I have been growing plants that are not winter hardy. It has been yrs of trial and error but my process is in and done once. That back and forth is not a easy enough process for me.
One nothing comes in until the temps are going down to 32. It also helps not to bring in bugs. I have never had a bug problem. If it looks like you are going to get one day of 32 or below just throw sheets over them.
Two I combine plants. That is no one plant per pot. They are gardens in a pot. Plants that compliment each other like you would in a garden.