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Guidewire CFO exercises 37,826 performance shares

Guidewire’s CFO exercised vested performance shares into common stock after 136% performance achievement, increasing his direct holdings.

(Neutral)
(Neutral)
Form Type
4

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) reported that Chief Financial Officer Jeffrey Elliott Cooper exercised 37,826 Performance Shares into 37,826 shares of Common Stock on September 15, 2026. These Performance Shares cliff vested after a three-year performance period, with the Compensation Committee determining on September 9, 2026 that 136% of performance conditions were met, which increased the units earned. Following the exercise, Cooper held 118,595 shares of Common Stock directly, and no Rule 10b5-1 trading plan is reported.

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Insider Cooper Jeffrey Elliott
Role Chief Financial Officer
Type Security Shares Price Value
Exercise Performance Shares F1 37,826 $0.00 $0.00
Exercise Common Stock 37,826 $0.00 $0.00
Holdings After Transaction: Performance Shares — 0 contracts (Direct); Common Stock — 118,595 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 10,013 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.
Performance Shares exercised 37,826 units Performance Shares converted into Common Stock on September 15, 2026
Common Stock acquired 37,826 shares Shares of Common Stock received from Performance Share exercise on September 15, 2026
Holdings after transaction 118,595 shares Common Stock directly owned by the CFO after the September 15, 2026 transaction
Performance achievement 136% Compensation Committee determination of performance conditions met on September 9, 2026
Performance Shares expiration September 13, 2033 Expiration date of the Performance Shares that were exercised
Transaction date September 15, 2026 Date the Performance Shares were exercised and time-based vesting was met
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.
PSUs financial
"resulting in an increase of 10,013 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.
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.
Compensation Committee financial
"On September 9, 2026, the Compensation Committee determined that 136% of the performance conditions"
A compensation committee is a group within a company's leadership responsible for setting and reviewing how much top executives and employees are paid, including salaries, bonuses, and benefits. It matters to investors because fair and effective pay decisions can influence a company's performance, leadership motivation, and overall governance, helping ensure that the company’s management is aligned with shareholders’ interests.

FAQ

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

What insider transaction did GWRE’s CFO report on September 15, 2026?

Guidewire’s CFO Jeffrey Elliott Cooper exercised 37,826 Performance Shares into 37,826 shares of Common Stock on September 15, 2026, as part of a vested equity award, resulting in 118,595 Common Shares held directly after the transaction.

How were the GWRE Performance Shares for the CFO determined and vested?

The Performance Shares cliff vested after a three-year performance period. On September 9, 2026, the Compensation Committee determined that 136% of the performance conditions were met, increasing the performance share units earned, and time-based vesting was met on September 15, 2026.

How many Guidewire (GWRE) shares does the CFO own after this Form 4?

After the reported transactions, Chief Financial Officer Jeffrey Elliott Cooper directly holds 118,595 shares of Guidewire Common Stock as of September 15, 2026.

Did the GWRE CFO receive cash from this September 2026 transaction?

The Form 4 shows the exercise of 37,826 Performance Shares into Common Stock at a reported $0.00 per share. It records an equity award vesting and conversion, not a market sale for cash.

Was the GWRE CFO’s September 2026 transaction under a Rule 10b5-1 plan?

No. The filing’s Rule 10b5-1 checkbox is not affirmed, and there is no footnote indicating that the September 2026 exercise of Performance Shares was made pursuant to a Rule 10b5-1 trading plan.

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

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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*
Cooper Jeffrey Elliott

(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 Financial Officer
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 Stock09/15/2026M37,826A$0118,595D
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$009/15/2026M37,826 (1)09/13/2033Common Stock37,826(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 10,013 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.
Remarks:
By: Winston King, Attorney-in-Fact for Jeffrey Elliott Cooper09/15/2026
** 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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