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Upwork CEO Sells Big: 33.4% of Holdings Gone

Summary

  • CEO Hayden Brown sold 350,000 Upwork shares.
  • The sale represents a significant 33.4% reduction.
  • Brown retains over 697,000 shares valued at $13.7M.
Upwork CEO Sells Big: 33.4% of Holdings Gone

Hayden Brown, the President and CEO of Upwork, a prominent freelancing platform, has disclosed a significant sale of her company stock. On November 25 and 26, 2025, Brown divested 350,000 shares through open-market transactions, according to a recent SEC Form 4 filing.

This sale represents a substantial portion of her direct ownership, accounting for 33.4% of her holdings prior to the transactions. It far surpasses her typical selling activity; over the past year, her median sell trade size was significantly smaller. She retained 697,894 shares, valued at roughly $13.7 million.

The disposal occurred around the time Upwork's stock closed at $19.58 on November 26, 2025, with a weighted average sale price of $19.51 per share. The company’s stock had posted a one-year total return of 16.3% as of the transaction date, indicating a generally positive performance.

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Hayden Brown sold 350,000 shares of Upwork stock.
The sale represented 33.4% of her direct holdings prior to the transaction.
After the sale, Hayden Brown retained 697,894 shares.

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