sellNotable cluster of 910b5-1 plan
David M Obstler sold $5.5M of DDOG
Chief Financial Officer at Datadog, Inc.. 24,000 shares at an average of $227.48, traded Sep 14, 2026, filed Sep 16, 2026.
Warning score
62Value
$5.5M
24,000 shares
Holdings after
0
-200% from before
From 52-week low
+124%
low $102.61, close $230.05
From 52-week high
-20%
high $288.15, as of Sep 14, 2026
Score components
- +22RoleCFO
- +25Trade size$5.5M at market
- +20Share of holdings soldSold 100% of holdings
- +15Cluster9 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.
DDOGOct 9, 2026 · close 293.26
Since filing Sep 16, 2026: +27.1%SPY +3.5% · excess +23.6%
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 0001561550-26-000315, as filed. Open on EDGAR
| Date | Transaction | Shares | Price | Value | Holdings after | Filed |
|---|---|---|---|---|---|---|
| Sep 14, 2026 | CConversion Class A Common Stockindirect: By Trust10b5-1 | +12,000 | $0.00 | $0 | 12,000 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -798 | $221.24 | $177k | 11,202 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,624 | $222.17 | $361k | 9,578 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -738 | $223.12 | $165k | 8,840 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -545 | $224.34 | $122k | 8,295 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,182 | $225.13 | $266k | 7,113 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -190 | $226.19 | $43k | 6,923 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -169 | $227.72 | $38k | 6,754 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -360 | $228.59 | $82k | 6,394 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -2,873 | $229.92 | $661k | 3,521 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,689 | $230.51 | $389k | 1,832 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -724 | $231.53 | $168k | 1,108 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -918 | $232.71 | $214k | 190 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -190 | $233.30 | $44k | 0 | 26 d ago |
| Sep 14, 2026 | CConversion Class A Common Stockindirect: By Trust10b5-1 | +12,000 | $0.00 | $0 | 12,000 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -786 | $221.24 | $174k | 11,214 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,635 | $222.16 | $363k | 9,579 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -725 | $223.12 | $162k | 8,854 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -525 | $224.34 | $118k | 8,329 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,169 | $225.13 | $263k | 7,160 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -181 | $226.19 | $41k | 6,979 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -163 | $227.72 | $37k | 6,816 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -358 | $228.60 | $82k | 6,458 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -2,935 | $229.92 | $675k | 3,523 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -1,729 | $230.51 | $399k | 1,794 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -713 | $231.53 | $165k | 1,081 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -899 | $232.71 | $209k | 182 | 26 d ago |
| Sep 14, 2026 | SOpen-market sale Class A Common Stockindirect: By Trust10b5-1 | -182 | $233.30 | $42k | 0 | 26 d ago |
| Sep 14, 2026 | CConversion Class B Common Stockderivativeindirect: By Trust10b5-1 | -12,000 | $0.00 | $0 | 34,199 | 26 d ago |
| Sep 14, 2026 | CConversion Class B Common Stockderivativeindirect: By Trust10b5-1 | -12,000 | $0.00 | $0 | 34,198 | 26 d ago |
Related signals
Other insiders at Datadog, Inc. and this insider’s other filings.
| Score | Company | Insider | Value | Holdings | Filed |
|---|---|---|---|---|---|
| 5Weak | 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% | |
| 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% | |
| 40Moderate | Datadog, Inc. | Adam Blitzer Chief Operating Officer | $2.6M 12,032 shares | -5% |
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.