My grandfather, a self-made entrepreneur, was VERY rich.  My parents were proud and they wouldn’t take handouts. So, when I was a pre-schooler, we ended up bouncing between great luxury on the weekends (when we’d visit my grandparents) and a life of fairly modest means the rest of the time.

My grandfather died when I was five, and the family fortune practically evaporated before our very eyes.  My father had to work REALLY hard and my family life from then on was comfortable but by no means wealthy. Very middle-class.