Phoebe Gates, the youngest daughter of billionaire Microsoft founder Bill Gates and philanthropist Melinda French Gates, has a low-key terrifying question she throws at those interviewing for a role at her startup. 

The 23-year-old recently raised a $35 million Series A for Phia, the AI shopping agent she cofounded in April 2025 with her Stanford University roommate Sophia Kianni. The startup, which has since garnered more than 1 million users and grown revenue........

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