How do I care for a hen and chicks?

I just bought a hen and chicks and have a cement planter I want to put it in. I know that I need to dig out all the old dirt and replace it with potting soil, but do I need to break up the plastic cup it is in, or do I remove it completely from the cup? Also, when winter comes, do I need to bring it in or just cover it with something? I have access to some insulating bubble wrap--would that protect it?

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