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Have you tried signing up through your state exchange:
If you lost your job, then it typically allows a special enrollment.
Hi, can you please try answering my question.
Here it is again:
"So what is the best option at this point? If employment is terminated, can he get insurance at the very moment he's let go? And is this action still ok, if he just gets re-hired back a couple months later?"
MOD - Please find expert for this question.. I think the problem is you moved it to the wrong category. It should be in Health Care.