I should mention we had an employee in a similar situation recently, we had to get insurance for him in Hong Kong until his provincial insurance was active, it was worlwide insurance coverage covered by Zurich life, you could try them as well. We are in BC so I am not sure if its the same as Ontario, but the need your PR paper to start the process since the base the elegibilty on this, we had to send a copy of his PR and passport along with the application and then the 3 month waiting period.