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Insider Cluster (2 insiders) ·Filed Sep 21, 2026

GWRE

Guidewire Software, Inc.
NEUTRAL
Impact 3/10
Horizondays Processed1mo ago
Insider cluster: 2 insiders, $16.2M total
Actionable Insight • Neutral

The sales follow non-cash derivative exercises and are likely part of a pre-arranged 10b5-1 plan or routine post-vesting diversification. Monitor next 10-Q for any change in insider selling patterns or guidance revisions.

DirectionNeutral
Confidencehigh
Horizondays
Latest settled — T+20d
GWRE ▲ +22.01% at T+20d
NEUTRAL call +22.01% · α vs SPY +22.57% · entry $150.46 → $183.58
Next anchor: T+60d in 7w
Latest observation: T+23 +12.28% FF3 residual α
Entry = T+0 close
Sep 21, 2026
via day close
T+1d
+1.61%
call +1.61% · α +2.34%
$152.89
settled 5w ago
T+5d
-5.28%
call -5.28% · α -4.09%
$142.52
settled 29d ago
T+20d
+22.01%
call +22.01% · α +22.57%
$183.58
settled 8d ago
T+60d
Pending
in 7w

Price Chart

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Executive Summary

CEO Michael Rosenbaum and President John Mullen sold a combined $16.18M in open-market sales at $144.47/share on September 17, 2026. This follows a cluster of non-cash derivative exercises by the same executives and other officers on September 15, suggesting a routine post-vesting liquidation pattern rather than a reaction to new material adverse information. The total sales represent approximately 0.08% of Guidewire's ~$20B market cap, falling below the 0.1% materiality threshold.

Key Financial Metrics

Direction
selling
Total Value
$16.2M
Insiders
2

Key Facts

  • CEO Michael Rosenbaum sold 72,300 shares for $10.44M on September 17, 2026.
  • President John Mullen sold 39,700 shares for $5.73M on September 17, 2026.
  • Both sales occurred at $144.47 per share, the same price, indicating a single trading session.
  • On September 15, 2026, Rosenbaum, Mullen, CFO Cooper, CAO King, and CAO Peterson exercised derivatives for zero cost (non-cash events).
  • Total open-market sales of $16.18M represent ~0.08% of Guidewire's estimated $20B market cap.
  • The derivative exercises and sales are consistent with a routine post-vesting liquidation pattern.

Financial Impact

Sales of $16.18M represent ~0.08% of market cap — trivial and routine.

insider ownership

Risk Factors

  • No material risk identified from this insider activity.
  • If future open-market sales by C-suite exceed 0.1% of market cap without a 10b5-1 plan, that would warrant a more bearish read.

Investment Themes

Software & IT

Documents Analyzed

This report is based on 1 SEC document filed with EDGAR.

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-GWRE-1790025804691
24 reports for GWRE
Performance horizon
75% Hit rate @ T+60 3 of 4 directional calls Went positive at some point 5 of 6 best @ T+60▲ +50.49%Jun 4, 2026
Filters
Rows
Reports for GWRE — sortable, filterable
TypeNow
Oct 26, 2026
today
144
NEUTRAL ★ 2/10
$183.96awaiting T+60—$183.96 (+0.00%)
Oct 26, 2026
today
Insider Cluster
NEUTRAL ★ 3/10
$183.96awaiting T+60—$183.96 (+0.00%)
Oct 26, 2026
today
144
NEUTRAL ★ 2/10
$188.09awaiting T+60—$183.96 (−2.20%)
Oct 20, 2026
6d ago
Insider Cluster
BEARISH ★ 5/10
$181.90awaiting T+60—$183.96 (−1.13%)
Oct 19, 2026
7d ago
144
NEUTRAL ★ 2/10
$183.58awaiting T+60—$183.96 (+0.21%)
Oct 13, 2026
13d ago
Insider Cluster
BEARISH ★ 4/10
$165.78awaiting T+60—$183.96 (−10.97%)
Oct 9, 2026
17d ago
144
NEUTRAL ★ 3/10
$164.74awaiting T+60—$183.96 (+11.67%)
Sep 21, 2026
5w ago
Insider Cluster
NEUTRAL ★ 3/10
$150.46awaiting T+60—$183.96 (+22.27%)
Sep 17, 2026
5w ago
144
NEUTRAL ★ 2/10
$144.29awaiting T+60—$183.96 (+27.49%)
Sep 1, 2026
7w ago
Insider Cluster
NEUTRAL ★ 2/10
$192.76awaiting T+60—$183.96 (−4.57%)
Showing 10 of 24

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Report published Sep 21, 2026