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Kevin O’Leary Recalls Begging Rolex and Crying Over Rare $1.8M Watch / X


Last updated Jul 30, 2026

In a resurfaced clip from late July, O’Leary describes chasing a white gold, ruby, and diamond Daytona—a ‘grail piece’ so rare that even Rolex staff hadn’t seen it. He got a secretive call the morning before the Oscars, viewed it for an hour without touching, and broke down in tears upon receiving the roughly $1.8 million timepiece. The story drew widespread mockery online for its display of materialism, with memes highlighting wealth gaps amid economic struggles, though some saw it as a glimpse into the passions of collectors in a divided economy.

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