Notice of Proposed Sale · 144

GUIDEWIRE SOFTWARE, INC.

GWRENYSEEQUITYCurrent

Notice of Proposed Sale

Filed Sep 28, 2026Accepted Sep 28, 2026, 4:11 PM EDTFiling CIK 1784996Accession 0001950047-26-009836

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Notice of proposed sale. The proposed amounts below do not establish that a sale occurred.

Proposed-sale notice

Issuer: GUIDEWIRE SOFTWARE, INC.
Issuer CIK: 0001528396
SEC file number: 001-35394
Phone: (650) 357-9100
Person for whose account securities are to be sold: MIKE ROSENBAUM
Relationships to issuer: Officer · Director
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Securities proposed for sale

Securities proposed for sale · 1 reported row
Security	Proposed units	Aggregate market value	Units outstanding	Approximate sale date	Exchange	Broker / market maker
Common	1,200	171,180.00	81,992,669	09/28/2026	NYSE	Morgan Stanley Smith Barney LLC Executive Financial Services

Broker / market maker — proposed row 1, entry 1

Name: Morgan Stanley Smith Barney LLC Executive Financial Services
Street: 1 New York Plaza
Street (continued): 8th Floor
City: New York
State / country code: NY
Postal code: 10004

Acquisition of securities to be sold

Acquisition of securities to be sold · 1 reported row
Security	Acquired	Nature of acquisition	Acquired from	Amount acquired	Gift transaction	Payment date	Nature of payment
Common	09/15/2023	Performance Shares	ISSUER	1,200	N	09/15/2023	Not Applicable

Sales reported in the preceding three months

Sales reported in the preceding three months · 14 reported rows
Seller	Security	Sale date	Amount sold	Gross proceeds
MIKE ROSENBAUM	Common	09/21/2026	1,200	175,104.00
MIKE ROSENBAUM	Common	09/17/2026	72,290	10,443,869.86
MIKE ROSENBAUM	Common	09/14/2026	1,200	175,044.00
MIKE ROSENBAUM	Common	09/08/2026	1,200	192,624.00
MIKE ROSENBAUM	Common	08/31/2026	1,200	245,328.00
MIKE ROSENBAUM	Common	08/24/2026	1,200	225,384.00
MIKE ROSENBAUM	Common	08/17/2026	1,200	207,456.00
MIKE ROSENBAUM	Common	08/10/2026	1,200	203,400.00
MIKE ROSENBAUM	Common	08/03/2026	1,200	187,104.00
MIKE ROSENBAUM	Common	07/27/2026	1,200	170,772.00
MIKE ROSENBAUM	Common	07/20/2026	1,200	176,904.00
MIKE ROSENBAUM	Common	07/13/2026	1,200	166,164.00
MIKE ROSENBAUM	Common	07/06/2026	1,200	157,956.00
MIKE ROSENBAUM	Common	06/29/2026	1,200	149,148.00

Seller — prior-sale row 1, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 2, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 3, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 4, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 5, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 6, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 7, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 8, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 9, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 10, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 11, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 12, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 13, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

Seller — prior-sale row 14, entry 1

Name: MIKE ROSENBAUM
Street: 970 Park Place, Suite 200
City: San Mateo
State / country code: CA
Postal code: 94403

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