Rosenbaum Michael George

CIK: 0001784996Chief Executive Officer
OfficerDirector

Rosenbaum Michael George is a corporate insider (Chief Executive Officer) at Guidewire Software, Inc. (GWRE) filing SEC Form 4 transactions. 186 transactions across 2 companies, totaling $0 in purchases and $43,618,927 in sales. Source: SEC EDGAR.

AI Insider Summary

Michael George Rosenbaum, an insider at Guidewire Software (GWRE), sold almost exactly 1,200 shares nearly every week from late December 2025 through mid-July 2026 — a total of 21 separate sales at that identical share count, plus two larger blocks (4,737 shares on 2026-03-17 and 5,830 shares on 2026-06-16). What makes the pattern notable is what happened to the price during that stretch: GWRE fell from $204.95 on 2025-12-29 to a low of $105.67 on 2026-06-22 — a 48.4% decline — before partially recovering to $138.47 by his most recent sale on 2026-07-13. Rosenbaum's weekly 1,200-share sale never paused, skipped, or changed size through any part of that decline, a consistency that points to a pre-scheduled, non-discretionary trading plan rather than price-driven decisions. Across his 180 GWRE transactions since 2019, he has sold 318,823 shares and bought none. Separately, at DocuSign (DOCU), where his relationship began in September 2025, his only activity so far has been two option exercises — no sales yet at that newer company.

Michael George Rosenbaum's Guidewire Software transactions from late 2025 through mid-2026 show one of the most mechanically consistent selling patterns available in this data: 1,400 shares sold on 2025-12-22 and 2025-12-29, followed by 1,200 shares on 2026-01-20, 2026-01-26, 2026-03-09, 2026-03-16, 2026-03-30, 2026-04-06, 2026-04-13, 2026-04-20, 2026-04-27, 2026-05-04, 2026-05-18, 2026-05-26, 2026-06-01, 2026-06-08, 2026-06-15, 2026-06-22, 2026-06-29, 2026-07-06 and 2026-07-13 — 19 sales at the identical 1,200-share size across roughly six months, interrupted only by two larger block sales (4,737 shares on 2026-03-17 and 5,830 shares on 2026-06-16) that likely coincided with additional vesting events.

Selling continued through a near-halving of the stock
Total Transactions
186
Total Buy Value
$0
Total Sell Value
$43.62M
Net Activity
$-43.62M
Last Transaction
Jul 2026
Companies
2

Companies

Transaction History

Source: SEC EDGAR Form 4 insider transaction filings.

Type
Sale
Shares
1,200
Price
$147.42
Value
$177K
Type
Sale
Shares
1,200
Price
$138.47
Value
$166K
Type
Sale
Shares
1,200
Price
$131.63
Value
$158K
Type
Sale
Shares
1,200
Price
$124.29
Value
$149K
Type
Sale
Shares
1,200
Price
$105.67
Value
$127K
Type
Sale
Shares
5,830
Price
$118.74
Value
$692K
Type
Sale
Shares
1,200
Price
$123.85
Value
$149K
Type
Sale
Shares
1,200
Price
$135.62
Value
$163K
Type
Exercise
Shares
522
Price
-
Value
-
Type
Exercise
Shares
522
Price
-
Value
-
Type
Sale
Shares
1,200
Price
$158.92
Value
$191K
Type
Sale
Shares
1,200
Price
$138.51
Value
$166K
Type
Sale
Shares
1,200
Price
$128.19
Value
$154K
Type
Sale
Shares
1,200
Price
$141.91
Value
$170K
Type
Sale
Shares
1,200
Price
$138.09
Value
$166K
Type
Sale
Shares
1,200
Price
$139.75
Value
$168K
Type
Sale
Shares
1,200
Price
$118.77
Value
$143K
Type
Sale
Shares
1,200
Price
$151.14
Value
$181K
Type
Sale
Shares
1,200
Price
$145.74
Value
$175K
Type
Sale
Shares
4,737
Price
$163.86
Value
$776K