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sellWeak cluster of 3

Erica Gessert sold $363k of UPWK

Chief Financial Officer at UPWORK, INC. 26,292 shares at an average of $13.80, traded Feb 18, 2026, filed Feb 19, 2026.

Warning score
37
Value
$363k
26,292 shares
Holdings after
298,386
-8% from before
From 52-week low
+17%
low $11.75, close $13.73
From 52-week high
-38%
high $22.11, as of Feb 18, 2026

Score components

  • Role
    CFO
    +22
  • Trade size
    $363k at market
    +15
  • Share of holdings sold
    Sold 8.1% of holdings
    0
  • Cluster
    3 insiders selling within 14 days
    +15
  • Exercise and sell
    Shares came from an option exercise in the same filing
    -15

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 -15.3%, 3m -36.6%, 6m -35.0%.

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.

UPWKOct 9, 2026 · close 8.60
Since filing Feb 19, 2026: -35.4%SPY +14.6% · excess -50.1%

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 0001975669-26-000003, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Feb 17, 2026MOption exercise
Common Stock
+40,477--287,178Feb 19, 2026
Feb 18, 2026MOption exercise
Common Stock
+37,500--324,678Feb 19, 2026
Feb 18, 2026SOpen-market sale
Common Stock
-26,292$13.80$363k298,386Feb 19, 2026
Feb 17, 2026MOption exercise
Performance Stock Unitsderivative
-40,477$0.00$00Feb 19, 2026
Feb 18, 2026MOption exercise
Restricted Stock Unitsderivative
-37,500$0.00$0187,500Feb 19, 2026
Feb 18, 2026AGrant or award
Restricted Stock Unitsderivative
+136,388$0.00$0136,388Feb 19, 2026

Related signals

Other insiders at UPWORK, INC and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
37Weak
UPWKsell 4
UPWORK, INC
Hayden Brown
President & CEO
$202k
23,893 shares
-3%
31Weak
UPWKsell 4
UPWORK, INC
Erica Gessert
Chief Financial Officer
$79k
9,336 shares
-2%
46Moderate
UPWKsell 4
UPWORK, INC
Anthony Ray Kappus
GM & Chief Operating Officer
$386k
45,732 shares
-37%
20Weak
UPWKsell 4
UPWORK, INC
Sabrina Mekhalfa
Chief Accounting Officer
$11k
1,299 shares
-16%
25Weak
UPWKsell 310b5-1
UPWORK, INC
Hayden Brown
President & CEO
$617k
73,241 shares
-9%
34Weak
UPWKsell 3
UPWORK, INC
Erica Gessert
Chief Financial Officer
$192k
22,844 shares
-6%
25Weak
UPWKsell 3
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
UPWKsell 3
UPWORK, INC
Hayden Brown
President & CEO
$191k
23,468 shares
-3%
30Weak
UPWKsell 3
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.

Erica Gessert sold $363k of UPWK | InsiderTell