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As November unfolds and retailers across Canada kick off the year’s most competitive discount season, shoppers find themselves in a tug-of-war between sale events that seem to rival Taylor Swift’s Eras tour in number. Deciding when to shop can feel overwhelming from Black Friday and Cyber Monday to Prime Day and Boxing Day. This guide breaks down what each sale offers, explores how they differ and helps you choose the best time to find savings on your holiday wish list. Whether after electronics, fashion or home essentials, here’s how to confidently navigate Canada’s biggest discount days.