Small planned share sale by Guidewire (NYSE: GWRE) CEO

Rhea-AI Filing Summary

Guidewire Software, Inc. Chief Executive Officer Michael George Rosenbaum reported an open-market sale of 1,200 shares of common stock on April 13, 2026 at $118.77 per share. The transaction was executed under a pre-arranged Rule 10b5-1 trading plan, and he continues to hold 216,406 shares directly.

Insider Trade Summary 10b5-1

Net Seller: 1,200 shares ($142,524)

Net Sell 1 txn

Insider Rosenbaum Michael George

Role Chief Executive Officer

Sold 1,200 shs ($143K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,200	$118.77	$143K

Holdings After Transaction: Common Stock — 216,406 shares (Direct)

Footnotes (1)

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Key Figures

Shares sold: 1,200 shares Sale price: $118.77 per share Shares held after sale: 216,406 shares +3 more

6 metrics

Shares sold 1,200 shares Open-market sale on April 13, 2026

Sale price $118.77 per share Price for the 1,200 shares sold

Shares held after sale 216,406 shares Direct holdings following the transaction

Net buy/sell shares -1,200 shares Net-sell direction in transaction summary

Transaction type Open-market sale Form 4 non-derivative common stock transaction

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

Key Terms

Rule 10b5-1 Trading Plan, open-market sale, Common Stock, net-sell

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

"transaction_action: 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

"security_title: 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.

net-sell financial

"transactionSummary shows netBuySellDirection as net-sell"

Form 4 Insider Transactions: What Each Field Means →

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)
04/13/2026

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	04/13/2026		S(1)		1,200	D	$118.77	216,406	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	04/13/2026
	** 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)

FAQ

What insider transaction did Guidewire (GWRE) CEO Michael Rosenbaum report?

Michael George Rosenbaum reported selling 1,200 shares of Guidewire common stock in an open-market transaction. The sale occurred on April 13, 2026 at $118.77 per share, as disclosed in a Form 4 insider trading report filed for Guidewire Software, Inc.

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

After the reported sale, CEO Michael George Rosenbaum directly holds 216,406 shares of Guidewire common stock. This figure reflects his position following the 1,200-share open-market sale disclosed in the Form 4, indicating he retains a substantial ongoing equity stake in the company.

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

Yes. The Form 4 footnote states the 1,200-share sale was an automatic transaction under a Rule 10b5-1 Trading Plan adopted by the reporting person on October 14, 2025. Such plans pre-schedule trades, reducing the significance of trade timing as an informational signal.

What price did Guidewire (GWRE) CEO Michael Rosenbaum receive per share in this sale?

The reported transaction price was $118.77 per share of Guidewire common stock. This price applies to the 1,200 shares sold in the open-market transaction on April 13, 2026, as detailed in the Form 4 insider trading disclosure for Michael George Rosenbaum.

How large is the Guidewire (GWRE) CEO’s sale compared with his remaining holdings?

The CEO sold 1,200 shares while retaining 216,406 shares directly. This indicates the disclosed transaction represents only a small portion of his overall Guidewire equity position, consistent with a routine, pre-planned sale rather than a large change in ownership.