I believe that he does not quite understand what it is he's trying to do. someone I think told him that he needed to get a different Visa and that he would need health insurance for it and he's off on that tangent.
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@Brandon ***********
already explained to you, you were on different pathway. you are already here. and on the type of Visa you have there is no insurance requirement.
if you want to buy insurance too so. which case ask a different question.
if you're truly going back home come back on a different Visa....
just asking about when you should get the insurance, then it would be obvious that you would want the insurance to start the day before you come into Thailand. unless you have no insurance now and you want international coverage in which case you want it to start as soon as you can pay for it.
you didn't say your age. that would help on people giving you advice on specifically what type of insurance you might want or whether there are better options for you.