DDOG Datadog, Inc.

NEUTRAL Impact: 3/10 Insider Cluster (9 insiders)
Horizon days Filed Jun 5, 2026 Processed 12d 6h ago
Insider cluster: 9 insiders, $35.2M total
Latest settled — T+5d ⚠ clustered
DDOG ▼ -1.80% at T+5d
NEUTRAL call ✗ call lost -1.80% · α vs SPY -2.37% · entry $234.11 → $229.90
Next anchor: T+20d in 16d
Currently $231.11 · -1.28% from $234.11 entry
Entry anchored
Jun 4, 2026
via day open
T+1d
-1.04%
call -1.04% · α -1.26%
$231.68
settled 12d ago
T+5d
-1.80%
call -1.80% · α -2.37%
$229.90
settled 6d ago
T+20d
call — · α —
in 16d
T+60d
call — · α —
in 2mo

Price Chart

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Executive Summary

A massive insider selling cluster hit DDOG between May 26 and June 2, 2026, with the CEO, CFO, CTO, CRO, COO, CPO, and GC each selling between ~$1.3M and ~$7.0M in open-market transactions. At $35.24M total, this represents ~0.04% of Datadog's $89.1B market cap, which is below the 0.1% materiality threshold for the proportionality check. Most sales occurred on June 2, 2026, at $267.15, which is near the current price and suggests timing around a blackout-window opening, not a coordinated bearish signal. Per the cluster-selling asymmetry rule (Alldredge 2019), cluster sells are not amplified for informational content. The filing is routine monetization, and the cross-filing actuarial verdicts confirm no nullifiers.

Key Financial Metrics

Direction
selling
Total Value
$35.2M
Insiders
9

Actionable Insight

This cluster is routine post-blackout selling by nearly the entire executive team. The dollar amount is trivial relative to market cap and all trade dates coincide, which is characteristic of a planned trading-window event, not a coordinated bearish bet. No action warranted; monitor for any 8-K filings related to guidance or material events in the coming weeks to distinguish routine from informed selling.

Key Facts

  • 9 insiders sold a combined $35.24M in open-market sales over a 7-day window (May 26 – June 2, 2026)
  • CEO Olivier Pomel sold $6.95M, CFO David Obstler sold $4.36M, CTO Alexis Le-Quoc sold $5.75M
  • The cluster represents ~0.04% of DDOG's $89.1B market cap, well below the 0.1% materiality threshold
  • All 9 insiders are C-suite or directors; the sales clustered on June 1-2, 2026, suggesting a common trading window opening
  • Non-cash derivative exercises and conversions by Le-Quoc (94,136 shares) also occurred but carry $0 economic value
  • Recent 30-day insider activity shows 10 sells totaling $35.4M, consistent with the cluster
  • Historical performance on DDOG reports shows a 100% win rate at T+20 (n=4 settled), but those were neutral/2-3 scores, not sell-cluster calls

Financial Impact

$35.24M in open-market insider sales, representing 0.04% of market cap — trivial relative to company size

insider ownershipfloat

Risk Factors

  • If an adverse material event (e.g., guidance cut) surfaces within 30 days, the cluster's informational content would be retroactively elevated
  • Broad C-suite selling reduces insider alignment optics, though the low dollar-to-cap ratio mitigates this

Market Snapshot

Exchange
Nasdaq
Sector
Services-Prepackaged Software
Analyst Consensus
93% bullish (56 analysts)

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DDOG-1780621636663
49 reports for DDOG
Performance horizon
80% Hit rate 8 of 10 directional calls best @ T+20▲ +65.99%Apr 23, 2026
Filters
Rows
Reports for DDOG — sortable, filterable
Type Now
Jun 16, 2026
today
Insider Cluster
NEUTRAL ★ 2/10
$229.82 awaiting T+1awaiting T+1$231.11 (+0.56%)
Jun 16, 2026
today
Insider Cluster
NEUTRAL ★ 2/10
$229.82 awaiting T+1awaiting T+1$231.11 (+0.56%)
Jun 15, 2026
1d ago
Insider Cluster
NEUTRAL ★ 2/10
$233.05 awaiting T+1awaiting T+1$231.11 (−0.83%)
Jun 15, 2026
1d ago
ANALYST-UPGRADE
BULLISH ★ 4/10
$233.09 $231.11▼ −0.85%▼ −0.25%$231.11 (−0.85%)
Jun 12, 2026
4d ago
144
NEUTRAL ★ 2/10
$233.09 $231.11▼ −0.85%▼ −0.25%$231.11 (−0.85%)
Jun 10, 2026
6d ago
Insider Cluster
NEUTRAL ★ 2/10
$234.24 $229.90▼ −1.85%▼ −2.39%$231.11 (−1.34%)
Jun 8, 2026
8d ago
144
NEUTRAL ★ 3/10
$227.34 $227.63▲ +0.13%▲ +1.70%$231.11 (+1.66%)
Jun 8, 2026
8d ago
Insider Cluster
NEUTRAL ★ 4/10
$227.34 $227.63▲ +0.13%▲ +1.70%$231.11 (+1.66%)
Jun 8, 2026
8d ago
ANALYST-UPGRADE
MIXED ★ 3/10
$108.98 $105.37▼ −3.31%▼ −3.25%$231.11 (+112.07%)
Jun 5, 2026
11d ago
Insider Cluster
BEARISH ★ 5/10
$231.68 $227.34▲ +1.87%▲ +1.58%$231.11 (+0.25%)
Showing 10 of 49

US Market Status

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