77. Oprah Winfrey

Location: Bar in New York City

Initial cost: $0*

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Oprah Winfrey finds herself amidst a tipping controversy despite advocating for a 15% tipping rule on her blog. While some in the service industry find her delightful, others voice their discontent, highlighting a divide in experiences.

A New York bartender recounts an incident where Oprah, after sipping three vodka sodas before a Broadway show, neither paid for her drinks nor left a tip, leaving a lasting impression of irritation behind. It’s a scenario that prompts us to ponder who to believe.