Insider Cluster (2 insiders) ·Filed Jun 2, 2026

DDOG

Datadog, Inc.
NEUTRAL
Impact 3/10
Horizondays Processed4mo ago
Insider cluster: 2 insiders, $5.4M total
Actionable Insight • Neutral

The insider selling is immaterial in dollar terms and does not signal a change in business outlook. Monitor upcoming quarterly earnings for any guidance changes, but this cluster alone does not warrant a trading action.

DirectionNeutral
Confidencehigh
Horizondays
Latest settled — T+20d ⚠ clustered
DDOG ▲ +4.01% at T+20d
NEUTRAL call ✓ call won +4.01% · α vs SPY +5.01% · entry $250.33 → $260.36
Next anchor: T+60d due 5w ago
Latest observation: T+58 -77.30% FF3 residual α
Entry anchored
Jun 2, 04:10 PM ET
via exchange tick
T+1d
-2.69%
call -2.69% · α -3.09%
$243.60
settled 4mo ago
T+5d
-9.07%
call -9.07% · α -5.25%
$227.63
settled 4mo ago
T+20d
+4.01%
call +4.01% · α +5.01%
$260.36
settled 3mo ago
T+60d
—
call — · α —
—
due 5w ago

Price Chart

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Executive Summary

Two Datadog insiders, including CEO Olivier Pomel and Director Matthew Jacobson, sold a combined $5.35M in open-market sales over a 7-day window. The sales are modest relative to Datadog's $98.8B market cap (~0.005%), and the CEO's sale is small ($351K), suggesting routine portfolio diversification rather than a bearish signal. The cluster is amplified by cross-filing context (earnings and press context), but the dollar amounts are trivial for a company of this size.

Key Financial Metrics

Direction
selling
Total Value
$5.3M
Insiders
2

Key Facts

  • Director Matthew Jacobson sold 37,892 shares total ($9.8M) across two trades on May 29 and June 1, 2026.
  • CEO Olivier Pomel sold 1,600 shares ($351K) on May 26, 2026.
  • Total open-market sales: $5.35M, representing ~0.005% of Datadog's $98.8B market cap.
  • All sales are open-market (code S), with no purchases in the cluster.
  • The CEO's sale is small and likely part of a 10b5-1 plan or routine tax-related selling.

Financial Impact

Total insider sales of $5.35M are negligible relative to Datadog's $98.8B market cap (0.005%).

insider ownershipdilution

Risk Factors

  • CEO selling, even small amounts, may be misinterpreted by retail traders as a negative signal.
  • If the company reports disappointing earnings in the next quarter, these sales could be viewed retrospectively as informed.

Market Snapshot

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

Investment Themes

Cloud & SaaS

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-DDOG-1780431427632
72 reports for DDOG
Performance horizon
87% Hit rate 13 of 15 directional calls best @ T+60▲ +105.85%Apr 23, 2026
Filters
Rows
Reports for DDOG — sortable, filterable
TypeNow
Sep 15, 2026
17d ago
Insider Cluster
NEUTRAL ★ 3/10
$230.27 $230.79▲ +0.23%▲ +0.67%$278.73 (+21.04%)
Sep 10, 2026
22d ago
Insider Cluster
BEARISH ★ 4/10
$221.72 $221.21▲ +0.23%▲ +1.08%$278.73 (−25.71%)
Sep 9, 2026
23d ago
Insider Cluster
BEARISH ★ 6/10
$225.27 $221.72▲ +1.58%▲ +0.98%$278.73 (−23.73%)
Sep 4, 2026
28d ago
Insider Cluster
BEARISH ★ 4/10
$212.93 $210.23▲ +1.27%▲ +0.72%$278.73 (−30.90%)
Sep 3, 2026
29d ago
Insider Cluster
NEUTRAL ★ 2/10
$214.76 $212.93▼ −0.85%▼ −0.47%$278.73 (+29.79%)
Aug 26, 2026
5w ago
Insider Cluster
NEUTRAL ★ 3/10
$222.87 awaiting T+1awaiting T+1—$278.73 (+25.06%)
Aug 21, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$235.62 $225.77▼ −4.18%▼ −3.89%$278.73 (+18.30%)
Aug 17, 2026
6w ago
Insider Cluster
NEUTRAL ★ 3/10
$247.32 $246.00▼ −0.53%▲ +0.14%$278.73 (+12.70%)
Aug 12, 2026
7w ago
Insider Cluster
NEUTRAL ★ 3/10
$240.91 $252.24▲ +4.70%▲ +4.01%$278.73 (+15.70%)
Aug 10, 2026
7w ago
Insider Cluster
NEUTRAL ★ 2/10
$246.78 $240.91▼ −2.38%▼ −2.63%$278.73 (+12.95%)
Showing 10 of 72

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Report published Jun 2, 2026