Datadog insider activity
What the executives and directors of Datadog actually did with their own shares, decoded from their SEC Form 4 filings. Each figure says the stretch of time it covers.
−$920M
net open-market flow, 12 m
0 open-market buys, 12 m
73.7%
of sale value on 10b5-1 plans, 12 m
1,385 days since an insider bought, whole record
The tape: three years of insider trades
Open-market buy
Discretionary sale
Planned sale (10b5-1)
Reported-price path
Routine
Every marker sits at the price reported on the Form 4. The line is the monthly median of all prices insiders reported, so the chart needs no market feed; the grey strip is the routine flow (grants, vestings, tax withholding and gifts) that a headline gets wrong by counting it as selling.
The 91 routine events on the chart, as a list
| Date | Insider | Shares |
|---|---|---|
| Jul 1, 2026 | Phillips Dominic | 48 |
| Jun 15, 2026 | Ittycheria Dev | 1,072 |
| Jun 15, 2026 | Richardson Julie | 1,072 |
| Jun 15, 2026 | Agarwal Amit | 1,072 |
| Jun 15, 2026 | Shah Shardul | 1,072 |
| Jun 15, 2026 | Callahan Michael James | 1,072 |
| Jun 15, 2026 | Phillips Dominic | 1,072 |
| Jun 15, 2026 | COLE TITILOPE | 1,072 |
| Jun 15, 2026 | Vora Ami Prafullchandra | 1,072 |
| Jun 12, 2026 | OBSTLER DAVID M | 7,500 |
| Jun 12, 2026 | Agarwal Amit | 10K |
| Jun 8, 2026 | Le-Quoc Alexis | 57K |
| May 15, 2026 | Callahan Michael James | 2,500 |
| Apr 1, 2026 | OBSTLER DAVID M | 59K |
| Apr 1, 2026 | Galloreese David | 25K |
| Apr 1, 2026 | Li Yanbing | 51K |
| Apr 1, 2026 | Le-Quoc Alexis | 94K |
| Apr 1, 2026 | Pomel Olivier | 131K |
| Apr 1, 2026 | Blitzer Adam | 59K |
| Apr 1, 2026 | Phillips Dominic | 40 |
| Apr 1, 2026 | Acocella Kerry | 29K |
| Apr 1, 2026 | Walters Sean Michael | 55K |
| Feb 26, 2026 | Phillips Dominic | 5,151 |
| Feb 5, 2026 | OBSTLER DAVID M | 133K |
| Feb 5, 2026 | Galloreese David | 39K |
| Feb 5, 2026 | Li Yanbing | 78K |
| Feb 5, 2026 | Le-Quoc Alexis | 189K |
| Feb 5, 2026 | Pomel Olivier | 256K |
| Feb 5, 2026 | Blitzer Adam | 131K |
| Feb 5, 2026 | Acocella Kerry | 62K |
| Feb 5, 2026 | Walters Sean Michael | 121K |
| Dec 15, 2025 | Acocella Kerry | 2,625 |
| Dec 12, 2025 | Pomel Olivier | 348K |
| Dec 12, 2025 | Callahan Michael James | 15K |
| Dec 5, 2025 | Le-Quoc Alexis | 123K |
| Sep 11, 2025 | Vora Ami Prafullchandra | 4,311 |
| Jun 13, 2025 | Agarwal Amit | 3,299 |
| Jun 12, 2025 | Pomel Olivier | 200K |
| Jun 6, 2025 | Le-Quoc Alexis | 337K |
| Jun 3, 2025 | Ittycheria Dev | 2,106 |
| Jun 3, 2025 | Richardson Julie | 2,106 |
| Jun 3, 2025 | Shah Shardul | 2,106 |
| Jun 3, 2025 | Callahan Michael James | 2,106 |
| Jun 3, 2025 | COLE TITILOPE | 2,106 |
| Jun 2, 2025 | Agarwal Amit | 6,608 |
| Apr 1, 2025 | OBSTLER DAVID M | 66K |
| Apr 1, 2025 | Galloreese David | 19K |
| Apr 1, 2025 | Li Yanbing | 39K |
| Apr 1, 2025 | Le-Quoc Alexis | 95K |
| Apr 1, 2025 | Pomel Olivier | 128K |
| Apr 1, 2025 | Blitzer Adam | 65K |
| Apr 1, 2025 | Acocella Kerry | 31K |
| Apr 1, 2025 | Walters Sean Michael | 61K |
| Feb 25, 2025 | OBSTLER DAVID M | 70K |
| Feb 25, 2025 | Galloreese David | 39K |
| Feb 25, 2025 | Li Yanbing | 103K |
| Feb 25, 2025 | Le-Quoc Alexis | 79K |
| Feb 25, 2025 | Pomel Olivier | 93K |
| Feb 25, 2025 | Blitzer Adam | 61K |
| Feb 25, 2025 | Acocella Kerry | 33K |
Where the shares went, last 12 months
Every Form 4 movement decomposed: what flowed in (grants, vested equity, purchases) and what flowed out (tax withholding, plan sales, discretionary sales, gifts). Counted in shares, because grants carry no price.
The chart, in numbers
| Flow | Shares |
|---|---|
| From holdings | 238K |
| Granted | 1.5M |
| Vested / exercised | 3.5M |
| Planned sales (10b5-1) | 3.5M |
| Discretionary sales | 1.2M |
| Gifts | 566K |
Skin in the game
Directly held shares as reported after each trade, indexed to 100 at the start of the window, up to five years back. Direct holdings only: trust and family-entity positions are per-entity in the filings and do not sum honestly, so this chart refuses to guess. The steps are the trades.
The chart, in numbers
| Insider | Start of the window | Latest reported | Indexed, start = 100 |
|---|---|---|---|
| Jacobson Matthew | 639K | 525K | 82.1 |
| OBSTLER DAVID M | 175K | 390K | 222.2 |
| Shah Shardul | 2,106 | 3,178 | 150.9 |
Who holds what
the 14 largest holdings of 18| Insider | Role | Shares held | Buys 12 m | Sales 12 m | 12 m | Last trade |
|---|---|---|---|---|---|---|
| Pomel Olivier Chief Executive Officer Last trade Sep 8, 2026 | CEO | 792K | – | $295M | net selling over the year: 0 months buying, 11 months selling | Sep 8, 2026 |
| Le-Quoc Alexis Chief Technology Officer Last trade Sep 2, 2026 | Officer | 545K | – | $196M | net selling over the year: 0 months buying, 12 months selling | Sep 2, 2026 |
| Jacobson Matthew Last trade Aug 14, 2026 | Director | 526K | – | $122M | net selling over the year: 0 months buying, 4 months selling | Aug 14, 2026 |
| OBSTLER DAVID M Chief Financial Officer Last trade Sep 14, 2026 | CFO | 427K | – | $46M | net selling over the year: 0 months buying, 4 months selling | Sep 14, 2026 |
| Shah Shardul Last trade Apr 15, 2026 | Director | 320K | – | $7.9M | net selling over the year: 0 months buying, 7 months selling | Apr 15, 2026 |
| Li Yanbing Chief Product Officer Last trade Sep 11, 2026 | Officer | 263K | – | $16M | net selling over the year: 0 months buying, 5 months selling | Sep 11, 2026 |
| Blitzer Adam Chief Operating Officer Last trade Sep 3, 2026 | COO | 250K | – | $22M | net selling over the year: 0 months buying, 4 months selling | Sep 3, 2026 |
| Walters Sean Michael Chief Revenue Officer Last trade Sep 11, 2026 | Officer | 244K | – | $23M | net selling over the year: 0 months buying, 6 months selling | Sep 11, 2026 |
| Ittycheria Dev Last trade Jun 3, 2026 | Director | 131K | – | $34M | net selling over the year: 0 months buying, 1 month selling | Jun 3, 2026 |
| Acocella Kerry General Counsel and Secretary Last trade Sep 14, 2026 | Officer | 120K | – | $11M | net selling over the year: 0 months buying, 5 months selling | Sep 14, 2026 |
| Galloreese David Chief People Officer Last trade Sep 2, 2026 | Officer | 116K | – | $5.0M | net selling over the year: 0 months buying, 4 months selling | Sep 2, 2026 |
| De Madre Armelle Chief People Officer Last trade Jun 27, 2024 | Officer | 92K | – | – | Jun 27, 2024 | |
| Agarwal Amit Last trade Aug 13, 2026 | Director | 51K | – | $83M | net selling over the year: 0 months buying, 8 months selling | Aug 13, 2026 |
| Callahan Michael James Last trade Aug 4, 2026 | Director | 48K | – | $54M | net selling over the year: 0 months buying, 5 months selling | Aug 4, 2026 |
Open-market trade log
the 60 most recent of 4,028| Date | Insider | Type | Shares | Price | Value | Since trade | Filed |
|---|---|---|---|---|---|---|---|
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 163 shares $227.72 −1.5% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 163 | $227.72 | $37K | −1.5% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 169 shares $227.72 −1.5% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 169 | $227.72 | $38K | −1.5% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 181 shares $226.19 −0.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 181 | $226.19 | $41K | −0.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 182 shares $233.30 −3.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 182 | $233.30 | $42K | −3.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 190 shares $226.19 −0.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 190 | $226.19 | $43K | −0.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 190 shares $233.30 −3.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 190 | $233.30 | $44K | −3.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 358 shares $228.60 −1.9% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 358 | $228.60 | $82K | −1.9% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 360 shares $228.59 −1.9% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 360 | $228.59 | $82K | −1.9% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 525 shares $224.34 +0.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 525 | $224.34 | $118K | +0.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 545 shares $224.34 +0.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 545 | $224.34 | $122K | +0.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 562 shares $227.72 −1.5% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 562 | $227.72 | $128K | −1.5% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 628 shares $233.30 −3.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 628 | $233.30 | $147K | −3.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 629 shares $226.19 −0.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 629 | $226.19 | $142K | −0.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 713 shares $231.53 −3.1% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 713 | $231.53 | $165K | −3.1% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 724 shares $231.53 −3.1% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 724 | $231.53 | $168K | −3.1% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 725 shares $223.12 +0.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 725 | $223.12 | $162K | +0.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 738 shares $223.12 +0.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 738 | $223.12 | $165K | +0.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 786 shares $221.24 +1.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 786 | $221.24 | $174K | +1.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 798 shares $221.24 +1.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 798 | $221.24 | $177K | +1.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 899 shares $232.71 −3.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 899 | $232.71 | $209K | −3.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 918 shares $232.71 −3.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 918 | $232.71 | $214K | −3.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,169 shares $225.13 −0.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,169 | $225.13 | $263K | −0.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,182 shares $225.13 −0.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,182 | $225.13 | $266K | −0.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,189 shares $228.58 −1.9% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,189 | $228.58 | $272K | −1.9% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,624 shares $222.17 +1.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,624 | $222.17 | $361K | +1.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,635 shares $222.16 +1.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,635 | $222.16 | $363K | +1.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,689 shares $230.51 −2.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,689 | $230.51 | $389K | −2.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,729 shares $230.51 −2.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,729 | $230.51 | $399K | −2.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,801 shares $224.34 +0.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,801 | $224.34 | $404K | +0.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,414 shares $231.53 −3.1% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,414 | $231.53 | $559K | −3.1% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,452 shares $223.12 +0.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,452 | $223.12 | $547K | +0.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,656 shares $221.24 +1.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,656 | $221.24 | $588K | +1.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,873 shares $229.92 −2.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,873 | $229.92 | $661K | −2.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,935 shares $229.92 −2.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,935 | $229.92 | $675K | −2.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 3,057 shares $232.71 −3.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 3,057 | $232.71 | $711K | −3.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 3,940 shares $225.13 −0.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 3,940 | $225.13 | $887K | −0.4% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 5,424 shares $222.17 +1.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 5,424 | $222.17 | $1.2M | +1.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 5,625 shares $230.51 −2.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 5,625 | $230.51 | $1.3M | −2.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 9,623 shares $229.92 −2.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 9,623 | $229.92 | $2.2M | −2.4% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 100 shares $233.37 −3.9% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 100 | $233.37 | $23K | −3.9% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 191 shares $226.32 −0.9% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 191 | $226.32 | $43K | −0.9% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 200 shares $221.63 +1.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 200 | $221.63 | $44K | +1.2% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 300 shares $222.80 +0.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 300 | $222.80 | $67K | +0.7% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 400 shares $224.32 +0.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 400 | $224.32 | $90K | +0.0% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 409 shares $225.34 −0.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 409 | $225.34 | $92K | −0.4% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 600 shares $228.89 −2.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 600 | $228.89 | $137K | −2.0% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 900 shares $232.51 −3.5% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 900 | $232.51 | $209K | −3.5% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 1,024 shares $230.87 −2.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,024 | $230.87 | $236K | −2.8% | Sep 16, 2026 |
| Sep 14, 2026 | Acocella Kerry (Officer) 1,156 shares $229.84 −2.4% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,156 | $229.84 | $266K | −2.4% | Sep 16, 2026 |
| Sep 11, 2026 | Li Yanbing (Officer) 300 shares $223.03 +0.6% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 300 | $223.03 | $67K | +0.6% | Sep 15, 2026 |
| Sep 11, 2026 | Li Yanbing (Officer) 300 shares $224.88 −0.2% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 300 | $224.88 | $67K | −0.2% | Sep 15, 2026 |
| Sep 11, 2026 | Li Yanbing (Officer) 400 shares $219.05 +2.4% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 400 | $219.05 | $88K | +2.4% | Sep 15, 2026 |
| Sep 11, 2026 | Li Yanbing (Officer) 700 shares $222.18 +1.0% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 700 | $222.18 | $156K | +1.0% | Sep 15, 2026 |
| Sep 11, 2026 | Li Yanbing (Officer) 3,700 shares $220.57 +1.7% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 3,700 | $220.57 | $816K | +1.7% | Sep 15, 2026 |
| Sep 11, 2026 | Li Yanbing (Officer) 7,300 shares $221.42 +1.3% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 7,300 | $221.42 | $1.6M | +1.3% | Sep 15, 2026 |
| Sep 11, 2026 | Walters Sean Michael (Officer) 300 shares $224.45 −0.1% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 300 | $224.45 | $67K | −0.1% | Sep 15, 2026 |
| Sep 11, 2026 | Walters Sean Michael (Officer) 500 shares $222.31 +0.9% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 500 | $222.31 | $111K | +0.9% | Sep 15, 2026 |
| Sep 11, 2026 | Walters Sean Michael (Officer) 800 shares $219.68 +2.1% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 800 | $219.68 | $176K | +2.1% | Sep 15, 2026 |
| Sep 11, 2026 | Walters Sean Michael (Officer) 4,286 shares $221.40 +1.3% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 4,286 | $221.40 | $949K | +1.3% | Sep 15, 2026 |
| Sep 11, 2026 | Walters Sean Michael (Officer) 5,824 shares $220.67 +1.7% since trade filed Sep 15, 2026 | Planned sale (10b5-1) | 5,824 | $220.67 | $1.3M | +1.7% | Sep 15, 2026 |
“Since trade” compares with the latest insider-implied price, not a market quote: these pages are built from filings alone. A role here is the one on that day's Form 4, so somebody promoted since appears under both titles.
Filing hygiene
425 Forms 4, 3 years
11 filed late
3 amendments
2.4 avg. days to file
How to read this
A Form 4 transaction code decides everything. P is an open-market purchase and S an open-market sale; those two are the only codes where an insider chose to trade. A is a grant, M an option exercise or vesting, F shares withheld to cover tax, G a gift. Most “insiders dumped billions” headlines are code F and M mechanics.
Sales flagged 10b5-1 run on a plan the insider adopted in advance; since 2023 every Form 4 carries that flag. Buys have historically predicted returns, sales mostly have not, and this page states filings, not advice.