James Winston King Guidewire Software, Inc. (GWRE) insider trading activity

James Winston King is Chief Admin Officer, Gen Couns of Guidewire Software, Inc.. Currently has a direct ownership of 38,615 shares of GWRE, which is worth approximately $8.88 Million. The most recent transaction as insider was on Sep 18, 2025, when has been sold 7,162 shares (Common Stock) at a price of $248.71 per share, resulting in proceeds of $1,781,261. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 38.6K

3.28% 3M change

19.95% 12M change

Total Value Held $8.88 Million

James Winston King Transaction History

Date	Transaction	Value	Shares Traded	Shares Held
Sep 18 2025	SELL Open market or private sale	$1,781,261 $248.71 p/Share	7,162 Reduced 15.65%	38,615 Common Stock
Sep 16 2025	SELL Open market or private sale	$1,736,277 $242.87 p/Share	7,149 Reduced 13.51%	45,777 Common Stock
Sep 15 2025	BUY Exercise of conversion of derivative security	-	10,597 Added 16.68%	52,926 Common Stock
Sep 11 2025	BUY Grant, award, or other acquisition	-	5,687 Added 11.84%	42,329 Common Stock
Aug 18 2025	SELL Open market or private sale	$169,076 $211.61 p/Share	799 Reduced 2.13%	36,642 Common Stock
Jul 14 2025	SELL Open market or private sale	$547,653 $220.65 p/Share	2,482 Reduced 6.22%	37,441 Common Stock
Jun 17 2025	SELL Open market or private sale	$306,196 $248.94 p/Share	1,230 Reduced 2.99%	39,923 Common Stock
Mar 19 2025	SELL Open market or private sale	$668,264 $193.14 p/Share	3,460 Reduced 7.76%	41,153 Common Stock
Mar 18 2025	SELL Open market or private sale	$199,069 $189.41 p/Share	1,051 Reduced 2.3%	44,613 Common Stock
Jan 15 2025	SELL Open market or private sale	$47,190 $174.78 p/Share	270 Reduced 0.59%	45,664 Common Stock
Dec 19 2024	SELL Open market or private sale	$138,497 $174.43 p/Share	794 Reduced 1.7%	45,934 Common Stock
Dec 17 2024	SELL Open market or private sale	$258,129 $171.06 p/Share	1,509 Reduced 3.13%	46,728 Common Stock
Sep 19 2024	SELL Open market or private sale	$780,515 $172.91 p/Share	4,514 Reduced 8.56%	48,237 Common Stock
Sep 17 2024	SELL Open market or private sale	$998,183 $172.16 p/Share	5,798 Reduced 9.9%	52,751 Common Stock
Sep 15 2024	BUY Exercise of conversion of derivative security	-	8,898 Added 13.19%	58,549 Common Stock
Sep 11 2024	BUY Grant, award, or other acquisition	-	8,967 Added 15.3%	49,651 Common Stock
Aug 21 2024	SELL Open market or private sale	$15,431 $146.97 p/Share	105 Reduced 0.26%	40,684 Common Stock
Aug 21 2024	BUY Exercise of conversion of derivative security	$4,753 $45.27 p/Share	105 Added 0.26%	40,789 Common Stock
Jun 20 2024	SELL Open market or private sale	$176,607 $134.2 p/Share	1,316 Reduced 3.13%	40,684 Common Stock
Jun 18 2024	SELL Open market or private sale	$139,383 $134.54 p/Share	1,036 Reduced 2.41%	42,000 Common Stock
Mar 20 2024	SELL Open market or private sale	$142,662 $112.51 p/Share	1,268 Reduced 2.86%	43,036 Common Stock
Mar 19 2024	SELL Open market or private sale	$123,584 $111.74 p/Share	1,106 Reduced 2.44%	44,304 Common Stock
Jan 11 2024	SELL Open market or private sale	$119,077 $110.77 p/Share	1,075 Reduced 2.31%	45,410 Common Stock
Dec 19 2023	SELL Open market or private sale	$143,126 $103.79 p/Share	1,379 Reduced 2.88%	46,485 Common Stock
Sep 20 2023	SELL Open market or private sale	$422,914 $92.4 p/Share	4,577 Reduced 8.73%	47,864 Common Stock

JWK

James Winston King

Chief Admin Officer, Gen Couns

San Mateo, CA

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