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The answer is concise, correct, and still relevant. The answer above it was 90% too long. Close the tread if it shouldn't be open.

You need the proof to get the Visa but the Visa is not guaranteed. The insurance company will change the effective date if asked. They know this. Deal with a good broker and they will take care of you. There is no cost and you get service. Many of these health isnruance companies don't have...

If you are a student, applying for a student visa, you need health insurance. Get on your schools plan if they have one.

For International student, health insurance is mandatory. Super Visa as well. Other visa types, they are not.

The coverage you are looking for is call Emergency Health Insurance for Visitors to Canada. You can compare these policies online at redhelm.ca

Super Visa health insurance is not much different than standard emergency health insurance for visitors to Canada. The only minor difference is that some carriers will offer monthly payment plans for policies of 365 days with policy limits above $100K.

Emergency medical insurance for visitors to Canada. If a student, go for a student plan. Major medical health insurance would be more suitable for long term expats travelling outside of Canada

I would extend it prior to it expiring (assuming there are no claims) for the foreseeable future until he get provincial health insurance. When that happens , you cancel it pro-rata. May have to pay a small admin fees ($25 or so) but this ensures there are no gaps in coverage

Check out Red Helm Canada. You can compare policies online and speak with an expert

Get your insurance from a Canadian company prior to leaving. It is more versatile and you will be using it in Canada. I can assure you will get better service

Major medical health insurance would typically be more suitable if you are looking to become a long term expat but aren't looking to immigrate to Canada. In Ontario for example, you will eventually become covered by OHIP if you immigrate. Major medical is much more expensive and has waiting...