Form 4: Datadog CFO Sells Shares
Insider Transaction (Form 4)
David M Obstler, Chief Financial Officer of Datadog, Inc., sold 40,000 shares of common stock on September 14, 2026.
Summary
- Open-market sale: disposed of 2,656 Class A Common Stock at $221.24 ($587,606) on September 14, 2026; holds 415,411 after (Direct).
- Open-market sale: disposed of 5,424 Class A Common Stock at $222.17 ($1,205,025) on September 14, 2026; holds 409,987 after (Direct).
- Open-market sale: disposed of 2,452 Class A Common Stock at $223.12 ($547,082) on September 14, 2026; holds 407,535 after (Direct).
- Open-market sale: disposed of 1,801 Class A Common Stock at $224.34 ($404,043) on September 14, 2026; holds 405,734 after (Direct).
- Open-market sale: disposed of 3,940 Class A Common Stock at $225.13 ($887,023) on September 14, 2026; holds 401,794 after (Direct).
- Open-market sale: disposed of 629 Class A Common Stock at $226.19 ($142,274) on September 14, 2026; holds 401,165 after (Direct).
- Open-market sale: disposed of 562 Class A Common Stock at $227.72 ($127,976) on September 14, 2026; holds 400,603 after (Direct).
- Open-market sale: disposed of 1,189 Class A Common Stock at $228.58 ($271,785) on September 14, 2026; holds 399,414 after (Direct).
- Open-market sale: disposed of 9,623 Class A Common Stock at $229.92 ($2,212,526) on September 14, 2026; holds 389,791 after (Direct).
- Open-market sale: disposed of 5,625 Class A Common Stock at $230.51 ($1,296,605) on September 14, 2026; holds 384,166 after (Direct).
- Open-market sale: disposed of 2,414 Class A Common Stock at $231.53 ($558,916) on September 14, 2026; holds 381,752 after (Direct).
- Open-market sale: disposed of 3,057 Class A Common Stock at $232.71 ($711,386) on September 14, 2026; holds 378,695 after (Direct).
- Open-market sale: disposed of 628 Class A Common Stock at $233.30 ($146,512) on September 14, 2026; holds 378,067 after (Direct).
Sentiment
Score: 4
Explanation: StockSavvy.ai views this as a mildly negative but low-conviction signal: an insider sold $9,098,759 of stock under a pre-arranged Rule 10b5-1 plan, which is typically routine.
Insider Transactions
David M Obstler — Officer (Chief Financial Officer)
Transaction made under a Rule 10b5-1 trading plan.
| Date | Transaction | Security | Shares | Price | Value | Held After |
|---|---|---|---|---|---|---|
| 2026-09-14 | Open-market sale | Class A Common Stock | 2,656 | $221 | $587.6K | 415,411 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 5,424 | $222 | $1.2M | 409,987 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 2,452 | $223 | $547.1K | 407,535 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 1,801 | $224 | $404.0K | 405,734 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 3,940 | $225 | $887.0K | 401,794 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 629 | $226 | $142.3K | 401,165 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 562 | $228 | $128.0K | 400,603 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 1,189 | $229 | $271.8K | 399,414 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 9,623 | $230 | $2.2M | 389,791 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 5,625 | $231 | $1.3M | 384,166 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 2,414 | $232 | $558.9K | 381,752 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 3,057 | $233 | $711.4K | 378,695 |
| 2026-09-14 | Open-market sale | Class A Common Stock | 628 | $233 | $146.5K | 378,067 |
Key Dates
| Date | Description |
|---|---|
| 2026-09-14 | Open-market sale (2,656 shares) |
| 2026-09-14 | Open-market sale (5,424 shares) |
| 2026-09-14 | Open-market sale (2,452 shares) |
| 2026-09-14 | Open-market sale (1,801 shares) |
| 2026-09-14 | Open-market sale (3,940 shares) |
| 2026-09-14 | Open-market sale (629 shares) |
| 2026-09-14 | Open-market sale (562 shares) |
| 2026-09-14 | Open-market sale (1,189 shares) |
| 2026-09-14 | Open-market sale (9,623 shares) |
| 2026-09-14 | Open-market sale (5,625 shares) |
| 2026-09-14 | Open-market sale (2,414 shares) |
| 2026-09-14 | Open-market sale (3,057 shares) |
| 2026-09-14 | Open-market sale (628 shares) |
Keywords
insider transaction, Form 4, DDOG, Datadog, Inc., bearish, David M Obstler
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