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sellModerate cluster of 5

James Winston King sold $1.7M of GWRE

Chief Admin Officer, Gen Couns at Guidewire Software, Inc.. 7,149 shares at an average of $242.87, traded Sep 16, 2025, filed Sep 17, 2025.

Warning score
45
Value
$1.7M
7,149 shares
Holdings after
45,777
-14% from before
From 52-week low
+48%
low $166.74, close $246.40
From 52-week high
-6%
high $261.88, as of Sep 16, 2025

Score components

  • Role
    Officer
    +15
  • Trade size
    $1.7M at market
    +25
  • Share of holdings sold
    Sold 14% of holdings
    +5
  • Cluster
    5 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 -1.1%, 3m -21.5%, 6m -35.5%.

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.

GWREOct 9, 2026 · close 167.32
Since filing Sep 17, 2025: -32.2%SPY +19.7% · excess -52.0%

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 0001586253-25-000008, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Sep 15, 2025MOption exercise
Common Stock
+10,597$0.00$052,926Sep 17, 2025
Sep 16, 2025SOpen-market sale
Common Stock
-7,149$242.87$1.7M45,777Sep 17, 2025
Sep 15, 2025MOption exercise
Performance Sharesderivative
-10,597$0.00$00Sep 17, 2025

Related signals

Other insiders at Guidewire Software, Inc. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
17Weak
GWREsell10b5-1
Guidewire Software, Inc.
Michael George Rosenbaum
Chief Executive Officer
$183k
1,200 shares
-0%
31Weak
GWREsell 510b5-1
Guidewire Software, Inc.
Michael George Rosenbaum
Chief Executive Officer
$171k
1,200 shares
-0%
52Moderate
GWREsell 510b5-1
Guidewire Software, Inc.
Jeffrey Elliott Cooper
Chief Financial Officer
$4.8M
33,175 shares
-28%
29Weak
GWREsell 510b5-1
Guidewire Software, Inc.
David Franklin Peterson
Chief Accounting Officer
$275k
1,905 shares
-13%
40Moderate
GWREsell 510b5-1
Guidewire Software, Inc.
James Winston King
Chief Admin Officer, Gen Couns
$1.9M
13,195 shares
-23%
50Moderate
GWREsell 510b5-1
Guidewire Software, Inc.
Michael George Rosenbaum
Chief Executive Officer
$11M
73,490 shares
-21%
65Notable
GWREsell 5
Guidewire Software, Inc.
John P Mullen
President
$5.7M
39,683 shares
-18%
32Weak
GWREsell 510b5-1
Guidewire Software, Inc.
Michael George Rosenbaum
Chief Executive Officer
$175k
1,200 shares
-1%
32Weak
GWREsell 510b5-1
Guidewire Software, Inc.
Michael George Rosenbaum
Chief Executive Officer
$193k
1,200 shares
-1%
33Weak
GWREsell 310b5-1
Guidewire Software, Inc.
Michael George Rosenbaum
Chief Executive Officer
$245k
1,200 shares
-1%

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.

James Winston King sold $1.7M of GWRE | InsiderTell