STOCK TITAN

Guidewire CEO acquires 123K shares on PSU vest

Guidewire Software CEO Michael George Rosenbaum received 123,074 vested shares after a three-year performance-based equity award paid out at 236% of target.

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Form Type
4

Rhea-AI Filing Summary

Guidewire Software, Inc. (GWRE) reported that Chief Executive Officer Michael George Rosenbaum exercised 123,074 Performance Shares into 123,074 shares of Common Stock on September 15, 2026, resulting in 353,156 Common shares held directly afterward. These Performance Shares cliff vested after a three-year performance period, where the Compensation Committee determined on September 9, 2026 that 236% of performance conditions were met, increasing the award by 70,924 PSUs; time-based vesting was then satisfied on September 15, 2026. No Rule 10b5-1 trading plan is reported for these transactions.

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Insider Rosenbaum Michael George
Role Chief Executive Officer
Type Security Shares Price Value
Exercise Performance Shares F1 123,074 $0.00 $0.00
Exercise Common Stock 123,074 $0.00 $0.00
Holdings After Transaction: Performance Shares — 0 contracts (Direct); Common Stock — 353,156 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 236% of the performance conditions were met, resulting in an increase of 70,924 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.
Performance Shares exercised 123,074 units Performance Shares converted on September 15, 2026
Common Stock acquired 123,074 shares Shares received upon exercise of Performance Shares on September 15, 2026
Common Stock held after transaction 353,156 shares Direct holdings of CEO after September 15, 2026 transactions
Performance achievement level 236% Compensation Committee determination on September 9, 2026 for three-year performance period
Additional PSUs earned 70,924 units Increase in PSUs earned due to 236% performance conditions met
Performance Shares expiration date (pre-exercise) September 13, 2033 Expiration associated with the Performance Shares before their 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.
three-year performance period financial
"cliff vested at the end of the three-year performance period based on the average"
PSUs financial
"resulting in an increase of 70,924 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 236% of the performance"
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 disclose for CEO Michael George Rosenbaum?

Guidewire disclosed that CEO Michael George Rosenbaum exercised 123,074 Performance Shares into 123,074 shares of Common Stock on September 15, 2026, leaving him with 353,156 Common shares held directly afterward.

How were the Guidewire (GWRE) Performance Shares for the CEO determined?

The Performance Shares cliff vested after a three-year performance period. On September 9, 2026, the Compensation Committee determined that 236% of the performance conditions were met, which increased the award by 70,924 PSUs for Michael George Rosenbaum.

What does the 236% performance result mean for GWRE’s CEO equity grant?

A 236% performance result means the CEO earned more than the initial target of Performance Shares. The determination added 70,924 PSUs to his earned award before the shares vested time-based on September 15, 2026.

How many Guidewire (GWRE) shares does the CEO hold after this Form 4 event?

After the September 15, 2026 transactions, Chief Executive Officer Michael George Rosenbaum holds 353,156 shares of Common Stock directly, according to the Form 4 disclosure.

Were the GWRE CEO’s September 2026 transactions under a Rule 10b5-1 plan?

No. The Form 4 indicates that no Rule 10b5-1 trading plan is reported in connection with the September 15, 2026 equity vesting and share acquisition for the CEO.

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*
Rosenbaum Michael George

(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)
XDirector10% Owner
XOfficer (give title below)Other (specify below)
Chief Executive 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 Stock09/15/2026M123,074A$0353,156D
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$009/15/2026M123,074 (1)09/13/2033Common Stock123,074$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 236% of the performance conditions were met, resulting in an increase of 70,924 PSUs earned by the Reporting Person. On September 15, 2026, the time-based vesting was met.
Remarks:
By: Winston King, Attorney-in-Fact for Michael George Rosenbaum09/15/2026
** 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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