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Insider Cluster (2 insiders) ·Filed May 22, 2026

KWY

KINGSWAY Corp
NEUTRAL
Impact 3/10
Horizonimmediate Processed5mo ago
Insider cluster: 2 insiders, $52K total
Actionable Insight • Neutral

Insider sales are small and likely routine portfolio rebalancing after a known event. Watch for larger or sustained selling in coming weeks to confirm any negative signal.

DirectionNeutral
Confidencemedium
Horizonimmediate
Final — all horizons settled through T+60d ⚠ clustered
KWY ▼ -1.30% at T+60d
NEUTRAL call -1.30% · α vs SPY -4.02% · entry $10.02 → $9.89
Entry = T+0 close
May 22, 2026
via day close
T+1d
-0.30%
call -0.30% · α -0.31%
$9.99
settled 5mo ago
T+5d
+1.50%
call +1.50% · α +0.28%
$10.17
settled 5mo ago
T+20d
+7.34%
call +7.34% · α +9.28%
$10.76
settled 4mo ago
T+60d
-1.30%
call -1.30% · α -4.02%
$9.89
settled 2mo ago

Price Chart

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Executive Summary

CEO John Taylor Maloney sold ~$154K in shares over three days following the company's $8M sale of Trinity Warranty Solutions, while a director received a stock grant. The total sales are only 0.05% of market cap, making this a routine, low-signal cluster.

Key Financial Metrics

Direction
mixed
Total Value
$156.3K
Insiders
2

Key Facts

  • CEO sold 5,000 shares on each of May 19, 20, and 21, 2026, totaling ~$154K at prices $10.13–$10.43.
  • Director Patinkin received 200,000 shares as a grant (non-cash, $0) on May 18, 2026.
  • CFO Hansen bought 144 shares for ~$2K on May 15, 2026.
  • Company sold subsidiary Trinity Warranty Solutions for $8M on May 8, 2026 (8-K filed May 11).

Financial Impact

Not specified

Market Snapshot

Exchange
NYSE
Sector
Fire, Marine & Casualty Insurance

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-KWY-1779480729156
8 reports for KWY
Performance horizon

Track record builds as more directional reports settle.

Filters
Rows
Reports for KWY — sortable, filterable
TypeNow
Aug 20, 2026
9w ago
Insider Cluster
BEARISH ★ 4/10
$10.42 $9.79▲ +6.05%▲ +5.52%$9.98 (+4.27%)
Aug 18, 2026
9w ago
Insider Cluster
BEARISH ★ 5/10
$9.89 $9.67▲ +2.22%▲ +1.38%$9.98 (−0.86%)
Jul 1, 2026
16w ago
Insider Cluster
NEUTRAL ★ 2/10
$10.50 $8.91▼ −15.14%▼ −15.45%$9.98 (−5.00%)
Jun 15, 2026
19w ago
Insider Cluster
NEUTRAL ★ 2/10
$10.48 $9.76▼ −6.87%▼ −7.07%$9.98 (−4.82%)
Jun 15, 2026
19w ago
Insider Cluster
NEUTRAL ★ 2/10
$10.48 $9.76▼ −6.87%▼ −7.07%$9.98 (−4.82%)
Jun 1, 2026
21w ago
Insider Cluster
NEUTRAL ★ 2/10
$10.17 $10.44▲ +2.65%▲ +4.22%$9.98 (−1.92%)
Jun 1, 2026
21w ago
Insider Cluster
NEUTRAL ★ 2/10
$10.17 $10.44▲ +2.65%▲ +4.22%$9.98 (−1.92%)
May 22, 2026
22w ago
Insider Cluster
NEUTRAL ★ 3/10
$10.02 $10.76▲ +7.34%▲ +9.28%$9.98 (−0.45%)
Showing 8 of 8

US Market Status

Market Closed — Opens Wed (17h 28m)

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Report published May 22, 2026