Meet Sean Penn,
Sean is a performing artist and travels a lot. Because of his success, he has multiple exotic vehicles, and classic cars as well that he collects. He has his primary home and a house on the beach. He is very rarely home because he has to fly to L.A. weekly to record his albums.
He has a primary and secondary home policy. And one rental home policy. He has two distinct auto policies because three of his cars are classic cars and are insured at stated value. They require an appraisal so we insure them to what the appraisal says.
He also has a multi million dollar life insurance policy to cover his estate in the event that something happens to him. When you are worth more than a 11 million, your estate will be taxed.