Senior insider sale

Chief Executive Officer at GUIDEWIRE SOFTWARE, INC. — senior position signals high conviction

$2.99M

20.34K shares

What this filing means

ROSENBAUM MICHAEL GEORGE plans to sell 20.34K shares of GUIDEWIRE SOFTWARE, INC. valued at approximately $2.99M. Form 144 is a notice of intent to sell restricted or control securities — not a mandatory transaction. This filing provides advance warning of potential selling pressure.

ROSENBAUM MICHAEL GEORGE

Filed: 5/4/2026ACC: 0001950047-26-003947

InsiderROSENBAUM MICHAEL GEORGECIK 1784996

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IssuerGUIDEWIRE SOFTWARE, INC.CIK 1528396

DirectorOfficer· Chief Executive Officer

Since Aug 2019

20.34K

Shares to sell

$2.99M

Approx. market value

1.20K

Acquired (3 months)

Planned

13 completed

Securities Acquired — Last 3 Months1

Sort

Restricted Stock

Not Applicable

3/15/2023

1.20K

Total acquired1.20K

Acquisition Date	Type	Amount Acquired	Gift
3/15/2023	Restricted Stock Not Applicable	1.20K	—
Total		1.20K

Planned & Completed Dispositions14

Sort

Completed

—Completed

Units to sell

1.20K

Market value

$165.7K

4/27/2026

—Completed

Units to sell

1.20K

Market value

$167.7K

4/20/2026

—Completed

Units to sell

1.20K

Market value

$142.5K

4/13/2026

—Completed

Units to sell

1.20K

Market value

$181.4K

4/6/2026

—Completed

Units to sell

1.20K

Market value

$174.9K

3/30/2026

—Completed

Units to sell

1.20K

Market value

$186.7K

3/23/2026

—Completed

Units to sell

4.74K

Market value

$776.2K

3/17/2026

—Completed

Units to sell

1.20K

Market value

$192.0K

3/16/2026

—Completed

Units to sell

1.20K

Market value

$199.6K

3/9/2026

—Completed

Units to sell

1.20K

Market value

$172.6K

3/2/2026

—Completed

Units to sell

1.20K

Market value

$150.6K

2/23/2026

—Completed

Units to sell

1.20K

Market value

$152.4K

2/17/2026

—Completed

Units to sell

1.20K

Market value

$153.3K

2/9/2026

Planned — Approximate Date

NYSEPlanned

Units to sell

1.20K

Market value

$170.3K

5/4/2026

Total

Units

20.34K

Value

$2.99M

Date	Units to Sell	Approx. Market Value	Exchange	Status
Completed
4/27/2026	1.20K	$165.7K	—	Completed
4/20/2026	1.20K	$167.7K	—	Completed
4/13/2026	1.20K	$142.5K	—	Completed
4/6/2026	1.20K	$181.4K	—	Completed
3/30/2026	1.20K	$174.9K	—	Completed
3/23/2026	1.20K	$186.7K	—	Completed
3/17/2026	4.74K	$776.2K	—	Completed
3/16/2026	1.20K	$192.0K	—	Completed
3/9/2026	1.20K	$199.6K	—	Completed
3/2/2026	1.20K	$172.6K	—	Completed
2/23/2026	1.20K	$150.6K	—	Completed
2/17/2026	1.20K	$152.4K	—	Completed
2/9/2026	1.20K	$153.3K	—	Completed
Planned — Approximate Date
5/4/2026	1.20K	$170.3K	NYSE	Planned
Total	20.34K	$2.99M