2008, I Think We’re Alone Now directed by Sean Donnelly.
It’s the personal documentaries that really stay with me. Obsession, delusion, a personal hell there seems to be no escape from but bewildering to anyone on the outside as to how it’s possible to be so ensnared.
When I was in my mid 30s driving back from Florida after closing out my dead mom’s apartment and so forth, I picked up a hitchhiker.
He was a rich person parasite kind of. He would work as a bartender where daughters of wealthy families partied. He charmed them and became their boyfriend, and that’s how he survived. He was smart and industrious with clever business ideas so he charmed the daughter’s dads as well kind of. When he was tired of grifting them he just disappeared. I picked him up at the start of his latest disappearance.
So anyway, yeah, during a 10 drive he clued me in to how wealthy people are offered services regular folks don’t even conceive of.