Erica Gessert sold $186k of UPWK
Chief Financial Officer at UPWORK, INC. 9,044 shares at an average of $20.59, traded Dec 18, 2025, filed Dec 22, 2025.
Score components
- +22RoleCFO
- +12Trade size$186k at market
- 0Share of holdings soldSold 3.5% of holdings
- +15Cluster3 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.
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 0001975669-25-000009, as filed. Open on EDGAR
| Date | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|
| Dec 18, 2025 | MOption exercise Common Stock | +8,433 | - | - | 246,045 | Dec 22, 2025 |
| Dec 18, 2025 | MOption exercise Common Stock | +9,700 | - | - | 255,745 | Dec 22, 2025 |
| Dec 18, 2025 | SOpen-market sale Common Stock | -9,044 | $20.59 | $186k | 246,701 | Dec 22, 2025 |
| Dec 18, 2025 | MOption exercise Restricted Stock Unitsderivative | -8,433 | $0.00 | $0 | 75,896 | Dec 22, 2025 |
| Dec 18, 2025 | MOption exercise Restricted Stock Unitsderivative | -9,700 | $0.00 | $0 | 126,096 | Dec 22, 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% | |
| 20Weak | UPWORK, INC | Dave Bottoms GM, Marketplace | $223k 18,575 shares | -87% | |
| 32Weak | UPWORK, INC | Hayden Brown President & CEO | $292k 23,745 shares | -3% | |
| 25Weak | UPWORK, INC | Dave Bottoms GM, Marketplace | $446k 32,662 shares | -99% | |
| 28Weak | UPWORK, INC | Hayden Brown President & CEO | $1.7M 123,152 shares | -14% | |
| 32Weak | UPWORK, INC | Dave Bottoms GM, Marketplace | $431k 20,907 shares | -98% | |
| 43Moderate | UPWORK, INC | Hayden Brown President & CEO | $477k 23,147 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.