STOCK TITAN

[Form 4] Guidewire Software, Inc. Insider Trading Activity

Filing Impact
(High)
Filing Sentiment
(Negative)
Form Type
4

Reporting person: James Winston King, Chief Administrative Officer and General Counsel of Guidewire Software, Inc. (GWRE).

On 09/18/2025 the reporting person executed a series of automatic sales under a 10b5-1 trading plan adopted October 15, 2024 and amended April 14, 2025. Four separate sale entries show dispositions of 1,878, 1,197, 1,940 and 2,147 shares, a total of 7,162 shares sold. Reported average sale prices for the blocks ranged approximately from $246.58 to $250.505 per share as described in the explanatory footnotes. The Form 4 shows the reporting person’s beneficial holdings declining across the transactions from 43,899 shares to 38,615 shares following the last sale. The Form is signed and dated 09/22/2025.

persona che segnala: James Winston King, Chief Administrative Officer e General Counsel di Guidewire Software, Inc. (GWRE).

Il 18/09/2025 la persona che segnala ha eseguito una serie di vendite automatiche ai sensi di un piano di negoziazione 10b5-1 adottato il 15 ottobre 2024 e modificato il 14 aprile 2025. Quattro distinte voci di vendita indicano disposizioni di 1.878, 1.197, 1.940 e 2.147 azioni, per un totale di 7.162 azioni vendute. I prezzi medi riportati per i blocchi variavano approssimativamente da €246,58 a €250,505 per azione, come descritto nelle note esplicative. Il Modulo Form 4 mostra che le partecipazioni beneficiarie del soggetto segnato sono diminuite nel corso delle transazioni, da 43.899 azioni a 38.615 azioni dopo l’ultima vendita. Il modulo è firmato e datato 22/09/2025.

persona que informa: James Winston King, Director Administrativo y Consejero General de Guidewire Software, Inc. (GWRE).

El 18/09/2025 la persona que informa ejecutó una serie de ventas automáticas bajo un plan de negociación 10b5-1 aprobado el 15 de octubre de 2024 y enmendado el 14 de abril de 2025. Cuatro entradas de venta separadas muestran disposiciones de 1.878, 1.197, 1.940 y 2.147 acciones, un total de 7.162 acciones vendidas. Los precios de venta promedio reportados para los bloques oscilaban aproximadamente entre $246,58 y $250,505 por acción, como se describe en las notas explicativas. El Formulario 4 muestra que las participaciones beneficiosas del titular declinan a lo largo de las transacciones, de 43.899 a 38.615 acciones tras la última venta. El formulario está firmado y fechado 22/09/2025.

보고자: Guidewire Software, Inc.의 최고행정책임자 겸 총괄변호사인 James Winston King(GWRE).

2025-09-18에 보고자는 2024년 10월 15일에 채택되고 2025년 4월 14일에 개정된 10b5-1 거래 계획에 따라 일련의 자동 매도를 실행했습니다. 네 건의 개별 매각 항목은 1,878, 1,197, 1,9402,147 주의 처분을 보여주며, 총 7,162 주가 매도되었습니다. 매도 구간의 보고 가격은 주당 대략 $246.58에서 $250.505 사이로 설명 각주에 설명되어 있습니다. Form 4에 따르면 보고자의 유익한 보유 주식은 마지막 매도 이후 전체적으로 43,899주에서 38,615주로 감소했습니다. 이 양식은 2025-09-22에 서명 및 날짜가 기재되어 있습니다.

Personne déclarant: James Winston King, Chief Administrative Officer et Conseiller juridique général de Guidewire Software, Inc. (GWRE).

Le 18/09/2025, la personne déclarant a exécuté une série de ventes automatiques dans le cadre d'un plan de négociation 10b5-1 adopté le 15 octobre 2024 et modifié le 14 avril 2025. Quatre entrées de vente distinctes montrent des cessions de 1 878, 1 197, 1 940 et 2 147 actions, soit un total de 7 162 actions vendues. Les prix de vente moyens rapportés pour les blocs variaient approximativement entre $246,58 et $250,505 par action, comme décrit dans les notes explicatives. Le Form 4 montre que les participations bénéficiaires du déclarant ont diminué au fil des transactions, passant de 43 899 actions à 38 615 actions après la dernière vente. Le formulaire est signé et daté du 22/09/2025.

meldende Person: James Winston King, Chief Administrative Officer und General Counsel von Guidewire Software, Inc. (GWRE).

Am 18.09.2025 führte die meldende Person eine Reihe automatischer Verkäufe im Rahmen eines 10b5-1-Handelsplans durch, der am 15.10.2024 angenommen und am 14.04.2025 geändert wurde. Vier einzelne Verkaufseinträge zeigen Veräußerungen von 1.878, 1.197, 1.940 und 2.147 Aktien, insgesamt 7.162 Aktien verkauft. Die angegebenen Durchschnittspreise pro Block lagen grob zwischen $246,58 und $250,505 pro Aktie, wie in den erläuternden Fußnoten beschrieben. Das Formblatt 4 zeigt, dass die beherrschenden Beteiligungen der meldenden Person durch die Transaktionen hinweg von 43.899 auf 38.615 Aktien sanken. Das Formular ist unterzeichnet und datiert 22.09.2025.

الشخص المبلغ: James Winston King، رئيس قسم الإدارة العامة والمستشار العام لشركة Guidewire Software, Inc. (GWRE).

في 18/09/2025 نفذ الشخص المبلغ سلسلة مبيعات تلقائية وفق خطة تداول 10b5-1 اعتمدت في 15 أكتوبر 2024 وتم تعديلها في 14 أبريل 2025. تُظهر أربع إدخالات بيع منفصلة تصرفات لـ 1,878، 1,197، 1,940 و2,147 سهماً، بإجمالي 7,162 سهماً مبيعاً. الأسعار المتوسطة المبلغة للبيع للوحدات تراوحت تقريبياً من $246.58 إلى $250.505 للسهم كما هو موضح في الحواشي التفسيرية. يُظهر النموذج 4 أن الحيازة المفيدة للمبلغ تراجعت عبر المعاملات من 43,899 سهماً إلى 38,615 سهماً بعد البيع الأخير. تم التوقيع على النموذج وتاريخه 22/09/2025.

报告人: James Winston King,Guidewire Software, Inc.的首席行政官兼总法律顾问(GWRE)。

2025-09-18,报告人按照于2024-10-15通过并于2025-04-14修订的10b5-1交易计划执行了一系列自动出售。共有四笔分项出售,涉及1,8781,1971,9402,147股”,合计出售7,162股。披露的分块平均售价大致在每股$246.58$250.505之间,详见解释脚注。Form 4显示在此次交易后,该报告人受益持股从43,899股降至38,615股。该表格于2025-09-22签名并标注日期。

Positive
  • Sales executed under a 10b5-1 trading plan, indicating the trades were prearranged and not ad-hoc
  • Form 4 timely discloses per-block share counts, average price ranges, and post-transaction beneficial ownership
Negative
  • Reporting person disposed of 7,162 shares on 09/18/2025, reducing beneficial ownership from 43,899 to 38,615 shares
  • Average sale prices span a range (approximately $246.58 to $250.505), requiring per-price detail for full reconciliation (available on request)

Insights

TL;DR: Insider executed planned sales of 7,162 GWRE shares under an established 10b5-1 plan; transactions reported on Form 4.

The disclosed transactions are routine insider dispositions executed pursuant to a documented 10b5-1 trading plan adopted in October 2024 and amended in April 2025. The sales occurred on 09/18/2025 in four blocks, reducing beneficial ownership from 43,899 to 38,615 shares. Average prices reported across the blocks fall roughly in the $246.58 to $250.51 range per the explanatory notes. From a financial analysis standpoint, these are compliance-driven sales rather than ad-hoc insider trades; the Form 4 provides per-block share counts, ranges of sale prices, and post-transaction ownership, enabling clear reconciliation of the reported activity.

TL;DR: Transactions were conducted under a 10b5-1 plan and properly disclosed on Form 4, indicating procedural compliance.

The filing documents that the trades were automatic sales under a 10b5-1 plan, which supports an affirmative defense to insider trading allegations when the plan terms are met. The Form 4 includes explanatory footnotes stating average sale-price ranges per block and notes that detailed per-price breakdowns are available upon request, which aligns with transparent disclosure practices. The signature and date are included, and the reporting person’s title is identified, satisfying the Form 4 disclosure requirements.

persona che segnala: James Winston King, Chief Administrative Officer e General Counsel di Guidewire Software, Inc. (GWRE).

Il 18/09/2025 la persona che segnala ha eseguito una serie di vendite automatiche ai sensi di un piano di negoziazione 10b5-1 adottato il 15 ottobre 2024 e modificato il 14 aprile 2025. Quattro distinte voci di vendita indicano disposizioni di 1.878, 1.197, 1.940 e 2.147 azioni, per un totale di 7.162 azioni vendute. I prezzi medi riportati per i blocchi variavano approssimativamente da €246,58 a €250,505 per azione, come descritto nelle note esplicative. Il Modulo Form 4 mostra che le partecipazioni beneficiarie del soggetto segnato sono diminuite nel corso delle transazioni, da 43.899 azioni a 38.615 azioni dopo l’ultima vendita. Il modulo è firmato e datato 22/09/2025.

persona que informa: James Winston King, Director Administrativo y Consejero General de Guidewire Software, Inc. (GWRE).

El 18/09/2025 la persona que informa ejecutó una serie de ventas automáticas bajo un plan de negociación 10b5-1 aprobado el 15 de octubre de 2024 y enmendado el 14 de abril de 2025. Cuatro entradas de venta separadas muestran disposiciones de 1.878, 1.197, 1.940 y 2.147 acciones, un total de 7.162 acciones vendidas. Los precios de venta promedio reportados para los bloques oscilaban aproximadamente entre $246,58 y $250,505 por acción, como se describe en las notas explicativas. El Formulario 4 muestra que las participaciones beneficiosas del titular declinan a lo largo de las transacciones, de 43.899 a 38.615 acciones tras la última venta. El formulario está firmado y fechado 22/09/2025.

보고자: Guidewire Software, Inc.의 최고행정책임자 겸 총괄변호사인 James Winston King(GWRE).

2025-09-18에 보고자는 2024년 10월 15일에 채택되고 2025년 4월 14일에 개정된 10b5-1 거래 계획에 따라 일련의 자동 매도를 실행했습니다. 네 건의 개별 매각 항목은 1,878, 1,197, 1,9402,147 주의 처분을 보여주며, 총 7,162 주가 매도되었습니다. 매도 구간의 보고 가격은 주당 대략 $246.58에서 $250.505 사이로 설명 각주에 설명되어 있습니다. Form 4에 따르면 보고자의 유익한 보유 주식은 마지막 매도 이후 전체적으로 43,899주에서 38,615주로 감소했습니다. 이 양식은 2025-09-22에 서명 및 날짜가 기재되어 있습니다.

Personne déclarant: James Winston King, Chief Administrative Officer et Conseiller juridique général de Guidewire Software, Inc. (GWRE).

Le 18/09/2025, la personne déclarant a exécuté une série de ventes automatiques dans le cadre d'un plan de négociation 10b5-1 adopté le 15 octobre 2024 et modifié le 14 avril 2025. Quatre entrées de vente distinctes montrent des cessions de 1 878, 1 197, 1 940 et 2 147 actions, soit un total de 7 162 actions vendues. Les prix de vente moyens rapportés pour les blocs variaient approximativement entre $246,58 et $250,505 par action, comme décrit dans les notes explicatives. Le Form 4 montre que les participations bénéficiaires du déclarant ont diminué au fil des transactions, passant de 43 899 actions à 38 615 actions après la dernière vente. Le formulaire est signé et daté du 22/09/2025.

meldende Person: James Winston King, Chief Administrative Officer und General Counsel von Guidewire Software, Inc. (GWRE).

Am 18.09.2025 führte die meldende Person eine Reihe automatischer Verkäufe im Rahmen eines 10b5-1-Handelsplans durch, der am 15.10.2024 angenommen und am 14.04.2025 geändert wurde. Vier einzelne Verkaufseinträge zeigen Veräußerungen von 1.878, 1.197, 1.940 und 2.147 Aktien, insgesamt 7.162 Aktien verkauft. Die angegebenen Durchschnittspreise pro Block lagen grob zwischen $246,58 und $250,505 pro Aktie, wie in den erläuternden Fußnoten beschrieben. Das Formblatt 4 zeigt, dass die beherrschenden Beteiligungen der meldenden Person durch die Transaktionen hinweg von 43.899 auf 38.615 Aktien sanken. Das Formular ist unterzeichnet und datiert 22.09.2025.

SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
King James Winston

(Last) (First) (Middle)
C/O GUIDEWIRE SOFTWARE, INC.
970 PARK PL, SUITE 200

(Street)
SAN MATEO CA 94403

(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Guidewire Software, Inc. [ GWRE ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Admin Officer, Gen Couns
3. Date of Earliest Transaction (Month/Day/Year)
09/18/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Common Stock 09/18/2025 S(1) 1,878 D $247.209(2) 43,899 D
Common Stock 09/18/2025 S(1) 1,197 D $248.1553(3) 42,702 D
Common Stock 09/18/2025 S(1) 1,940 D $249.3535(4) 40,762 D
Common Stock 09/18/2025 S(1) 2,147 D $250.1226(5) 38,615 D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Explanation of Responses:
1. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 15, 2024, as amended on April 14, 2025.
2. The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $246.5800 to $247.5600 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.
3. The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $247.7450 to $249.5900 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.
4. The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $248.9000 to $249.8600 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.
5. The sale price reported in column 4 of Table 1 represents the average sale price of the shares sold ranging from $249.1226 to $250.5050 per share. The reporting person will provide, upon request by the Commission staff, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate price.
Remarks:
/s/ James Winston King 09/22/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

FAQ

How many GWRE shares did James Winston King sell on 09/18/2025?

He sold a total of 7,162 shares across four transactions (1,878; 1,197; 1,940; 2,147).

Were the sales by the GWRE insider part of a trading plan?

Yes. The sales were automatic dispositions pursuant to a 10b5-1 trading plan adopted October 15, 2024 and amended April 14, 2025.

What price ranges were reported for the GWRE share sales?

The explanatory notes report average sale-price ranges across the blocks approximately from $246.58 to $250.505 per share, with more granular per-price details available upon request.

How did the insider’s beneficial ownership change after the transactions?

Post-transaction beneficial ownership is reported as 38,615 shares following the last sale, down from 43,899 shares in the first reported line.

Who signed the Form 4 and when?

The Form 4 is signed by /s/ James Winston King and dated 09/22/2025.
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