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Jeff Bezos is gearing up for a big summer—both financially and personally. The Amazon founder has reportedly filed to sell up to $5 billion worth of Amazon shares, according to new filings released on Friday, May 3. That’s approximately 25 million shares, though the final value will depend on stock market fluctuations.
The sale appears to be part of a pre-arranged trading plan set to run through May 29, 2025, with no shares sold yet. The billionaire has gradually offloaded smaller chunks of his Amazon stock in recent years, previously selling shares worth $50 million as part of another trading plan. Notably, he’s also invested heavily in ventures like Blue Origin and The Washington Post.
This new financial move coincides with another major life event: Bezos is set to marry journalist and pilot Lauren Sánchez in a lavish ceremony expected to take place in Venice, Italy this summer. The couple has been together for five years, and the guest list reportedly includes A-list celebrities like Leonardo DiCaprio, Oprah Winfrey, and Gayle King.
While the exact details of the wedding are still under wraps, the celebration is expected to be nothing short of extravagant, with around 200 guests invited to the Italian destination affair.
Meanwhile, Amazon faces growing pressure amid global tariff uncertainties, but its advertising business continues to boom, signaling strong momentum despite macroeconomic headwinds.
Whether it’s a $5 billion stock play or a star-studded Italian wedding, Jeff Bezos is clearly making moves—both on Wall Street and in the romance department.