The September 22 disclosure revealed that President Donald Trump, yet again, executed more than 1,000 trades in a single month. Among these stock market maneuvers made in July, two equity sales stand out for their sheer scale.
To begin with, the U.S. commander-in-chief dumped up to $25.5 million worth of Amazon (NASDAQ: AMZN) shares across three trades. First, he sold up to $15,000 on July 8 and then conducted a far larger sale on July 17: up to $500,000 worth.
Finally, the September 22 filing reveals that, on July 20, President Trump offloaded up to $25 million worth of AMZN stock. Notably, the billionaire republican also executed two purchases of the e-commerce and cloud giant, buying a total of up to $30,000 worth of equity.
Meanwhile, the Amazon stock sale, at least by press time on September 24, appears to have been relatively well-timed, as AMZN’s most recent closing price stood at $249.27 – 0.29% below the $249.99 recorded on July 20.

This is President Trump’s biggest July stock sale
Looking at the other major big tech stock traded by the commander-in-chief reveals the maneuvers regarding Microsoft (NASDAQ: MSFT) were even more numerous.
Across two days in July – one toward the beginning and the other toward the end – President Donald Trump bought up to $400,000 worth of MSFT shares. However, his selling was even more extensive.
Across four market moves, the billionaire Republican offloaded up to $31 million worth of Microsoft stock. His biggest equity sales took place on July 7 and 17 – up to $500,000 each – on July 8 – up to $5 million – and, much like with Amazon, on July 20 – up to $25 million.
MSFT equity’s performance since the biggest trade is far more notable than with AMZN – the blue-chip technology giant was changing hands at $402.29 at the time and rallied 24.44% to $500.59 by the evening of September 23.

Are Amazon and Microsoft stock set to crash after Trump’s sales?
Lastly, while there is no clear evidence the President has been trading based on non-public information, the changes in his net worth, as tracked by Forbes, indicate his largest trades merit monitoring.
Specifically, the commander-in-chief’s wealth was estimated at $2.3 billion in 2024 – the second-lowest in the last decade – while the number stands at $7 billion at press time on September 24, 2026.
Similarly, President Donald Trump executed multiple exceptional high-profile trades in the last 12 months. He bought up to $5 million worth of Dell (NYSE: DELL) stock on February 10 when it was changing hands at $126.01, and the equity closed at $549.83 on Wednesday: 336.34% higher.

Additionally, as Finbold reported on September 23, the commander-in-chief made a series of investments in Michael Saylor’s Strategy (NASDAQ: MSTR) about one month before the cryptocurrency market started surging, and is already up roughly 80% on the bet.
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