Jeff Bezos Dumps $665.8M in Amazon Shares—Is the Tech Titan Cashing Out Before a Storm?
Jeff Bezos just made a power move—liquidating nearly 3 million Amazon shares in early July, pocketing a cool $665.8 million. Was it strategic timing or a bearish signal?
The sell-off sparks questions: Is Bezos diversifying into crypto while traditional markets wobble? Or just another billionaire playing tax loophole bingo?
One thing’s clear: When the world’s richest start offloading, retail investors scramble for context. Meanwhile, Wall Street shrugs—because insider sales are only 'concerning' when *you* don’t have a private space program to fund.
Jeff unloads stock after headline-making $50 million wedding
Jeff’s latest cash-out came just days after his jaw-dropping $50 million wedding to Lauren Sanchez in Venice, Italy. The event pulled in an obnoxiously A-list crowd: Oprah, Bill Gates, Leonardo DiCaprio, Ivanka Trump, Jared Kushner, and a few Kardashians, because of course. It’s unclear if the wedding had anything to do with the timing of the sale, but let’s not pretend a $50 million price tag doesn’t require serious liquidity.
While all this personal drama plays out, the Amazon chart is telling a different story. According to FactSet, its 50-day moving average just crossed above the 200-day, forming what’s known in technical trading as a golden cross. It’s a signal a lot of chart readers treat as bullish. The numbers are close: the 50-day sits at $206.46, just barely topping the 200-day at $206.04. But in technical analysis, that little flip matters.
The sale comes while Amazon’s summer Prime Day is heating up. What used to be a one-day event now runs for four straight days, ending Friday. Analysts are keeping an eye on this, not just for sales, but for macro trends. Brian WHITE from Monness Crespi Hardt wrote Monday that this window could be a smart time for shoppers to buy before U.S. tariffs go up in the second half of 2025. He called the sale “an opportunity” for anyone trying to dodge inflation later this year.
Prime Day sale pushes Amazon stock momentum
Not everyone’s just watching the charts. The beauty category is expected to dominate Prime Day, according to Dana Telsey of Telsey Advisory Group. She pointed out that beauty sales during Amazon events usually outperform. The U.S. beauty market as a whole is still growing, even if the pace is stabilizing. For Amazon, that means more transaction volume, which could feed into the momentum already building in the stock.
Even after gaining more than 30% over the past three months, Amazon still trades around 8% below its intraday all-time high from early February. But with the golden cross now showing on the chart, there’s talk among technical analysts that the stock could push back up toward those highs if the current rally holds.
The stock dump, the wedding, the Prime Day sales, and the golden cross? All happening in a span of weeks. The numbers are real, the filings are public, and the timing is loud. Jeff cashed out $665.8 million in July. He sold $736.7 million in June. He can still dump more through May 2026. And he’s got the SEC paperwork to keep doing it.
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