Gabby and I lived in the house I grew up in, which was on the second steepest hill in Los Angeles. When my parents moved, they let me live in the house for rent that equaled the property taxes plus utilities. I was sure I’d never need to move. I had two bedrooms and a little yard. The house had been a worthless piece of crap in a bad neighborhood when they bought it in the 1980s. Now it had a cardiologist to the west of it and a converted Montessori school that cost $1,800 a month to the east.

The night Jonathan Drazen took me up to Mulholland Drive,...