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Guidewire GC exercises 19,701 performance shares

Guidewire Software, Inc. (GWRE) reported that Chief Administrative Officer and General Counsel James Winston King exercised 19,701 Performance Shares into an equal number of shares of common stock on September 15, 2026.

(Neutral)
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Form Type
4

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) reported that Chief Administrative Officer and General Counsel James Winston King exercised 19,701 Performance Shares into an equal number of shares of common stock on September 15, 2026. These Performance Shares cliff vested after a three-year performance period, and his direct common stock holdings rose to 57,753 shares.

The Compensation Committee had determined on September 9, 2026 that 136% of the performance conditions were met, increasing his earned PSUs by 5,215 units. No Rule 10b5‑1 trading plan is reported for these transactions.

Positive

  • None.

Negative

  • None.
Insider King James Winston
Role Chief Admin Officer, Gen Couns
Type Security Shares Price Value
Exercise Performance Shares F1 19,701 $0.00 $0.00
Exercise Common Stock 19,701 $0.00 $0.00
Holdings After Transaction: Performance Shares — 0 contracts (Direct); Common Stock — 57,753 shares (Direct)
Footnotes (1)
  1. F1. These Performance Shares cliff vested at the end of the three-year performance period based on the average performance of the three one-year performance periods. On September 9, 2026, the Compensation Committee determined that 136% of the performance conditions were met, resulting in an increase of 5,215 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.
Performance Shares exercised 19,701 units Performance Shares converted into common stock on September 15, 2026
Common stock acquired 19,701 shares Shares of Guidewire common stock received upon exercise on September 15, 2026
Holdings after transaction 57,753 shares Direct common stock holdings of James Winston King after the exercise
Performance condition achievement 136% Compensation Committee determination for the three-year Performance Share program on September 9, 2026
Additional PSUs earned 5,215 units Increase in PSUs earned due to 136% performance achievement
Performance Share expiration date September 13, 2033 Stated expiration date of the Performance Shares prior to exercise
Performance Shares financial
"These Performance Shares cliff vested at the end of the three-year performance period"
Performance shares are a type of company stock given to executives or employees that only become theirs if the company meets specific goals, like hitting certain profits or growth targets. They motivate leaders to work toward the company’s success, because their additional shares depend on achieving these results.
cliff vested financial
"These Performance Shares cliff vested at the end of the three-year performance period"
performance period financial
"cliff vested at the end of the three-year performance period based on the average performance"
The performance period is the specific time span over which an investment’s results, an employee’s targets, or a fund’s returns are measured and judged. It matters to investors because the length and start/end of that window determine which gains or losses count toward performance fees, bonus payouts, or benchmark comparisons—much like timing a race decides who wins, the chosen period can change whether results look strong or weak.
time-based vesting financial
"On September 15, 2026, the time-based vesting was met"
Time-based vesting is a schedule that gives employees or contractors ownership of granted stock or options gradually as they remain with a company, like unlocking rewards in a loyalty program the longer you stick around. For investors, it matters because it affects future share supply, management incentives and staff retention — all of which can influence company performance and dilution of existing shareholders.
PSUs financial
"resulting in an increase of 5,215 PSUs earned by the Reporting Person"
PSUs are company shares promised to employees or executives that only become actual stock if the business hits specific performance targets over a set period. For investors, PSUs matter because they link pay to measurable outcomes — similar to a conditional bonus that converts into ownership — which can influence management decisions, dilution of shares, and signals about confidence in future results.

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transaction did GWRE disclose for James Winston King?

Guidewire disclosed that James Winston King exercised 19,701 Performance Shares into 19,701 shares of common stock on September 15, 2026, following the completion of a three-year performance period and satisfaction of performance and time-based vesting conditions.

How many GWRE shares does James Winston King hold after this Form 4?

After the reported transactions, James Winston King directly holds 57,753 shares of Guidewire common stock, as of the September 15, 2026 transaction date in the Form 4.

What performance outcome affected the GWRE Performance Shares in this Form 4?

The Compensation Committee determined on September 9, 2026 that 136% of the performance conditions for the Performance Shares were met, which increased the number of PSUs earned by James Winston King by 5,215 units before they vested and were exercised.

Were the GWRE insider transactions under a Rule 10b5-1 trading plan?

No. The Form 4 indicates the Rule 10b5‑1 checkbox is not marked, and there is no footnote stating that the September 15, 2026 exercises were made pursuant to a Rule 10b5‑1 or other pre-arranged trading plan.

What type of awards did GWRE’s officer exercise in this Form 4?

James Winston King exercised Performance Shares (PSUs) that had cliff vested after a three-year performance period, converting 19,701 units into 19,701 shares of Guidewire common stock once both performance and time-based vesting conditions were satisfied.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Learn about SEC filing dates
SEC Form 4
FORM 4UNITED 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).
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 CALIFORNIA 94403

(City)(State)(Zip)

UNITED STATES

(Country)
2. Issuer Name and Ticker or Trading Symbol
Guidewire Software, Inc. [ GWRE ]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director10% Owner
XOfficer (give title below)Other (specify below)
Chief Admin Officer, Gen Couns
2a. Foreign Trading Symbol
3. Date of Earliest Transaction (Month/Day/Year)
09/15/2026
6. Individual or Joint/Group Filing (Check Applicable Line)
XForm filed by One Reporting Person
Form filed by More than One Reporting Person
4. If Amendment, Date of Original Filed (Month/Day/Year)

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)
CodeVAmount(A) or (D)Price
Common Stock09/15/2026M19,701A$057,753D
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)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Performance Shares$009/15/2026M19,701 (1)09/13/2033Common Stock19,701(1)$00D
Explanation of Responses:
1. These Performance Shares cliff vested at the end of the three-year performance period based on the average performance of the three one-year performance periods. On September 9, 2026, the Compensation Committee determined that 136% of the performance conditions were met, resulting in an increase of 5,215 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.
Remarks:
/s/ James Winston King09/15/2026
** Signature of Reporting PersonDate
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.
* Form 4: SEC 1474 (03-26)

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