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Guidewire Software CEO Michael Rosenbaum Discloses Equity Grants and Routine 10b5-1 Sale

Low SignificanceSeptember 14, 2026 at 9:41:59 PM UTC

Guidewire Software, Inc.

$GWRE4CIK: 0001528396

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Filing Summary

Guidewire Software, Inc. ($GWRE) Form 4 Filing Summary
Insider: Michael George Rosenbaum (Chief Executive Officer & Director)
Filing Date: September 14, 2026

Transaction Summary:
• Non-Derivative Award (2026-09-11): 45,906 Common Shares acquired at $0.00
• Derivative Award (2026-09-11): 45,906 Performance Shares granted
• Open Market Sale (2026-09-14): 1,200 Common Shares sold at $145.87 ($175,044.00)
• Post-Transaction Direct Holdings: 230,082 Common Shares
• Trading Plan: Executed under a Rule 10b5-1 plan established October 14, 2025
• Significance: Low (Routine compensation grant and pre-scheduled modest sale)

Comprehensive Analysis

Executive Summary

On September 14, 2026, Guidewire Software, Inc. ($GWRE) filed a Form 4 for Chief Executive Officer and Director Michael George Rosenbaum detailing routine equity grants and a minor scheduled open-market sale under a Rule 10b5-1 trading plan.


Transaction Breakdown

  1. Equity Grants (September 11, 2026):

    • Common Stock Grant (Code A): Acquired 45,906 shares at $0.00.
    • Performance Shares (Code A): Awarded 45,906 performance-based units cliff vesting on September 15, 2029, contingent on three-year performance metrics and continued service.
  2. Open Market Sale (September 14, 2026):

    • Shares Sold (Code S): 1,200 shares of Common Stock.
    • Sale Price: $145.87 per share.
    • Total Value: $175,044.00.
    • Plan Details: Transaction executed automatically pursuant to a pre-scheduled Rule 10b5-1 trading plan adopted on October 14, 2025.

Holdings and Market Impact

  • Post-Transaction Direct Beneficial Ownership: 230,082 direct shares (plus derivative performance units).
  • Sale Proportions: The 1,200 shares sold represent roughly 0.52% of Mr. Rosenbaum's total direct equity holding.
  • Significance Evaluation: Low. The disposition represents a minor fraction of the CEO's overall position, executed strictly under a pre-established 10b5-1 trading plan alongside regular annual compensation awards.
Topics:#GWRE#Guidewire#InsiderTrading#SECForm4#TechStocks

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