Insider Cluster (5 insiders) ·Filed Mar 13, 2026

GWRE

Guidewire Software, Inc.
BEARISH
Impact 7/10
Horizondays Processed6mo ago
Insider cluster: 3 insiders, $1.0M total
Actionable Insight ▼ Bearish

Monitor for follow-up filings to determine if this is part of a broader 10b5-1 plan or signals reduced confidence ahead of earnings or macro headwinds; consider pairing with short interest and options flow for confirmation.

DirectionBearish
Confidencehigh
Horizondays
Final — all horizons settled through T+60d ⚠ clustered
GWRE ▼ -20.79% at T+60d
SHORT call ✓ call won +20.79% · α vs SPY +32.40% · entry $160.57 → $127.19
Entry anchored
Mar 12, 03:59 PM ET
via exchange tick
T+1d
+0.73%
call -0.73% · α +0.30%
$161.74
settled 7mo ago
T+5d
-3.09%
call +3.09% · α +0.97%
$155.61
settled 7mo ago
T+20d
-22.66%
call +22.66% · α +26.25%
$124.18
settled 6mo ago
T+60d
-20.79%
call +20.79% · α +32.40%
$127.19
settled 4mo ago

Price Chart

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Executive Summary

Seven open-market share sales by four C-suite executives at Guidewire Software, including the CEO and CFO, over a 7-day period, totaling approximately $3.3 million in proceeds. The transactions are part of a planned trading schedule under Rule 10b5-1, but represent a material volume of insider selling.

Key Financial Metrics

Direction
selling
Total Value
$3.3M
Insiders
5

Key Facts

  • CEO Michael Rosenbaum sold 5,937 shares for ~$968,195 over two days (March 16–17).
  • CFO Jeffrey Cooper sold 6,692 shares for ~$1.07 million over two days (March 13 and 17).
  • President John Mullen sold 6,576 shares for ~$1.08 million on March 17.
  • All transactions were open-market sales (Form 4 code 'S'), not related to grants, taxes, or derivatives.
  • Total disclosed open-market sales in the cluster: ~$3.3 million across 7 trades by 5 insiders.
  • Sales occurred at prices between $158.72 and $163.86, near recent trading highs.
  • Insider selling represents ~0.024% of Guidewire's $13.8B market cap — modest in relative terms but concentrated among top executives.

Financial Impact

$3.3 million in net insider selling by C-suite executives over 7 days

insider sentimentshareholder confidencepotential dilution signal

Risk Factors

  • Concentrated selling by top executives may signal caution about near-term performance or valuation.
  • Risk of negative market perception even if sales are pre-planned, especially given size and timing near all-time highs.

Market Snapshot

Exchange
NYSE

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
CONTEXT: Insider Cluster Data (7 trades, 7d window)cluster-GWRE-1773864454833
15 reports for GWRE
Performance horizon
100% Hit rate 3 of 3 directional calls best @ T+60▲ +50.49%Jun 4, 2026
Filters
Rows
Reports for GWRE — sortable, filterable
TypeNow
Sep 1, 2026
4w ago
Insider Cluster
NEUTRAL ★ 2/10
$192.76 $142.58▼ −26.03%▼ −25.70%$152.15 (−21.07%)
Aug 27, 2026
5w ago
Insider Cluster
NEUTRAL ★ 2/10
$201.09 $149.72▼ −25.55%▼ −25.44%$152.15 (−24.34%)
Aug 26, 2026
5w ago
Insider Cluster
NEUTRAL ★ 3/10
$201.09 $149.72▼ −25.55%▼ −25.44%$152.15 (−24.34%)
Aug 24, 2026
5w ago
Insider Cluster
NEUTRAL ★ 3/10
$188.34 $152.89▼ −18.82%▼ −19.07%$152.15 (−19.22%)
Aug 20, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$181.79 $144.29▼ −20.63%▼ −20.63%$152.15 (−16.30%)
Jul 13, 2026
11w ago
Insider Cluster
NEUTRAL ★ 2/10
$140.71 $176.65▲ +25.54%▲ +23.05%$152.15 (+8.13%)
Jul 9, 2026
12w ago
Insider Cluster
NEUTRAL ★ 2/10
$136.13 $170.53▲ +25.27%▲ +22.84%$152.15 (+11.77%)
Jun 29, 2026
13w ago
Insider Cluster
NEUTRAL ★ 2/10
$123.05 $149.28▲ +21.32%▲ +22.34%$152.15 (+23.65%)
Jun 17, 2026
15w ago
Insider Cluster
BEARISH ★ 6/10
$111.17 $148.91▼ −33.95%▼ −32.63%$152.15 (−36.86%)
Jun 16, 2026
15w ago
144
NEUTRAL ★ 2/10
$111.17 $148.91▲ +33.95%▲ +32.63%$152.15 (+36.86%)
Showing 10 of 15

US Market Status

Market Closed — Opens Mon (65h 1m)

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Report published Mar 18, 2026