Guidewire CEO sells 1,200 shares under plan

Guidewire Software Chief Executive Officer Michael George Rosenbaum completed an open-market sale of 1,200 shares of common stock at $138.47 per share pursuant to an automatic Rule 10b5-1 trading plan adopted on October 14, 2025.

Rhea-AI Filing Summary

Guidewire Software Chief Executive Officer Michael George Rosenbaum completed an open-market sale of 1,200 shares of common stock at $138.47 per share pursuant to an automatic Rule 10b5-1 trading plan adopted on October 14, 2025. Following this transaction, he directly owns 194,976 shares of Guidewire common stock.

Filing Explained

The disclosed change is to the CEO’s reported direct holdings: 194,976 shares remain after a plan-directed sale.

Form 4 is the SEC form used here to report an insider transaction: Michael George Rosenbaum, Guidewire’s chief executive officer, reported an open-market sale of 1,200 common shares on July 13, 2026 at $138.47 per share.

After the reported transaction, his directly held common-stock position is 194,976 shares, so the filing records a reduction in the reporting person’s holdings rather than an acquisition.

The filing’s S code identifies an open-market sale, and its explanation says the sale was automatic under a Rule 10b5-1 trading plan adopted on October 14, 2025.

A Rule 10b5-1 plan is adopted in advance and executes trades according to a schedule or formula; this filing gives the adoption date but does not state the reason for this individual trade.

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 ($166K)

Type	Security	Shares	Price	Value
Sale	Common Stock F1	1,200	$138.47	$166K

Holdings After Transaction: Common Stock — 194,976 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: $138.47 per share Shares Owned After: 194,976 shares +1 more

4 metrics

Shares Sold 1,200 shares Open-market sale of common stock by CEO on July 13, 2026

Sale Price $138.47 per share Average price for the 1,200 shares sold in the transaction

Shares Owned After 194,976 shares Direct holdings of CEO following the reported sale

Net Shares Sold 1,200 shares Net change in common stock position from this Form 4

Key Terms

Rule 10b5-1 Trading Plan, open-market sale, non-derivative

3 terms

Rule 10b5-1 Trading Plan regulatory

"Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person"

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 by the CEO"

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.

non-derivative financial

"transaction_type: non-derivative, involving common stock rather than options"

FAQ

What insider transaction did GWRE CEO Michael George Rosenbaum report?

Michael George Rosenbaum, Chief Executive Officer of Guidewire Software, reported an open-market sale of company common stock. He sold 1,200 shares as part of a pre-arranged Rule 10b5-1 trading plan and continues to hold a significant direct stake in the company.

How many Guidewire (GWRE) shares did the CEO sell and at what price?

The CEO sold 1,200 shares of Guidewire Software common stock at an average price of $138.47 per share. This single open-market sale is the only transaction reported in this Form 4 filing for the stated date.

Was the Guidewire (GWRE) CEO stock sale made under a Rule 10b5-1 plan?

Yes. The filing notes the sale was an automatic transaction made pursuant to a Rule 10b5-1 Trading Plan adopted by the CEO on October 14, 2025. Such plans pre-schedule trades, reducing the significance of trade timing as an information signal.

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

After the reported transaction, the CEO directly owns 194,976 shares of Guidewire Software common stock. This figure reflects his post-transaction direct holdings as disclosed, indicating he retains a substantial equity interest in the company.

Does this GWRE Form 4 include any option exercises or derivative transactions?

No. The Form 4 reports only a non-derivative transaction involving common stock. There are no option exercises, conversions, or other derivative transactions listed, and the derivative position summary is empty for this specific filing.

When did the reported Guidewire (GWRE) insider stock sale take place?

The reported open-market sale of Guidewire Software common stock occurred on July 13, 2026. On that date, the CEO sold 1,200 shares at an average price of $138.47 per share under his pre-established 10b5-1 trading plan.

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Available on EDGAR 07/13/2026 - 04:54 PM Accepted by SEC EDGAR 07/13/2026 - 04:54 PM 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)
07/13/2026

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	07/13/2026		S(1)		1,200	D	$138.47	194,976	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	07/13/2026
	** 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)