What happens when ordinary people become multi-millionaires overnight? In this episode of Awkward Etiquette with Kiki Astor, we explore the lessons people who come into an unexpected fortune can learn from old money families about handling sudden wealth with grace, restraint, and dignity. Whether you inherited a lot of money, are a lottery winner, a successful entrepreneur or entertainer, or had a similar financial windfall, Kiki unpacks the essential etiquette of newfound fortune: what to spend on (and what not to), how to avoid the biggest mistakes lottery winners make, and why appearances of restraint often matter more than flashy purchases. She also shares timeless strategies for dealing with friends and family who ask for money, guidelines for giving to charity without turning yourself into a public ATM, and how to build a lifestyle that lasts longer than a single windfall. Whether you’re daydreaming about winning Powerball, navigating an inheritance, or just curious how the wealthy maintain their composure, this episode offers witty, practical advice on how to live richly—without losing your head.

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“What did the council decide on item 42?” — answered with the speaker and the moment.

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