While Jeff Bezos made headlines unloading Amazon shares on his wedding day, the real heavyweight move in insider stock selling came from someone far less flashyOracle (ORCL, Financials) CEO Safra Catz. In the second quarter alone, Catz exercised and sold stock options worth more than $1.8 billion; that’s more than double Bezos’ $737 million. And if you add her earlier $706 million sale from Q1? She’s sitting on a $2.5 billion haul for the year so far.
These are monster numbers; and they come without the spectacle or media frenzy that usually follows billionaire sales. Catz, known for her quiet but razor-sharp leadership style, now ranks as 2025’s top insider seller, according to Washington Service. The move also lifted her personal net worth to $4 billion, Bloomberg’s Billionaires Index says; a major leap even in a year filled with eye-popping payouts.
Why does this matter? Because it’s not just a personal payday; it signals confidence, timingand maybe a little strategy. Catz has been with Oracle for decades; she knows the company’s cycles inside and out; and if she’s cashing out at this scale, investors and analysts alike will be watching closely.
Notably, this was no offload driven by headlines; no emotional gesture; just a seasoned executive making a massive movequietly, efficiently, and with billions on the line.
This article first appeared on GuruFocus.
