I travelled with my partner that had a heart attack within the previous two years and was given the responsibility for finding travel insurance for them for the US, Canada and the UK. I ended up going through Travel Insurance Direct (Travel Insurance for Australians - Travel Insurance Direct Australia), and the process was relatively simple. Providing things are stable and well controlled, they only wanted a form which went to my partner's GP which was fairly straightforward, and it was only a couple of weeks that it was all approved, subject to the additional premium for my partner. The only drawback was that with one person needing cover for a pre-existing condition, we couldn't get a "family" policy, and had to apply for two "single" policies and pay the premiums separately which made it a little more expensive.
As an aside, if you book it through the link in the top bar of the Australian Frequent Flyer site you can support admin with the costs of running AFF!


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