Guidewire CEO sells 1,200 shares under 10b5-1

Guidewire Software CEO Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock at $124.29 per share.

Rhea-AI Filing Summary

Guidewire Software CEO Michael George Rosenbaum reported an open-market sale of 1,200 shares of Common Stock at $124.29 per share. The transaction was executed as a planned sale under a Rule 10b5-1 Trading Plan adopted on October 14, 2025.

After this sale, Rosenbaum directly holds 197,376 shares. The filing reflects a relatively small, pre-scheduled disposal compared with his remaining ownership stake.

Insider Trade Summary 10b5-1

Net Seller: 1,200 shares

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,200 shs ($149K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,200	$124.29	$149K

Holdings After Transaction: Common Stock — 197,376 shares (Direct)

Footnotes (1)

1. F1. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025.

Key Figures

Shares sold: 1,200 shares Sale price per share: $124.29 per share Shares held after transaction: 197,376 shares +2 more

5 metrics

Shares sold 1,200 shares Open-market sale on 2026-06-29

Sale price per share $124.29 per share Common Stock transaction

Shares held after transaction 197,376 shares Direct ownership after sale

Net shares sold 1,200 shares Net-sell direction in transaction summary

10b5-1 plan adoption date October 14, 2025 Rule 10b5-1 Trading Plan cited in footnote

Key Terms

Rule 10b5-1 Trading Plan, open-market sale, Common Stock, Form 4

4 terms

Rule 10b5-1 Trading Plan regulatory

"Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025."

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

open-market sale financial

"The transaction is described as an open-market sale of Common Stock."

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

Common Stock financial

"The reported transaction involves 1,200 shares of Common Stock."

Common stock represents ownership shares in a company, giving investors a stake in its success and a say in important decisions through voting rights. It is the most common type of stock traded on markets and can provide income through dividends, as well as potential for value growth. For investors, holding common stock means sharing in the company’s profits and risks.

Form 4 regulatory

"The insider transaction is reported on SEC Form 4 as required."

Form 4 is a official document that company insiders, such as executives or major shareholders, file with regulators whenever they buy or sell company shares. It provides transparency about how those with inside knowledge are trading, helping investors see if insiders are confident in the company's prospects or may be selling for personal reasons. This information can influence investor decisions by revealing insiders' perspectives on the company's value.

FAQ

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

What insider transaction did Guidewire Software (GWRE) report on this Form 4?

Guidewire Software reported that CEO Michael George Rosenbaum sold 1,200 shares of Common Stock in an open-market transaction at $124.29 per share. The sale was disclosed as a routine Form 4 insider trading report.

At what price did the Guidewire (GWRE) CEO sell shares?

The CEO sold shares at an average price of $124.29 per share. This price reflects the consideration received in the open-market sale reported, providing investors with the exact per-share value for the disclosed transaction.

How many Guidewire (GWRE) shares does the CEO hold after this sale?

Following the reported sale, CEO Michael George Rosenbaum directly holds 197,376 shares of Guidewire Software Common Stock. This post-transaction holding shows he retains a substantial ownership position despite the relatively small sale.

Was the Guidewire (GWRE) CEO’s share sale under a 10b5-1 plan?

Yes. The footnote states the sale was an automatic transaction pursuant to a Rule 10b5-1 Trading Plan adopted on October 14, 2025. Such plans pre-schedule trades, reducing the significance of transaction timing.

Does this Guidewire (GWRE) Form 4 show insider buying or selling?

The Form 4 shows insider selling activity. CEO Michael George Rosenbaum executed an open-market sale of 1,200 shares, with no insider purchases reported in this filing, resulting in a net sale of 1,200 shares.

How large is the reported Guidewire (GWRE) CEO sale compared to his holdings?

The CEO sold 1,200 shares while retaining 197,376 shares afterward. This indicates the transaction represents only a small portion of his total reported direct ownership in Guidewire Software Common Stock.

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

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Accepted by SEC EDGAR 06/29/2026 - 06:29 PM EDT Learn about SEC filing dates

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^*

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)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	Chief Executive Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
06/29/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form 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)
			Code	V	Amount	(A) or (D)	Price
Common Stock	06/29/2026		S(1)		1,200	D	$124.29	197,376	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 14, 2025.

Remarks:

	By: Winston King, Attorney-in-Fact for Michael George Rosenbaum	06/29/2026
	** 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.
* Form 4: SEC 1474 (03-26)