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As for best place to shop for insurance, I always try Kanetix before I buy any car (new or used), and every year before my insurance is up for renewal. For the past 4 years TD has been the cheapest for me, but that doesn't mean it'll be cheaper for everyone. It depends on how many cars/drivers you insure, if you insure property, and of course it depends on your record, experience, etc.
Insurance rates are always changing. Take car insurance, for example. In many provinces, rates change every three months. Car insurance companies typically apply to their respective regulating board to have their rates either increased or decreased. This means that even if you were getting the best rate two years ago, you might not be getting the best rate today. It's just the nature of the car insurance industry, which is why these same regulating boards recommend drivers shop around and compare rates from at least three different car insurance companies before purchasing a policy.
Insurance is funny, in a weird sort of way, because rates can vary wildly between insurance companies. Also, premiums often change so the insurance provider who offered you the best rate two years ago, or even last year, may not be the insurer who offers you the best car insurance rate today. That’s why it’s so important to shop around, because the quote you get from one company can be significantly higher (or lower) than the quote you get from another.