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Insider Cluster (2 insiders) ·Filed Sep 25, 2026

DDOG

Datadog, Inc.
BEARISH
Impact 5/10
Horizondays Processed1mo ago
Insider cluster: 2 insiders, $2.6M total
Actionable Insight ▼ Bearish

CFO's large open-market sales without a trading plan are a bearish signal. Monitor next earnings for potential guidance revision or operational weakness.

DirectionBearish
Confidencemedium
Horizondays
Latest settled: T+20d
DDOG ▲ +4.29% at T+20d
SHORT call ✗ call lost -4.29% · α vs SPY -4.33% · entry $268.70 → $280.24
Next anchor: T+60d in 8w
Latest observation: T+21 -9.87% FF3 residual α
Entry = T+0 close
Sep 25, 2026
via day close
T+1d
-0.05%
call +0.05% · α -0.13%
$268.56
settled 4w ago
T+5d
+2.87%
call -2.87% · α -1.67%
$276.42
settled 26d ago
T+20d
+4.29%
call -4.29% · α -4.33%
$280.24
settled 5d ago
T+60d
Pending
in 8w

Price Chart

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Executive Summary

CFO David Obstler sold $3.14M in open-market sales on Sept 21, 2026, and CTO Alexis Le-Quoc sold $161K on Sept 23. The CFO's sales are material relative to market cap and lack a 10b5-1 plan indication, suggesting a bearish signal. Non-cash derivative conversions are neutral.

Key Financial Metrics

Direction
selling
Total Value
$3.3M
Insiders
2

Key Facts

  • CFO David Obstler sold 13,000 shares total in open-market sales on Sept 21, 2026, at $241.25/share, totaling $3.14M.
  • CTO Alexis Le-Quoc sold 645 shares on Sept 23, 2026, at $249.21/share, totaling $161K.
  • Total open-market sales: $3.30M (approx. 0.4% of market cap based on ~$326M market cap).
  • No 10b5-1 plan indicated for any of the sales.
  • Non-cash derivative conversions by CFO (6,000 shares at $0) are non-informative.

Financial Impact

Total insider sales of $3.30M, representing ~0.4% of market cap.

dilutioninsider sentiment

Risk Factors

  • CFO selling significant stake may indicate upcoming negative news or earnings miss.
  • Insider sales cluster could precede a stock price decline.

Investment Themes

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DDOG-1790410184320
79 reports for DDOG
Performance horizon
44% Hit rate @ T+1 8 of 18 directional calls Went positive at some point 12 of 18 best @ T+60▲ +105.85%Apr 23, 2026
Filters
Rows
Reports for DDOG, sortable and filterable
TypeNow
Oct 20, 2026
7d ago
Institutional Cluster
BULLISH ★ 4/10
$273.09 $257.75▼ −5.62%▼ −4.44%$280.82 (+2.83%)
Oct 19, 2026
8d ago
ANALYST-UPGRADE
MIXED ★ 6/10
$260.36 $256.43▼ −1.51%▼ −1.84%$280.82 (+7.86%)
Oct 7, 2026
20d ago
144
NEUTRAL ★ 3/10
$273.80 $293.26▲ +7.11%▲ +6.51%$280.82 (+2.56%)
Sep 25, 2026
4w ago
Insider Cluster
BEARISH ★ 5/10
$268.70 $268.56▲ +0.05%▼ −0.13%$280.82 (−4.51%)
Sep 23, 2026
4w ago
Insider Cluster
BEARISH ★ 4/10
$256.92 $268.13▼ −4.36%▼ −3.82%$280.82 (−9.30%)
Sep 16, 2026
5w ago
Insider Cluster
BEARISH ★ 5/10
$236.00 $229.92▲ +2.58%▲ +2.46%$280.82 (−18.99%)
Sep 15, 2026
6w ago
Insider Cluster
NEUTRAL ★ 3/10
$230.79 $236.00▲ +2.26%▲ +1.12%$280.82 (+21.68%)
Sep 10, 2026
6w ago
Insider Cluster
BEARISH ★ 4/10
$221.21 $230.05▼ −4.00%▼ −4.44%$280.82 (−26.95%)
Sep 9, 2026
6w ago
Insider Cluster
BEARISH ★ 6/10
$221.72 $221.21▲ +0.23%▲ +1.08%$280.82 (−26.66%)
Sep 8, 2026
7w ago
Insider Cluster
NEUTRAL ★ 3/10
$225.27 $221.72▼ −1.58%▼ −0.98%$280.82 (+24.66%)
Showing 10 of 79

US Market Status

Market Closed · Opens in 5h 57m

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Report published Sep 25, 2026