DDOG Datadog, Inc.
Price Chart
Executive Summary
A massive insider selling cluster at Datadog: 10 insiders, including the CEO, CFO, CTO, COO, CRO, CPO, and GC, sold a combined $31.85M in open-market transactions over a 7-day window. The CEO alone sold $6.95M. While the total value is only ~0.04% of Datadog's $86.7B market cap, the breadth and seniority of the selling (all C-suite officers) is notable. The cluster coincides with option exercises and derivative conversions, suggesting many sales are liquidity-driven for tax purposes, but the concentrated timing and lack of any insider buying is a cautionary signal.
Key Financial Metrics
Actionable Insight
The breadth of C-suite selling (CEO, CFO, CTO, CRO, COO, CPO, GC) is unusual and warrants attention. While the dollar amount is small relative to market cap, the signal from a coordinated cluster of top executives is a cautionary indicator. Monitor for any upcoming earnings pre-announcement or material change in business outlook. The lack of any insider buying reinforces a cautious stance.
Key Facts
- 10 insiders sold a total of $31.85M in open-market transactions from June 1-3, 2026.
- CEO Olivier Pomel sold $6.95M (26,012 shares at $267.15).
- CFO David Obstler sold $4.36M (16,323 shares at $267.15).
- CTO Alexis Le-Quoc sold $5.75M (21,506 shares at $267.15).
- CRO Sean Walters sold $3.58M (13,409 shares at $267.15).
- Total selling represents ~0.04% of Datadog's $86.7B market cap.
- No insider purchases were reported in the cluster.
- Several insiders also exercised or converted derivatives (non-cash events) alongside the sales.
Financial Impact
Total insider selling of $31.85M, or ~0.04% of market cap.
Risk Factors
- Potential negative signal about management's view of near-term business prospects.
- Possible upcoming negative news or guidance revision.
- Increased share supply from insider sales could pressure the stock.
Market Snapshot
Documents Analyzed
This report is based on 1 SEC document filed with EDGAR.
| Document | Accession Number |
|---|---|
| CLUSTER Data (Synthetic) | cluster-DDOG-1780698636712 |
Filters
| Type | Now | ||||
|---|---|---|---|---|---|
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Jun 5, 2026
1d ago
|
Insider Cluster
| $230.00 awaiting T+1 | awaiting T+1 | — | $234.11 (−1.79%) |
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Jun 5, 2026
1d ago
|
Insider Cluster
| — | awaiting T+1 | — | — |
|
Jun 4, 2026
2d ago
|
Insider Cluster
| $244.08 awaiting T+1 | awaiting T+1 | — | $234.11 (−4.08%) |
|
Jun 3, 2026
3d ago
|
Insider Cluster
| $243.60 $234.11 | ▼ −3.90% | ▼ −1.32% | $234.11 (−3.90%) |
|
Jun 2, 2026
4d ago
|
144
| $250.33 $243.60 | ▼ −2.69% | ▼ −3.09% | $234.11 (−6.48%) |
|
Jun 2, 2026
4d ago
|
Insider Cluster
| $250.33 $243.60 | ▼ −2.69% | ▼ −3.09% | $234.11 (−6.48%) |
|
May 31, 2026
6d ago
|
ANALYST-UPGRADE
| $131.25 $130.13 | ▲ +0.85% | ▲ +0.86% | $234.11 (−78.37%) |
|
May 23, 2026
14d ago
|
ANALYST-UPGRADE
| $127.86 $129.48 | ▲ +1.27% | ▲ +0.48% | $234.11 (+83.10%) |
|
May 20, 2026
17d ago
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Insider Cluster
| $218.04 $222.32 | ▲ +1.96% | ▲ +1.52% | $234.11 (+7.37%) |
|
May 13, 2026
24d ago
|
Insider Cluster
| $202.84 $207.98 | ▲ +2.53% | ▲ +3.76% | $234.11 (+15.42%) |
US Market Status
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