Wave of Executive Stock Sales Hits Tech, Finance Names in One Session
CFOs, presidents and directors at Microsoft, HPE, Uber, Cloudflare and Pagaya all filed large stock sales on the same day.
Insiders at Microsoft, Hewlett Packard Enterprise, Uber, Cloudflare, Pagaya, Radian Group and Century Therapeutics disclosed stock sales ranging from under $5,000 to more than $20 million on September 15, 2026.
Insider Sale Sizes Span $3,000 to $20 Million
Nine insider stock sales filed on September 15, 2026 ranged from a few thousand dollars at Century Therapeutics to over $20 million at Microsoft, illustrating how a single day's cluster of filings can mix routine small transactions with major executive divestitures.
Individual Investing.com — All News wire items on each insider sale (Hood, Neri, Hazelbaker, Ledbetter, Rosen, Das, Dobres, Bartholomew, Russotti, Carr).
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<figure><a href="https://www.indy.finance/news/wave-of-executive-stock-sales-hits-tech-finance-names-in-one-session"><img src="https://www.indy.finance/news/wave-of-executive-stock-sales-hits-tech-finance-names-in-one-session/graphic.svg" alt="Insider Sale Sizes Span $3,000 to $20 Million" width="1200" height="675"></a><figcaption>Insider Sale Sizes Span $3,000 to $20 Million — <a href="https://www.indy.finance/news/wave-of-executive-stock-sales-hits-tech-finance-names-in-one-session">Indy Finance</a></figcaption></figure>If SEC filings show these sales were discretionary rather than under pre-set 10b5-1 plans, or if insider selling at these companies continues in the following weeks, the pattern would look more like a coordinated view than routine diversification.
- Investing.com — All NewsPagaya CFO Jonathan Dobres sells $18,000 of PGY sharesExternal ↗
- Investing.com — All NewsCloudflare director Carl Ledbetter sold $1.56m in stockExternal ↗
- Investing.com — All NewsMicrosoft EVP, CFO Amy Hood sells $20.7 million in MSFT stockExternal ↗
- Investing.com — All NewsCentury Therapeutics CTO Gregory Russotti sells $4,992 in stockExternal ↗
- Investing.com — All NewsCentury Therapeutics SVP Douglas Carr sells $3,199 in sharesExternal ↗
- Investing.com — All NewsPagaya director Tami Rosen sells $143,915 of PGY sharesExternal ↗
- Investing.com — All NewsHewlett Packard Enterprise CEO Antonio F. Neri sells $15.1m sharesExternal ↗
- Investing.com — All NewsRadian Group Sr EVP Meghan Bartholomew sells $280,763 in stockExternal ↗
- Investing.com — All NewsUber president Jill Hazelbaker sells $2.01m in stockExternal ↗
- Investing.com — All NewsPagaya Technologies president Sanjiv Das sells $268,813 in stock.External ↗
Produced automatically by the INDY NEWS Desk from the public wire sources cited above, and checked against them before publication. Market commentary, not investment advice.