They’re the two biggest shopping days of the year: Black Friday on November 28 and Cyber Monday on December 1.
For decades, Boxing Day or Boxing Week stood out as the busiest shopping season for Canadians, but the frenzy of sales that occur on Black Friday and Cyber Monday has eaten into that tradition.
The Retail Council of Canada (RCC) said it expects the average Canadian consumer to spend $972 on holiday shopping this year, up by 8% from 2024. Moreover, the RCC predicted 40% of spending will occur on Black Friday, and 36% on Cyber Monday.
Regardless, the opportunity Black Friday, Cyber Monday, and the holiday season present also poses considerable liability risks for any small business or online seller angling to get in on the action.
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Ensure you have commercial general liability, product liability and cyber liability insurance, including if you sell products online through your company’s website or a third-party marketplace like Amazon or Etsy.
That’s because you are liable for any injuries, illnesses, or property damage a customer suffers from goods they buy from you, whether or not you designed or manufactured them.
Furthermore, you’re responsible for the safety and integrity of any customer data you store on your computing systems. Adding a peak season endorsement to your business insurance policy may be worthwhile if you’re holding additional stock and ensuring you’re covered in case of an unexpected loss.
Watch for These 2025 Holiday Season Scams
There’s another wrinkle retailers and online sellers need to be aware of: phishing scams, fraud, and cyber-attacks. Not surprisingly, when consumer shopping peaks as it does on Black Friday, Cyber Monday, and Boxing Day, so too does cybercrime.
According to the Canadian Anti-Fraud Centre (CAFC), there have been over 23,000 reports of fraud in Canada as of September 2025, with over $500 million stolen. CAFC notes it received 33,854 reports of online fraud so far this year.
Here are sone of the most common scams to be on the lookout for on Black Friday, Cyber Monday, and throughout the holiday season:
Website spoofing
Website spoofing is a scam involving creating a fake website and domain that appears like a legitimate, trusted retailer’s site to lure people to a phishing website. A cybercriminal aims to fool consumers into giving up their financial and personal information.
Gift card scams
If a scammer hacks a consumer’s credit card and purchases several gift cards from you, the victim of the fraud may be able to demand a chargeback successfully. Unfortunately, your business may be on the hook to pay for those losses.
Fake delivery scams
A consumer makes the mistake of ordering a product from a fake website that looks like yours but never receives a delivery tracking number. Of course, they don’t receive the product they thought they purchased either.
Fake order scams
Fraudsters can dupe a consumer through email, a text message, or a phone call to give up their confidential and financial information by telling them they need to confirm the order they made from your business, even though they never placed an order. It’s a type of phishing, smishing, vishing scam or buyer fraud that aims to harvest people’s private information.
Payment fraud
If a cybercriminal uses a consumer’s stolen credit card or other payment information to purchase an item from your business that you ship to them, but the consumer whose payment info has been compromised disputes it, you might be left holding the bag. In other words, you may have to swallow the cost of the stolen item by reimbursing the victim.
Social engineering attacks
Scammers may use manipulative tactics known as social engineering to deceive your employees into providing sensitive information or performing actions that compromise your company’s cybersecurity.
How to Prevent Black Friday, Cyber Monday, and Holiday Shopping Scams
Here are ways to try to prevent fraud and scams from affecting your business during Black Friday, Cyber Monday, and the holiday shopping season:
Train your employees
An educated, vigilant workforce is your best defence against scammers, fraudsters, and shoplifters.
Train your employees on how to spot potential shoplifters and to be vigilant and cautious when handling confidential data. Also, encourage them to talk to one another if they think they see suspicious activity. That can help prevent employees from falling prey to the same cyber-attack since scammers target multiple people in any organization.
Protect your point-of-sale (POS) system
Safeguard your point-of-sale (POS) system’s hardware and software. Routinely check the equipment to see if it’s been tampered with, use strong, unique passwords for each employee accessing it, and CVC codes (card verification value or identification numbers) to verify that the credit card someone uses is legitimate and ensure all transactions are secure.
Educate your customers
Encourage your customers to take precautionary measures when making online or offline purchases and protect their privacy. For example, ask them to double-check a website’s address before using a payment card online. Also, inform them your business does not ask for personal information like birth dates and social insurance numbers.
Report fraudulent activity immediately
If you suspect your business is a victim of fraud or think you’ve received a fraudulent payment, do not hesitate to report it to the Canadian Anti-Fraud Centre, your financial institution, local police force, Canada’s national credit bureaus – Equifax Canada and TransUnion Canada – and notify your insurance broker.
Also, spend time upping your cybersecurity knowledge and protection.
7 Ways for Small Businesses to Make Big Sales During the Holidays
Time is short, and the list to prepare your business to take advantage of the last few weeks of the year is long. Here are seven ways to ensure your cash register rings often on Black Friday, Cyber Monday, and throughout the holiday shopping season:
1. Get creative and offer irresistible deals
Consumers expect Black Friday, Cyber Monday, and Boxing Day deals to wow their socks off.
Significant product discounts are expected but may not always be feasible for your bottom line. Instead, focus on making your customers feel they are getting value for their money. That may involve bundling products, including discount coupons for other goods they can use in the new year or offering free shipping.
2. Optimize your website
Ensure your site is updated and ready for an increase in traffic. Add an attention-grabbing banner on your homepage to direct consumers to the deals you’re offering, but keep it simple and your site uncluttered. Create out-of-stock and low-stock pages to inform customers if you run out of inventory.
Plus, ensure your site is optimized for people who prefer to shop using a mobile device. Statista notes 37% of all e-commerce transactions in Canada were done with a mobile device in 2022. By 2026, that figure is forecast to rise to 42%.
3. Get social with your deals
Social media has a significant influence on Canadian shoppers. According to Statista, as of January 2025, Canada had around 38 million internet users, amounting to 95.2% of our country’s total population. Meanwhile, there were approximately 32 million active social media users, representing around 82% of the population.
Meanwhile, CanadianSME magazine reports social commerce is expected to grow three times faster than conventional e-commerce. More than 55% of Canadian retailers sell goods online, with 95% of them using Facebook, Instagram, and TikTok to make sales.
4. Leverage email marketing
All the online or offline sales you generate on Black Friday and Cyber Monday can fuel your holiday and Boxing Day sales goals.
Collect your customers’ email addresses and get their permission to send them promotions on future deals you’ll offer during and after the holidays. Email marketing lets you send personalized messages to your customers and generate customer loyalty by enticing them to return to your store or website and take advantage of exclusive offers.
5. Modify search engine optimization (SEO)
Having a spiffy-looking website primed to rack up online holiday sales is one thing. It’s another thing if no one can find it when using specific search terms on Google, Bing, or in AI search queries. Modifying or optimizing your site’s content and metadata using popular search keywords and phrases makes a significant difference.
Start by ensuring your shop’s information on Google My Business is current, including your web and physical store address, hours of operation, and contact information. All of this info should be easily found. Then, conduct keyword research to identify relevant keywords related to your products and services. Use tools such as Google Keyword Planner for keyword ideas and search volumes, and look at your competitors’ keywords.
Also, avoid duplicating website content from other retailers or product manufacturers. Craft high-quality, informative content that incorporates your chosen keywords naturally, and avoid keyword stuffing – loading up your site with excessive keywords or phrases – as it will harm your SEO efforts.
6. Streamline the checkout experience
Whether in-store or online, improving your checkout processes can help reduce long customer lineups in your store and abandoned shopping carts online to provide a better customer experience.
For example, get a point-of-sale (POS) system for in-store transactions if you don’t have one to allow for quick, secure, contactless payments and accept multiple payment options (debit, credit card, Apple Pay, Google Pay, PayPal and cash). Also, enhance your shop’s checkout counter layout to minimize traffic congestion.
For online checkouts, ensure you accept multiple payment options, make sure your website is mobile friendly, allow customers to pay for purchases without creating an account, and provide product prices, taxes, and shipping fees that are visible and clear to your customers.
7. Review your business insurance policy
Your business is likely stockpiling inventory and merchandise for increased consumer demand. In doing so, injuries, damages, and unexpected incidents can squash any financial gains made over the holidays.
Are there any gaps in your existing coverage? Speak to a Zensurance broker and have them review your policy. Ensure you’re adequately covered with product liability insurance (typically included in commercial general liability coverage) and cyber liability insurance.
How to Protect Your Small Business on Black Friday, Cyber Monday, and Year Round
Zensurance is Canada’s leading small business insurance brokerage, helping hundreds of thousands of Canadian small business owners, entrepreneurs, and sole proprietors protect their finances and assets with comprehensive, low-cost coverage.
Complete our online application in less than five minutes for a free quote.
Our team of experienced, knowledgeable insurance brokers will shop our partner network of over 50 insurers to find the policy that suits your business and budget, customize it as you require, and issue the policy documents and a certificate of insurance in 48 hours or less.
– Updated November 17, 2025.
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