Guidewire Insider Rosenbaum Files to Sell Shares

Rosenbaum Michael George 144 Filing Summary
FieldDetail
CompanyRosenbaum Michael George
Form Type144
Filed DateMar 23, 2026
Risk Levelmedium
Pages3
Reading Time3 min
Sentimentmixed

Complexity: simple

Sentiment: mixed

Topics: insider-sell, form-144, guidewire-software

TL;DR

**Guidewire insider Rosenbaum is selling shares, watch for potential stock movement.**

AI Summary

Michael George Rosenbaum, an insider at Guidewire Software, Inc., has filed a Form 144 indicating his intent to sell company securities. This filing, dated March 23, 2026, signals a potential reduction in his ownership stake. For investors, this matters because insider selling can sometimes be interpreted as a lack of confidence in the company's future prospects, potentially influencing stock price perception.

Why It Matters

Insider selling can signal to the market that those closest to the company may believe the stock is fully valued or that future growth may be limited, potentially impacting investor sentiment.

Risk Assessment

Risk Level: medium — Insider selling, while not always negative, can introduce uncertainty and potentially put downward pressure on a stock's price.

Analyst Insight

A smart investor would monitor the volume and price action of Guidewire Software, Inc. shares following this filing and investigate if other insiders are also selling, as a single insider sale isn't always a strong indicator.

Key Players & Entities

  • Rosenbaum Michael George (person) — Reporting individual proposing to sell securities
  • Guidewire Software, Inc. (company) — Subject company whose securities are being sold
  • 0001784996 (person) — CIK of Rosenbaum Michael George
  • 0001528396 (company) — CIK of Guidewire Software, Inc.

Forward-Looking Statements

  • Guidewire Software's stock price may experience slight downward pressure due to this insider selling. (Guidewire Software, Inc.) — medium confidence, target: Within 1 month of filing

FAQ

Who is the reporting person in this Form 144 filing?

The reporting person is Rosenbaum Michael George, identified by CIK 0001784996.

What is the name of the subject company whose securities are proposed to be sold?

The subject company is Guidewire Software, Inc., identified by CIK 0001528396.

When was this Form 144 filing submitted and accepted?

The filing date was March 23, 2026, and it was accepted on March 23, 2026, at 16:03:44.

What is the business address listed for Guidewire Software, Inc. in this filing?

The business address for Guidewire Software, Inc. is 970 PARK PL, SUITE 200, SAN MATEO CA 94403.

What is the SIC code for Guidewire Software, Inc. according to this filing?

The SIC code for Guidewire Software, Inc. is 7372, which corresponds to Services-Prepackaged Software.

Filing Stats: 820 words · 3 min read · ~3 pages · Grade level 13.2 · Accepted 2026-03-23 16:03:44

Filing Documents

From the Filing

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 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. 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 186672.00 84657470 03/23/2026 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 12/15/2022 Restricted Stock ISSUER 1200 12/15/2022 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 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 MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo � CA � 94403 Common 01/26/2026 1200 192384.00 MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo � CA � 94403 Common 01/20/2026 1200 187512.00 MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo � CA � 94403 Common 01/13/2026 1200 217044.00 MIKE ROSENBAUM 970 Park Place, Suite 200 San Mateo � CA � 94403 Common 12/29/2025 1400 286930.00 144: Remarks and Signature Remarks Date of Notice 03/23/2026 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)

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