Did he use to ride an expencive car?
Did he use to travel a lot?
Did he use to wear fancy clothes?
Did he use to smoke?
Did he use to have lots of guests for dinner?
Did he use to eat a lot?
Did he use to go to expensive restaurants?
Did he use to be able to buy an expencive car?
Did he use to stay at good hotel nearby ocean?
Did he use to have a personal cooker?
Did he use to have a personal driver?
Did he use to have a huge mansion?
Did he use to earn good money?
Did he use to choose next destination for traveling?
Did he use to be rich?