’t feel that comfortable with technology.

Anouare Abdou
Anouare Abdou is a seasoned writer, editor and content strategist based in Ottawa. She started her career covering the Montreal restaurant scene before leading editorial at digital lifestyle brands

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