GWRE Rule 144: Multiple Common‑stock Disposals Reported

GWRE files a Rule 144 notice reporting multiple dispositions of Common stock by an affiliated holder.

Rhea-AI Filing Summary

GWRE files a Rule 144 notice reporting multiple dispositions of Common stock by an affiliated holder. The excerpt lists a 6,830-share sale on 06/16/2026 and a series of 1,200-share disposals on recurring dates from 03/23/2026 through 06/15/2026, each with an associated dollar value. The filing records the securities as Restricted Stock and Performance Shares issued on 06/15/2023.

Insights

Securities Compliance Analyst

This Rule 144 notice documents periodic resale transactions by an affiliated holder under resale conditions.

The filing lists multiple dated sales of Common shares, including a 5,830-share sale on 06/16/2026 for $692,271.69 and numerous 1,200-share transactions with specific dollar amounts. The securities are identified as Restricted Stock and Performance Shares issued on 06/15/2023.

Cash‑flow treatment and any holding-period or volume-limitation qualifiers are not provided in the excerpt; subsequent filings or counsel disclosures would clarify compliance mechanics.

Equity Transactions Specialist

Sale cadence suggests staged dispositions rather than a single block trade.

The record shows recurring 1,200‑share trades on weekly or biweekly dates from 03/23/2026 to 06/15/2026, each tied to an explicit dollar proceeds figure. One larger line item of 5,830 shares appears on 06/16/2026.

Timelines and whether sales were broker‑assisted or part of a plan are not stated; further documentation would be needed to confirm execution methods.

Key Figures

Single large sale: 5,830 shares Proceeds for 5,830 shares: $692,271.69 Recurring tranche size: 1,200 shares +2 more

5 metrics

Single large sale 5,830 shares sale on 06/16/2026

Proceeds for 5,830 shares $692,271.69 proceeds on 06/16/2026

Recurring tranche size 1,200 shares multiple dates between 03/23/2026 and 06/15/2026

Example proceeds (06/15/2026) $148,620.00 1,200 shares on 06/15/2026

Issue date for securities 06/15/2023 Restricted Stock and Performance Shares issuance date

Key Terms

Rule 144, Restricted Stock, Performance Shares

3 terms

Rule 144 regulatory

"144: Securities Sold During The Past 3 Months"

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock financial

"Securities To Be Sold Common | 06/15/2023 | Restricted Stock"

Shares granted to an individual that carry limits on transfer or sale until certain conditions are met, such as staying with the company for a set time or hitting performance targets. Think of them as a locked gift that gradually opens; for investors they matter because they affect how many shares may enter the market later, signal management incentives and potential dilution, and reveal confidence in future company performance.

Performance Shares financial

"Securities To Be Sold Common | 06/15/2023 | Performance Shares"

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.

FAQ

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

What does GWRE's Form 144 filing show?

It reports multiple proposed or completed resales of Common stock by an affiliated holder. The excerpt lists a 5,830-share sale on 06/16/2026 for $692,271.69 and several 1,200-share transactions between 03/23/2026 and 06/15/2026 with stated proceeds.

Which security types are referenced in the filing for GWRE?

The filing identifies Restricted Stock and Performance Shares. Both security types are shown as issued on 06/15/2023 and are labeled in the excerpt as securities to be sold by the holder.

Who appears as the selling holder in GWRE's excerpt?

A holder listed as "MIKE" at an address in San Mateo, CA appears as the seller for each transaction line. The entries show that this holder executed multiple dated disposals with specified amounts.

Are proceeds from the sales disclosed in the Form 144 excerpt?

Yes; each transaction line in the excerpt shows a dollar amount of proceeds. Examples include $692,271.69 for 5,830 shares on 06/16/2026 and various amounts tied to 1,200-share sales on other dates.

Do the entries state when the securities were originally issued?

Yes; the excerpt notes issue dates of 06/15/2023 for the Restricted Stock and Performance Shares. Those issue dates are included in the securities summary portion of the filing.

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

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Accepted by SEC EDGAR 06/22/2026 - 04:02 PM EDT Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0001784996
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	GUIDEWIRE SOFTWARE, INC.
SEC File Number	001-35394
Address of Issuer	970 Park Place, Suite 200 San Mateo CALIFORNIA 94403
Phone	(650) 357-9100
Name of Person for Whose Account the Securities are To Be Sold	MIKE ROSENBAUM
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer
Relationship to Issuer	Director

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	1200	126804.00	83256364	06/22/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	06/15/2023	Restricted Stock	ISSUER			663	06/15/2023	Not Applicable
Common	06/15/2023	Performance Shares	ISSUER			537	06/15/2023	Not Applicable

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/16/2026	5830	692271.69
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/15/2026	1200	148620.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/08/2026	1200	162744.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	06/01/2026	1200	190704.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/26/2026	1200	166212.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/18/2026	1200	153828.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/11/2026	1200	163656.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	05/04/2026	1200	170292.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/27/2026	1200	165708.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/20/2026	1200	167700.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/13/2026	1200	142524.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	04/06/2026	1200	181368.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/30/2026	1200	174888.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/23/2026	1200	186672.00

144: Remarks and Signature

Remarks
Date of Notice	06/22/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	10/14/2025
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Michael George Rosenbaum
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)