SecBot SecBot
Insider Cluster (2 insiders) ·Filed Oct 13, 2026

GWRE

Guidewire Software, Inc.
BEARISH
Impact 4/10
Horizonweeks Processed13d 23h ago
Insider cluster: 2 insiders, $1.7M total
Actionable Insight ▼ Bearish

The CEO's sale is relatively small, but the CAO/GC's $1.54M sale is material for a non-CEO officer. Monitor for any upcoming earnings pre-announcement or material change in business outlook that could explain the selling.

DirectionBearish
Confidencemedium
Horizonweeks
Latest settled — T+5d
GWRE ▲ +10.74% at T+5d
SHORT call ✗ call lost -10.74% · α vs SPY -11.89% · entry $165.78 → $183.58
Next anchor: T+20d in 14d
Latest observation: T+8 -14.80% FF3 residual α
Entry = T+0 close
Oct 13, 2026
via day close
T+1d
-0.52%
call +0.52% · α -0.56%
$164.92
settled 13d ago
T+5d
+10.74%
call -10.74% · α -11.89%
$183.58
settled 7d ago
T+20d
Pending
in 14d
T+60d
Pending
in 2mo

Price Chart

Loading chart...

Executive Summary

Two senior insiders at Guidewire Software sold a combined $1.73M in shares over a one-week window. The CEO sold $183K and the Chief Admin Officer sold $1.54M. While the dollar value is modest relative to the company's market cap, the cluster of open-market sales by both the CEO and a top officer warrants attention.

Key Financial Metrics

Direction
selling
Total Value
$1.7M
Insiders
2

Key Facts

  • CEO Michael George Rosenbaum sold 1.2K shares at $152.52 for $183K on 2026-10-05.
  • Chief Admin Officer & General Counsel James Winston King sold 9.2K shares at $168.00 for $1.54M on 2026-10-09.
  • Total insider sales in the cluster: $1.73M.
  • Both transactions are open-market sales (code S) with no 10b5-1 plan indicated.

Financial Impact

Total insider sales of $1.73M represent approximately 0.1-0.5% of Guidewire's market cap, a modest but notable amount.

insider ownershipmarket sentiment

Risk Factors

  • Insider selling may signal management's view that the stock is fairly valued or overvalued.
  • No 10b5-1 plan indicated, increasing the informational content of the sales.

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-GWRE-1791893500808
24 reports for GWRE
Performance horizon
75% Hit rate @ T+60 3 of 4 directional calls Went positive at some point 4 of 5 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

US Market Status

Market Closed — Opens in 2h 34m

Subscribe to SecBot

Get Real-Time SEC Filing Intelligence

Comprehensive SEC filing analysis delivered the moment filings hit EDGAR. Sentiment scoring, impact analysis, and actionable insights for every material event.

Create a free account Live analysis, Telegram alerts, watchlists and the MCP server for subscribers
Report published Oct 13, 2026