Illustration: Zohar Lazar A former CEO with a high eight-figure net worth spent a recent morning searching online for cheap flights. He drives a sensible car. He wears $140 shoes, and he winces whenever he flips over the price tag on a Prada sweater. He owns a mere two houses. He knows exactly how much money he has — he can check his bank balance anytime — but it never quite feels like his. “I’m still not acclimated to being rich,” he told me. “I find even saying these words to you now a bit