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COBRA is not cheap and it's not cheap when you have a family.
IMO that your friend who doesn't even have a company...puts your family in some jeopardy since you'll have to cover your costs for COBRA or any other plan. Individual family plans are very expensive.
Why not keep the job you have, do double duty helping your friend where you can at least until after the baby is born. You'll at least be out of most of the woods by that time... also you'll know if you're new adventure would truly bring home more than just the bacon.
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