Erica Gessert sold $309k of UPWK
Chief Financial Officer at UPWORK, INC. 18,493 shares at an average of $16.70, traded Nov 18, 2025, filed Nov 20, 2025.
Score components
- +22RoleCFO
- +14Trade size$309k at market
- 0Share of holdings soldSold 7.2% of holdings
- +15Cluster4 insiders selling within 14 days
- -15Exercise and sellShares came from an option exercise in the same filing
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 +20.0%, 3m -22.4%, 6m -50.8%.
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 0001975669-25-000007, as filed. Open on EDGAR
| Date | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|
| Nov 18, 2025 | MOption exercise Common Stock | +37,500 | - | - | 256,105 | Nov 20, 2025 |
| Nov 18, 2025 | SOpen-market sale Common Stock | -9,059 | $16.14 | $146k | 247,046 | Nov 20, 2025 |
| Nov 18, 2025 | SOpen-market sale Common Stock | -9,434 | $17.24 | $163k | 237,612 | Nov 20, 2025 |
| Nov 18, 2025 | MOption exercise Restricted Stock Unitsderivative | -37,500 | $0.00 | $0 | 225,000 | Nov 20, 2025 |
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.