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sellWeak cluster of 410b5-1 plan

Hayden Brown sold $1.2M of UPWK

President & CEO at UPWORK, INC. 85,577 shares at an average of $13.78, traded Aug 15, 2025, filed Aug 19, 2025.

Warning score
30
Value
$1.2M
85,577 shares
Holdings after
1,118,291
-7% from before
From 52-week low
+50%
low $9.20, close $13.80
From 52-week high
-21%
high $17.50, as of Aug 15, 2025

Score components

  • Role
    CEO
    +25
  • Trade size
    $1.2M at market
    +25
  • Share of holdings sold
    Sold 7.4% of holdings
    0
  • Cluster
    4 insiders selling within 14 days
    +15
  • Exercise and sell
    Shares came from an option exercise in the same filing
    -15
  • 10b5-1 plan
    Pre-scheduled under a 10b5-1 plan
    -20

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.

UPWKOct 9, 2026 · close 8.60
Since filing Aug 19, 2025: -38.0%SPY +23.3% · excess -61.3%

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 0001562180-25-005888, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Aug 15, 2025SOpen-market sale
Common Stock10b5-1
-60,000$13.76$825k1,093,485Aug 19, 2025
Aug 18, 2025MOption exercise
Common Stock10b5-1
+9,589--1,103,074Aug 19, 2025
Aug 18, 2025MOption exercise
Common Stock10b5-1
+7,610--1,110,684Aug 19, 2025
Aug 18, 2025MOption exercise
Common Stock10b5-1
+14,850--1,125,534Aug 19, 2025
Aug 18, 2025MOption exercise
Common Stock10b5-1
+18,334--1,143,868Aug 19, 2025
Aug 18, 2025SOpen-market sale
Common Stock10b5-1
-25,577$13.84$354k1,118,291Aug 19, 2025
Aug 18, 2025MOption exercise
Restricted Stock Unitderivative10b5-1
-9,589$0.00$019,178Aug 19, 2025
Aug 18, 2025MOption exercise
Restricted Stock Unitderivative10b5-1
-7,610$0.00$015,221Aug 19, 2025
Aug 18, 2025MOption exercise
Restricted Stock Unitderivative10b5-1
-14,850$0.00$089,100Aug 19, 2025
Aug 18, 2025MOption exercise
Restricted Stock Unitderivative10b5-1
-18,334$0.00$0110,000Aug 19, 2025

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%
22Weak
UPWKsell
UPWORK, INC
Hayden Brown
President & CEO
$191k
23,468 shares
-3%
10Weak
UPWKsell10b5-1
UPWORK, INC
Hayden Brown
President & CEO
$624k
72,546 shares
-9%
27Weak
UPWKsell 410b5-1
UPWORK, INC
Dave Bottoms
GM, Marketplace
$223k
18,575 shares
-87%
39Weak
UPWKsell 4
UPWORK, INC
Hayden Brown
President & CEO
$292k
23,745 shares
-3%
32Weak
UPWKsell 4
UPWORK, INC
Erica Gessert
Chief Financial Officer
$114k
9,278 shares
-3%
25Weak
UPWKsell 4
UPWORK, INC
Sabrina Mekhalfa
Chief Accounting Officer
$18k
1,482 shares
-41%

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.

Hayden Brown sold $1.2M of UPWK | InsiderTell