Two companies on an ARC, twice the health insurance?

[thelostswede]

So, I've been given a good job offer by a local company that I'm considering accepting, but I have my own rep office set up here and I don't really want to knock it on the head just yet. See, the main reason is that I've got a few friends here that have lost out on getting their APRC because of HR departments have forgotten to renew their work permit/ARC in a timely manner and I don't want to take the chance that this will happen.

Now, my question is this, if I have two companies listed on my ARC, do I have to pay health insurance twice? I presumed it's an income based thing and I'll have zero income from my rep office from the day I start my potentially new job.