Insider Cluster (9 insiders) ·Filed May 13, 2026

DDOG

Datadog, Inc.
NEUTRAL
Impact 3/10
Horizonimmediate Processed3mo ago
Insider cluster: 8 insiders, $10.4M total
Actionable Insight • Neutral

No actionable signal. The selling is tiny relative to market cap, includes non-cash derivative conversions, and involves multiple insiders likely executing pre-planned 10b5-1 programs. Monitor the upcoming Q2 2026 earnings for any revision in guidance or customer growth metrics — insider activity at these levels provides no edge.

DirectionNeutral
Confidencehigh
Horizonimmediate
Final — all horizons settled through T+60d ⚠ clustered
DDOG ▲ +28.56% at T+60d
NEUTRAL call ✓ call won +28.56% · α vs SPY +25.24% · entry $202.84 → $260.78
Entry anchored
May 13, 04:17 PM ET
via exchange tick
T+1d
+2.53%
call +2.53% · α +3.74%
$207.98
settled 5mo ago
T+5d
+7.49%
call +7.49% · α +8.22%
$218.04
settled 5mo ago
T+20d
+13.34%
call +13.34% · α +14.20%
$229.90
settled 4mo ago
T+60d
+28.56%
call +28.56% · α +25.24%
$260.78
settled 8w ago

Price Chart

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Executive Summary

Two separate insider selling clusters at Datadog: an 8-insider group sold $10.4M (0.013% of market cap) between May 4-11, and a second cluster shows CFO David Obstler sold $1.7M open-market on June 8 while CTO Le-Quoc Alexis engaged in non-cash derivative conversions and gifts. Although the dollar values are tiny relative to DDOG's $80.9B market cap, the May cluster includes CEO Pomel, CTO Le-Quoc, CPO Li, and CFO-witness selling—creating a broad C-suite sell pattern. However, per academic literature, cluster sells are weak predictors and the amounts are trivial (<0.1% of market cap). The historical calibration on DDOG shows all prior reports were neutral and posted massive positive returns, suggesting the market was ignoring these insider moves entirely. The cross-filing actuarial verdicts flag many amplifiers, but the CONTENT itself is routine. The June 8 transactions are predominantly non-cash (derivative conversion + gift for CTO) plus a small CFO sell, reinforcing no material bearish signal.

Key Financial Metrics

Direction
selling
Total Value
$1.2M
Insiders
9

Key Facts

  • May 5-11 cluster: 8 insiders sold $10.4M total — including CEO Pomel ($274K), CTO Le-Quoc ($1.62M), CPO Li ($3.91M), Director Jacobson ($1.79M), GC Acocella ($2.08M)
  • June 8 cluster: CFO Obstler sold 7,500 shares at $229.29 ($1.72M open-market); CTO Le-Quoc converted derivative and gifted shares ($0 value in both cases)
  • Combined open-market sales across both clusters: ~$12.1M — equal to ~0.015% of DDOG's $80.9B market cap
  • No net cash proceeds from CTO Le-Quoc's June 8 transactions — derivative conversion + gift are non-cash events
  • All 10 prior settled DDOG reports in the historical calibration had neutral sentiment with average +33.7% T+20 return, confirming the market treats these insider clusters as non-events

Financial Impact

Total open-market sales of ~$12.1M equal 0.015% of Datadog's $80.9B market cap — trivially small and routine for a liquid mega-cap tech stock

insider ownershipfloat

Risk Factors

  • Broad C-suite selling could indicate a cautious internal view on growth trajectory, though amounts are too small to be definitive
  • Datadog has heavy competition from Splunk, Dynatrace, and New Relic — any deceleration in cloud observability spend would be captured in 10-Q, not insider sales
  • None — this filing is routine and immaterial

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-1781126986316
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 10, 2026