Hayden Brown sold $624k of UPWK
President & CEO at UPWORK, INC. 72,546 shares at an average of $8.60, traded May 18, 2026, filed May 20, 2026.
Score components
- +25RoleCEO
- +20Trade size$624k at market
- 0Share of holdings soldSold 8.6% of holdings
- +15Cluster3 insiders selling within 14 days
- -15Exercise and sellShares came from an option exercise in the same filing
- -2010b5-1 planPre-scheduled under a 10b5-1 plan
What happened after comparable sells
Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.
This signal so far: 1m -7.0%, 3m +0.3%, 6m -.
Price around the trade, and since
From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.
Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™
Rows in this filing
Every transaction in Form 4 0001753662-26-000007, as filed. Open on EDGAR
| Date | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|
| May 18, 2026 | MOption exercise Common Stock10b5-1 | +14,850 | - | - | 815,126 | May 20, 2026 |
| May 18, 2026 | MOption exercise Common Stock10b5-1 | +18,334 | - | - | 833,460 | May 20, 2026 |
| May 18, 2026 | MOption exercise Common Stock10b5-1 | +13,638 | - | - | 847,098 | May 20, 2026 |
| May 18, 2026 | SOpen-market sale Common Stock10b5-1 | -22,546 | $8.66 | $195k | 824,552 | May 20, 2026 |
| May 18, 2026 | SOpen-market sale Common Stock10b5-1 | -50,000 | $8.57 | $428k | 774,552 | May 20, 2026 |
| May 18, 2026 | MOption exercise Restricted Stock Unitsderivative10b5-1 | -14,850 | $0.00 | $0 | 44,550 | May 20, 2026 |
| May 18, 2026 | MOption exercise Restricted Stock Unitsderivative10b5-1 | -18,334 | $0.00 | $0 | 55,000 | May 20, 2026 |
| May 18, 2026 | MOption exercise Restricted Stock Unitsderivative10b5-1 | -13,638 | $0.00 | $0 | 204,583 | May 20, 2026 |
Related signals
Other insiders at UPWORK, INC and this insider’s other filings.
| Score | Company | Insider | Value | Holdings | Filed |
|---|---|---|---|---|---|
| 37Weak | UPWORK, INC | Hayden Brown President & CEO | $202k 23,893 shares | -3% | |
| 31Weak | UPWORK, INC | Erica Gessert Chief Financial Officer | $79k 9,336 shares | -2% | |
| 46Moderate | UPWORK, INC | Anthony Ray Kappus GM & Chief Operating Officer | $386k 45,732 shares | -37% | |
| 20Weak | UPWORK, INC | Sabrina Mekhalfa Chief Accounting Officer | $11k 1,299 shares | -16% | |
| 25Weak | UPWORK, INC | Hayden Brown President & CEO | $617k 73,241 shares | -9% | |
| 34Weak | UPWORK, INC | Erica Gessert Chief Financial Officer | $192k 22,844 shares | -6% | |
| 25Weak | UPWORK, INC | Anthony Ray Kappus GM & Chief Operating Officer | $17k 1,964 shares | -21% | |
| 10Weak | UPWKsell UPWORK, INC | Anthony Ray Kappus GM & Chief Operating Officer | $5,053 558 shares | -12% | |
| 37Weak | UPWORK, INC | Hayden Brown President & CEO | $191k 23,468 shares | -3% | |
| 30Weak | UPWORK, INC | Erica Gessert Chief Financial Officer | $75k 9,169 shares | -3% |
Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.