My Weird Prompts
What is it like to work for someone whose life you manage but are never truly part of? This episode explores the invisible labor market orbiting high net worth individuals—from personal assistants and household managers to family office staff. We break down the four tiers of this ecosystem, the bimodal experience of the job (great bosses vs. horror stories), and the unique psychological strain of "burnout by proximity." We also cover compensation ranges for roles in New York, LA, and beyond, and how the self-made vs. inherited wealth divide often predicts how staff are treated.
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