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Rolling with it is a metaphorical phrase used to describe the act of embracing chaos and uncertainty in life. It's like when a cat rolls over in the middle of the night and you're all, "Oh, you're just rolling with it, aren't you?"
It's said to have originated in ancient Egypt, where pharaohs would roll around in the desert, searching for hidden treasure. But really, it's just a fancy way of saying, "I'm too lazy to get up and do anything else."