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sellWeak cluster of 510b5-1 plan

James Winston King sold $643k of GWRE

Chief Admin Officer, Gen Couns at Guidewire Software, Inc.. 3,317 shares at an average of $193.72, traded Dec 16, 2025, filed Dec 18, 2025.

Warning score
30
Value
$643k
3,317 shares
Holdings after
33,702
-9% from before
From 52-week low
+16%
low $166.74, close $193.59
From 52-week high
-26%
high $261.88, as of Dec 16, 2025

Score components

  • Role
    Officer
    +15
  • Trade size
    $643k at market
    +20
  • Share of holdings sold
    Sold 9.0% of holdings
    0
  • Cluster
    5 insiders selling within 14 days
    +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.

GWREOct 9, 2026 · close 167.32
Since filing Dec 18, 2025: -15.3%SPY +16.3% · excess -31.6%

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 0001586253-25-000018, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Dec 16, 2025SOpen-market sale
Common Stock10b5-1
-1,457$192.08$280k35,562Dec 18, 2025
Dec 18, 2025SOpen-market sale
Common Stock10b5-1
-1,860$195.00$363k33,702Dec 18, 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%
18Weak
GWREsell10b5-1
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.