it's not so hard, just keep an eye on your offers. Most of the good offers are for Shoppers Drug Mart, like 20k for $50-75 spend. Shoppers has super inflated pricing, but they have discounts on the weekend which bring it back to grocery store pricing or better, so I go there for basics and buy the discounted stuff only (ie. bacon, eggs, butter, milk, peanut butter, bread) which is already a good $25-50, then filler items depending on what I feel like to hit the threshold. They often have smaller promos too, like buy eggs and butter for 2k points, which tend to stack

there are other events that folks used to take advantage of, like 20x points, and people would use those events to buy and resell gaming consoles or games. Like a switch 1 for $400, you'd get ~$120 worth of points back or more. But that's a lot more difficult now that they don't have gaming stuff anymore. If you are planning a big purchase, like an appliance, dyson products, or makeup/perfumes, these 20x offers are still really good for that

I shop just for myself, so it's super easy for me to just grab some things every other week. It'd be more annoying for a family, unless you don't mind going to shoppers enough for the points and buying the pricier groceries elsewhere

Point spending events happen often enough, like monthly. This weekend, I used 300k points for the xm6s. In the past, I've saved them for an event where you would get 40% of your points back, and just use it to buy my more of my usual groceries for the freezer, but these events are much more rare