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Insider Cluster (4 insiders) ·Filed Oct 22, 2026

W

Wayfair Inc.
BEARISH
Impact 5/10
Horizonweeks Processed5d 21h ago
Insider cluster: 4 insiders, $11.8M total
Actionable Insight ▼ Bearish

The CEO and co-founder selling over $10M each in open-market transactions without a disclosed 10b5-1 plan is a strong bearish signal. Monitor for any subsequent 8-K filings or earnings pre-announcements that might explain the selling.

DirectionBearish
Confidencemedium
Horizonweeks
Latest settled — T+1d
W ▲ +0.50% at T+1d
SHORT call ✗ call lost -0.50% · α vs SPY +0.21% · entry $112.49 → $113.05
Next anchor: T+5d in 3d
Entry = T+0 close
Oct 23, 2026
via day close
T+1d
+0.50%
call -0.50% · α +0.21%
$113.05
settled yesterday
T+5d
Pending
in 3d
T+20d
Pending
in 24d
T+60d
Pending
in 3mo

Price Chart

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Executive Summary

Wayfair CEO Niraj Shah, Director Steven Conine, and other insiders sold a total of ~$11.85M in open-market sales on October 15, 2025, with an additional CTO sale on October 20. The CEO and Director each sold over $10M combined, representing a significant insider selling cluster. The sales are not clearly plan-driven based on the data provided, and the total value is material relative to Wayfair's market cap, suggesting a bearish signal.

Key Financial Metrics

Direction
selling
Total Value
$27.9M
Insiders
4

Key Facts

  • CEO Niraj Shah sold 116,000 shares for ~$13.0M total across three trades on October 15, 2025.
  • Director Steven Conine sold 117,000 shares for ~$13.0M total across three trades on October 15, 2025.
  • CTO Fiona Tan sold 8,000 shares for $920K on October 20, 2025.
  • President Jon Blotner sold 546 shares for $60K on October 15, 2025.
  • Total insider selling in the cluster is ~$27.9M, with no disclosed 10b5-1 plans for the largest trades.
  • The cluster involves the CEO and a co-founder/Director, both selling large blocks without a clear liquidity event.

Financial Impact

Insider selling of ~$27.9M in open-market sales over a 5-day window, representing approximately 0.5-1% of Wayfair's market cap (based on ~$10B market cap).

insider ownershipmarket sentiment

Risk Factors

  • Insiders may have 10b5-1 plans not disclosed in the Form 4 data provided.
  • The sales could be for diversification or tax planning rather than negative outlook.
  • Wayfair's stock price may already reflect negative expectations, limiting downside.

Investment Themes

Consumer & Retail

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-W-1792737862157
20 reports for W
Performance horizon
50% Hit rate @ T+60 2 of 4 directional calls Went positive at some point 7 of 7 best @ T+60▲ +19.27%Feb 23, 2026
Filters
Rows
Reports for W — sortable, filterable
TypeNow
Oct 22, 2026
5d ago
Insider Cluster
BEARISH ★ 5/10
$112.49awaiting T+60—$112.95 (−0.41%)
Oct 19, 2026
8d ago
Insider Cluster
BEARISH ★ 5/10
$113.56awaiting T+60—$112.95 (+0.54%)
Oct 15, 2026
12d ago
144
NEUTRAL ★ 3/10
$107.28awaiting T+60—$112.95 (+5.29%)
Oct 14, 2026
13d ago
Insider Cluster
BEARISH ★ 5/10
$111.93awaiting T+60—$112.95 (−0.91%)
Oct 1, 2026
26d ago
Press Release
NEUTRAL ★ 1/10
$101.37awaiting T+60—$112.95 (+11.42%)
Sep 16, 2026
5w ago
Insider Cluster
BEARISH ★ 5/10
$102.50awaiting T+60—$112.95 (−10.20%)
Aug 14, 2026
10w ago
Insider Cluster
NEUTRAL ★ 4/10
$103.08awaiting T+60—$112.95 (+9.58%)
May 22, 2026
22w ago
8-K
NEUTRAL ★ 2/10
$67.04 $101.61▲ +51.56%▲ +48.64%$112.95 (+68.47%)
May 13, 2026
23w ago
8-K
NEUTRAL ★ 4/10
$59.88 $106.31▲ +77.53%▲ +73.37%$112.95 (+88.62%)
Apr 30, 2026
25w ago
8-K
NEUTRAL ★ 5/10
$63.88 $84.18▲ +31.77%▲ +28.95%$112.95 (+76.81%)
Showing 10 of 20

US Market Status

Market Closed — Opens Wed (15h 42m)

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Report published Oct 22, 2026