Michael George Rosenbaum

CIK: 0001784996

Transaction Breakdown

Open Market Buys (P)0 (0.0%)

High conviction signal

Open Market Sales (S)102 (89.5%)

Position reduction

Option Exercises (M)8 (7.0%)

Derivative conversions

Awards (A)4 (3.5%)

Compensation grants

Other (G, F, J, C, D, …)0 (0.0%)

Gifts, tax withholding, conversions, dispositions to the issuer and other codes

Companies & Roles (2)

GWRE

Guidewire Software, Inc.

DirectorOfficer

DOCU

DOCUSIGN, INC.

Director

Discretionary Trading P&L

Holdings

Transaction History (114 total)

GWRE
Guidewire Software, Inc.
Nov 2, 2026
Sale(S)
Direct
1.2K shares at avg. $160.16$192K
GWRE
Guidewire Software, Inc.
Oct 26, 2026
Sale(S)
Direct
1.2K shares at avg. $187.19$225K
GWRE
Guidewire Software, Inc.
Oct 19, 2026
Sale(S)
Direct
1.2K shares at avg. $167.90$201K
GWRE
Guidewire Software, Inc.
Oct 12, 2026
Sale(S)
Direct
1.2K shares at avg. $168.97$203K
GWRE
Guidewire Software, Inc.
Oct 5, 2026
Sale(S)
Direct
1.2K shares at avg. $152.52$183K
GWRE
Guidewire Software, Inc.
Sep 28, 2026
Sale(S)
Direct
1.2K shares at avg. $142.65$171K
GWRE
Guidewire Software, Inc.
Sep 21, 2026
Sale(S)
Direct
1.2K shares at avg. $145.92$175K
GWRE
Guidewire Software, Inc.
Sep 17, 2026
Sale(S)
Direct
72.3K shares at avg. $144.47$10.4M
GWRE
Guidewire Software, Inc.
Sep 15, 2026
Exercise(M)
Direct
123.1K shares-
GWRE
Guidewire Software, Inc.
Sep 14, 2026
Sale(S)
Direct
1.2K shares at avg. $145.87$175K
GWRE
Guidewire Software, Inc.
Sep 11, 2026
Award(A)
Direct
45.9K shares-
GWRE
Guidewire Software, Inc.
Sep 8, 2026
Sale(S)
Direct
1.2K shares at avg. $160.52$193K
DOCU
DOCUSIGN, INC.
Sep 3, 2026
Exercise(M)
Direct
522 shares-
GWRE
Guidewire Software, Inc.
Aug 31, 2026
Sale(S)
Direct
1.2K shares at avg. $204.44$245K
GWRE
Guidewire Software, Inc.
Aug 24, 2026
Sale(S)
Direct
1.2K shares at avg. $187.82$225K
GWRE
Guidewire Software, Inc.
Aug 17, 2026
Sale(S)
Direct
1.2K shares at avg. $172.88$207K
GWRE
Guidewire Software, Inc.
Aug 10, 2026
Sale(S)
Direct
1.2K shares at avg. $169.50$203K
GWRE
Guidewire Software, Inc.
Aug 3, 2026
Sale(S)
Direct
1.2K shares at avg. $155.92$187K
GWRE
Guidewire Software, Inc.
Jul 27, 2026
Sale(S)
Direct
1.2K shares at avg. $142.31$171K
GWRE
Guidewire Software, Inc.
Jul 20, 2026
Sale(S)
Direct
1.2K shares at avg. $147.42$177K
GWRE
Guidewire Software, Inc.
Jul 13, 2026
Sale(S)
Direct
1.2K shares at avg. $138.47$166K
GWRE
Guidewire Software, Inc.
Jul 6, 2026
Sale(S)
Direct
1.2K shares at avg. $131.63$158K
GWRE
Guidewire Software, Inc.
Jun 29, 2026
Sale(S)
Direct
1.2K shares at avg. $124.29$149K
GWRE
Guidewire Software, Inc.
Jun 22, 2026
Sale(S)
Direct
1.2K shares at avg. $105.67$127K
GWRE
Guidewire Software, Inc.
Jun 16, 2026
Sale(S)
Direct
5.8K shares at avg. $118.74$692K

		Type	Shares	Price		Ownership
Nov 2, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$160.16	$192,192	Direct
Oct 26, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$187.19	$224,628	Direct
Oct 19, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$167.90	$201,480	Direct
Oct 12, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$168.97	$202,764	Direct
Oct 5, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$152.52	$183,024	Direct
Sep 28, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$142.65	$171,180	Direct
Sep 21, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$145.92	$175,104	Direct
Sep 17, 2026	GWRE Guidewire Software, Inc.	Sale(S)	72,290	$144.47	$10,443,866	Direct
Sep 15, 2026	GWRE Guidewire Software, Inc.	Exercise(M)	123,074	-	$0	Direct
Sep 14, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$145.87	$175,044	Direct
Sep 11, 2026	GWRE Guidewire Software, Inc.	Award(A)	45,906	-	$0	Direct
Sep 8, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$160.52	$192,624	Direct
Sep 3, 2026	DOCU DOCUSIGN, INC.	Exercise(M)	522	-	$0	Direct
Aug 31, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$204.44	$245,328	Direct
Aug 24, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$187.82	$225,384	Direct
Aug 17, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$172.88	$207,456	Direct
Aug 10, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$169.50	$203,400	Direct
Aug 3, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$155.92	$187,104	Direct
Jul 27, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$142.31	$170,772	Direct
Jul 20, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$147.42	$176,904	Direct
Jul 13, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$138.47	$166,164	Direct
Jul 6, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$131.63	$157,956	Direct
Jun 29, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$124.29	$149,148	Direct
Jun 22, 2026	GWRE Guidewire Software, Inc.	Sale(S)	1,200	$105.67	$126,804	Direct
Jun 16, 2026	GWRE Guidewire Software, Inc.	Sale(S)	5,830	$118.74	$692,272	Direct

1-25 of 114 transactions

About Rosenbaum Michael George

Rosenbaum Michael George (SEC CIK 0001784996) files insider reports with the SEC as Chief Executive Officer of Guidewire Software, Inc. (GWRE) and Director of DOCUSIGN, INC. (DOCU).

Signal8 holds 107 ownership filings by Rosenbaum Michael George (1 Form 3, 106 Form 4), filed between Sep 13, 2024 and Nov 2, 2026. Those filings report 114 transactions, from Sep 11, 2024 to Nov 2, 2026. Signal8's Form 4 history starts in Sep 2024.

The business address on Rosenbaum Michael George's filings is in SAN MATEO, CA.

Recent filings by Rosenbaum Michael George

Nov 2, 2026: Open-market sale of GWRE shares (Form 4, code S).
Oct 26, 2026: Open-market sale of GWRE shares (Form 4, code S).
Oct 19, 2026: Open-market sale of GWRE shares (Form 4, code S).
Oct 12, 2026: Open-market sale of GWRE shares (Form 4, code S).
Oct 5, 2026: Open-market sale of GWRE shares (Form 4, code S).

Other insiders filing for Guidewire Software, Inc. (GWRE)

Mullen John P, President
King James Winston, Chief Admin Officer, Gen Couns
Peterson David Franklin, Chief Accounting Officer
Cooper Jeffrey Elliott, Chief Financial Officer
Vollert Karl Alexander, Director
Anquillare Mark V, Director

How to read Form 4 transaction codes