Insider reports multiple common stock sales

Reporting person MIKE reports multiple sales of common stock under Rule 144.

Rhea-AI Filing Summary

Reporting person MIKE reports multiple sales of common stock under Rule 144. The filing lists individual transactions on several dates with share counts and proceeds, and shows planned securities labeled Restricted Stock (350 shares) and Performance Shares (850 shares) dated 03/15/2023.

Insights

Securities Compliance Analyst

Routine Rule 144 sale reporting; multiple transactions disclosed.

The filing itemizes numerous open-market sales by the reporting person, each listing date, number of shares and gross proceeds (for example, 04/20/2026: 1,200 shares for $167,700.00). These are standard disclosures required under resale rules.

Cash‑flow recipients and any holding-period qualifiers are not stated beyond the listed dates; subsequent filings would show additional context if required.

Key Figures

Example sale: 1,200 shares Example proceeds: $167,700.00 Restricted Stock: 350 shares +3 more

6 metrics

Example sale 1,200 shares sale dated 04/20/2026

Example proceeds $167,700.00 gross proceeds for 1,200 shares on 04/20/2026

Restricted Stock 350 shares listed under Securities To Be Sold dated 03/15/2023

Performance Shares 850 shares listed under Securities To Be Sold dated 03/15/2023

Other example sale 1,200 shares sale dated 04/13/2026 with proceeds $142,524.00

Larger single sale line 4,737 shares sale dated 03/17/2026 with proceeds $776,194.87

Key Terms

Rule 144, Restricted Stock, Performance Shares

3 terms

Rule 144 regulatory

"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 | Restricted Stock | 350"

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 | Performance Shares | 850"

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 the GWRE filing report about recent insider sales?

The filing lists multiple open‑market sales by the reporting person. It includes dated entries showing 1,200‑share sales on several dates and corresponding gross proceeds such as $167,700.00 on 04/20/2026.

How many shares are listed as Restricted Stock and Performance Shares in the filing for GWRE?

The filing shows 350 Restricted Stock and 850 Performance Shares. Both securities are dated 03/15/2023 in the disclosure and appear under the "Securities To Be Sold" section.

Which dates show sales and example proceeds in the GWRE filing?

Example sales appear on 04/20/2026 and earlier dates. The 04/20/2026 entry records 1,200 shares with proceeds $167,700.00; other dated entries list similar share counts with stated proceeds.

Does the filing state who received the sale proceeds for GWRE transactions?

The excerpt lists gross proceeds per transaction but does not specify who received the proceeds. Each sale row shows share count, date, and an amount; the recipient or allocation of proceeds is not detailed in the provided excerpt.

Is the exchange where GWRE trades shown in the filing?

Yes; the excerpt includes an exchange label. The filing contains an entry showing NYSE alongside other securities metadata in the header area of the disclosure.

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

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Accepted by SEC EDGAR 04/27/2026 - 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	165708.00	84657470	04/27/2026	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	03/15/2023	Restricted Stock	ISSUER			350	03/15/2023	Not Applicable
Common	03/15/2023	Performance Shares	ISSUER			850	03/15/2023	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	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
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/17/2026	4737	776194.87
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/16/2026	1200	192000.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/09/2026	1200	199608.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	03/02/2026	1200	172644.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	02/23/2026	1200	150600.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	02/17/2026	1200	152400.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	02/09/2026	1200	153324.00
MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo CA 94403	Common	02/02/2026	1200	168012.00

144: Remarks and Signature

Remarks
Date of Notice	04/27/2026
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)