Michael James Callahan sold $26M of DDOG
director at Datadog, Inc.. 112,500 shares at an average of $231.60, traded Jun 12, 2026, filed Jun 16, 2026.
Score components
- +15RoleDirector
- +25Trade size$26.1M at market
- +20Share of holdings soldSold 88% of holdings
- +15Cluster13 insiders selling within 14 days
- -2010b5-1 planPre-scheduled under a 10b5-1 plan
What happened after comparable sells
Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.
Price around the trade, and since
From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.
Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™
Rows in this filing
Every transaction in Form 4 0001561550-26-000205, as filed. Open on EDGAR
| Date | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|
| Jun 12, 2026 | CConversion Class A Common Stockindirect: By Trust10b5-1 | +112,500 | - | - | 127,496 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -6,715 | $228.31 | $1.5M | 120,781 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -11,284 | $229.50 | $2.6M | 109,497 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -28,701 | $230.06 | $6.6M | 80,796 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -14,173 | $231.30 | $3.3M | 66,623 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -18,830 | $232.31 | $4.4M | 47,793 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -12,005 | $233.37 | $2.8M | 35,788 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -16,145 | $234.10 | $3.8M | 19,643 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -2,901 | $235.49 | $683k | 16,742 | Jun 16, 2026 |
| Jun 12, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,746 | $236.20 | $412k | 14,996 | Jun 16, 2026 |
| Jun 15, 2026 | AGrant or award Class A Common Stock10b5-1 | +1,072 | $0.00 | $0 | 20,684 | Jun 16, 2026 |
| Jun 12, 2026 | CConversion Class B Common Stockderivativeindirect: By Trust10b5-1 | -112,500 | $0.00 | $0 | 123,042 | Jun 16, 2026 |
Related signals
Other insiders at Datadog, Inc. and this insider’s other filings.
| Score | Company | Insider | Value | Holdings | Filed |
|---|---|---|---|---|---|
| Pro nowfree Oct 16, 2026 | Datadog, Inc. | Alexis Le-Quoc Chief Technology Officer | $15M 53,912 shares | -10% | |
| 35Weak | Datadog, Inc. | Alexis Le-Quoc Chief Technology Officer | $11M 43,224 shares | -8% | |
| 42Moderate | Datadog, Inc. | David M Obstler Chief Financial Officer | $3.9M 16,000 shares | -4% | |
| 35Weak | Datadog, Inc. | Kerry Acocella General Counsel and Secretary | $1.2M 5,280 shares | -4% | |
| 62Notable | Datadog, Inc. | David M Obstler Chief Financial Officer | $5.5M 24,000 shares | -200% | |
| 42Moderate | Datadog, Inc. | David M Obstler Chief Financial Officer | $9.1M 40,000 shares | -10% | |
| 35Weak | Datadog, Inc. | Yanbing Li Chief Product Officer | $2.8M 12,700 shares | -5% | |
| 35Weak | Datadog, Inc. | Sean Michael Walters Chief Revenue Officer | $2.6M 11,710 shares | -5% | |
| 35Weak | Datadog, Inc. | Olivier Pomel Chief Executive Officer | $19M 89,497 shares | -13% | |
| 40Moderate | Datadog, Inc. | Julie Richardson director | $1.2M 5,625 shares | -64% |
Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.