David M. Obstler is CFO at Datadog, Inc. (DDOG). They have made 98 open-market trades across 4 companies since 2009, most recently 2026-09-21.
CIK 0001120741
Unrated. We grade insiders only on stock they chose to buy on the open market. Grants, option exercises and vesting say nothing about timing, so they don't count — which is why someone can file often and still have no grade. It isn't a bad sign: unrated buys beat every graded tier below A.
1 open-market purchase totalling $405K since 2019, against 97 sales. Too few scored purchases to measure a record yet.
| Ticker | Shares | Value |
|---|---|---|
| DDOG | 368,067 | $90.9M |
| MSCI | 33,695 | $19.2M |
| BRZE | 75,805 | $2.2M |
| RMG | 8,300 | $224K |
| MXB | 14,520 | — |
| RISK | 20,000 | — |
| Total | $112.5M |
Shares reported on the most recent Form 4, priced at the 2026-09-23 close. 2 holdings could not be priced and are excluded from the total.
Counted per filing, not per execution lot — a purchase filled in several tranches is one decision.
| Ticker | Type | Traded | Filed | Price | Value | 7d Stock | 30d Stock | 90d Stock |
|---|---|---|---|---|---|---|---|---|
| DDOG | SELL · 10b5-1 | 2026-09-21 | 2026-09-23 | $241.25 | $3.1M | +10.6% | — | — |
| DDOG | SELL · 10b5-1 | 2026-09-14 | 2026-09-16 | $227.48 | $5.5M | +17.8% | +8.3% | — |
| DDOG | SELL · 10b5-1 | 2026-09-14 | 2026-09-16 | $227.47 | $9.1M | +17.8% | +8.3% | — |
| DDOG | SELL | 2026-09-02 | 2026-09-04 | $212.90 | $3.5M | +14.6% | +34.1% | — |
| DDOG | SELL · 10b5-1 | 2026-06-08 | 2026-06-10 | $231.69 | $17.4M | -3.3% | +12.9% | -7.8% |
| DDOG | SELL | 2026-06-02 | 2026-06-04 | $267.15 | $4.4M | -2.7% | +7.6% | -12.0% |
| DDOG | SELL | 2026-03-02 | 2026-03-04 | $110.54 | $4.4M | +6.8% | -1.7% | +127.0% |
| DDOG | SELL | 2025-12-02 | 2025-12-04 | $158.60 | $4.0M | -8.5% | -12.7% | -22.7% |
| DDOG | SELL | 2025-09-02 | 2025-09-04 | $133.85 | $3.4M | +1.4% | +18.5% | +17.4% |
| DDOG | SELL · 10b5-1 | 2025-07-03 | 2025-07-08 | $147.43 | $2.2M | -0.3% | -6.2% | +8.2% |
| DDOG | SELL · 10b5-1 | 2025-06-30 | 2025-07-02 | $135.25 | $2.0M | -4.7% | -8.0% | -3.4% |
| DDOG | SELL · 10b5-1 | 2025-06-18 | 2025-06-23 | $130.25 | $2.0M | +18.3% | +9.8% | +5.5% |
| DDOG | SELL · 10b5-1 | 2025-06-17 | 2025-06-18 | $125.25 | $2.5M | +1.0% | +10.7% | +2.7% |
| DDOG | SELL · 10b5-1 | 2025-06-04 | 2025-06-06 | $120.25 | $2.4M | +6.3% | +24.5% | +7.7% |
| DDOG | SELL · 10b5-1 | 2025-06-02 | 2025-06-04 | $117.26 | $5.6M | +0.6% | +25.8% | +11.1% |
| DDOG | SELL | 2025-03-03 | 2025-03-05 | $115.86 | $6.4M | -6.3% | -20.8% | +6.9% |
| DDOG | SELL | 2024-12-02 | 2024-12-04 | $152.14 | $3.3M | -5.3% | -12.0% | -29.8% |
| DDOG | SELL · 10b5-1 | 2024-11-20 | 2024-11-22 | $135.95 | $9.1M | +4.9% | -5.3% | -18.9% |
| DDOG | SELL · 10b5-1 | 2024-10-11 | 2024-10-16 | $130.39 | $8.7M | -0.8% | -1.0% | +9.3% |
| DDOG | SELL · 10b5-1 | 2024-10-08 | 2024-10-10 | $125.70 | $8.4M | -4.1% | -5.8% | +9.2% |
| DDOG | SELL | 2024-09-03 | 2024-09-05 | $113.51 | $2.5M | +1.9% | +11.4% | +51.0% |
| DDOG | SELL | 2024-06-03 | 2024-06-05 | $109.46 | $2.4M | +6.1% | +21.8% | +0.9% |
| DDOG | SELL · 10b5-1 | 2024-04-11 | 2024-04-15 | $130.28 | $2.0M | -0.5% | -5.9% | +2.8% |
| DDOG | SELL · 10b5-1 | 2024-03-21 | 2024-03-25 | $125.37 | $1.9M | +0.7% | +2.8% | -4.1% |
| DDOG | SELL · 10b5-1 | 2024-03-11 | 2024-03-13 | $121.36 | $39.4M | +0.0% | +4.0% | -6.3% |
Grouped by shared companies and similar filing behaviour. This is a similarity measure, not a ranking or a performance signal.