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.
The tape: three years of insider trades
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 92 routine events on the chart, as a list
| Date | Insider | Shares |
|---|---|---|
| Oct 1, 2026 | Phillips Dominic | 57 |
| 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 |
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 | 237K |
| Granted | 1.5M |
| Vested / exercised | 3.3M |
| Planned sales (10b5-1) | 3.2M |
| 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 | 368K | 209.9 |
| 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 | – | $262M | net selling over the year: 0 months buying, 9 months selling | Sep 8, 2026 |
| Le-Quoc Alexis Chief Technology Officer Last trade Oct 28, 2026 | Officer | 588K | – | $227M | net selling over the year: 0 months buying, 12 months selling | Oct 28, 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 21, 2026 | CFO | 371K | – | $49M | net selling over the year: 0 months buying, 4 months selling | Sep 21, 2026 |
| Shah Shardul Last trade Apr 15, 2026 | Director | 320K | – | $6.6M | net selling over the year: 0 months buying, 6 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, 5 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 | – | $76M | net selling over the year: 0 months buying, 6 months selling | Aug 13, 2026 |
| Callahan Michael James Last trade Aug 4, 2026 | Director | 48K | – | $38M | net selling over the year: 0 months buying, 4 months selling | Aug 4, 2026 |
Open-market trade log
the 60 most recent of 4,056| Date | Insider | Type | Shares | Price | Value | Since trade | Filed |
|---|---|---|---|---|---|---|---|
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 500 shares $284.33 −2.1% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 500 | $284.33 | $142K | −2.1% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 2,700 shares $283.44 −1.8% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 2,700 | $283.44 | $765K | −1.8% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 2,717 shares $282.32 −1.4% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 2,717 | $282.32 | $767K | −1.4% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 2,874 shares $280.46 −0.8% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 2,874 | $280.46 | $806K | −0.8% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 3,480 shares $279.15 −0.3% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 3,480 | $279.15 | $971K | −0.3% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 3,529 shares $281.54 −1.2% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 3,529 | $281.54 | $994K | −1.2% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 5,670 shares $276.38 +0.7% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 5,670 | $276.38 | $1.6M | +0.7% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 10K shares $278.27 +0.0% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 10K | $278.27 | $2.9M | +0.0% | Oct 30, 2026 |
| Oct 28, 2026 | Le-Quoc Alexis (Officer) 11K shares $277.30 +0.4% since trade filed Oct 30, 2026 | Planned sale (10b5-1) | 11K | $277.30 | $3.2M | +0.4% | Oct 30, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 600 shares $280.43 −0.8% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 600 | $280.43 | $168K | −0.8% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 1,300 shares $278.88 −0.2% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 1,300 | $278.88 | $363K | −0.2% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 1,700 shares $277.36 +0.3% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 1,700 | $277.36 | $472K | +0.3% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 2,272 shares $276.23 +0.7% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 2,272 | $276.23 | $628K | +0.7% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 2,789 shares $273.27 +1.8% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 2,789 | $273.27 | $762K | +1.8% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 5,338 shares $272.25 +2.2% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 5,338 | $272.25 | $1.5M | +2.2% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 8,268 shares $275.26 +1.1% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 8,268 | $275.26 | $2.3M | +1.1% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 13K shares $274.51 +1.4% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 13K | $274.51 | $3.6M | +1.4% | Oct 9, 2026 |
| Oct 7, 2026 | Le-Quoc Alexis (Officer) 19K shares $271.40 +2.5% since trade filed Oct 9, 2026 | Planned sale (10b5-1) | 19K | $271.40 | $5.1M | +2.5% | Oct 9, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 620 shares $256.15 +8.6% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 620 | $256.15 | $159K | +8.6% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 645 shares $249.21 +11.7% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 645 | $249.21 | $161K | +11.7% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 1,372 shares $250.55 +11.1% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 1,372 | $250.55 | $344K | +11.1% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 1,600 shares $255.59 +8.9% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 1,600 | $255.59 | $409K | +8.9% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 2,000 shares $254.35 +9.4% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 2,000 | $254.35 | $509K | +9.4% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 5,347 shares $253.32 +9.9% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 5,347 | $253.32 | $1.4M | +9.9% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 9,633 shares $252.36 +10.3% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 9,633 | $252.36 | $2.4M | +10.3% | Sep 25, 2026 |
| Sep 23, 2026 | Le-Quoc Alexis (Officer) 22K shares $251.45 +10.7% since trade filed Sep 25, 2026 | Planned sale (10b5-1) | 22K | $251.45 | $5.5M | +10.7% | Sep 25, 2026 |
| Sep 21, 2026 | OBSTLER DAVID M (CFO) 3,000 shares $241.25 +15.4% since trade filed Sep 23, 2026 | Planned sale (10b5-1) | 3,000 | $241.25 | $724K | +15.4% | Sep 23, 2026 |
| Sep 21, 2026 | OBSTLER DAVID M (CFO) 10K shares $241.25 +15.4% since trade filed Sep 23, 2026 | Planned sale (10b5-1) | 10K | $241.25 | $2.4M | +15.4% | Sep 23, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 163 shares $227.72 +22.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 163 | $227.72 | $37K | +22.2% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 169 shares $227.72 +22.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 169 | $227.72 | $38K | +22.2% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 181 shares $226.19 +23.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 181 | $226.19 | $41K | +23.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 182 shares $233.30 +19.3% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 182 | $233.30 | $42K | +19.3% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 190 shares $226.19 +23.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 190 | $226.19 | $43K | +23.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 190 shares $233.30 +19.3% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 190 | $233.30 | $44K | +19.3% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 358 shares $228.60 +21.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 358 | $228.60 | $82K | +21.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 360 shares $228.59 +21.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 360 | $228.59 | $82K | +21.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 525 shares $224.34 +24.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 525 | $224.34 | $118K | +24.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 545 shares $224.34 +24.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 545 | $224.34 | $122K | +24.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 562 shares $227.72 +22.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 562 | $227.72 | $128K | +22.2% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 628 shares $233.30 +19.3% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 628 | $233.30 | $147K | +19.3% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 629 shares $226.19 +23.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 629 | $226.19 | $142K | +23.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 713 shares $231.53 +20.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 713 | $231.53 | $165K | +20.2% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 724 shares $231.53 +20.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 724 | $231.53 | $168K | +20.2% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 725 shares $223.12 +24.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 725 | $223.12 | $162K | +24.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 738 shares $223.12 +24.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 738 | $223.12 | $165K | +24.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 786 shares $221.24 +25.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 786 | $221.24 | $174K | +25.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 798 shares $221.24 +25.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 798 | $221.24 | $177K | +25.8% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 899 shares $232.71 +19.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 899 | $232.71 | $209K | +19.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 918 shares $232.71 +19.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 918 | $232.71 | $214K | +19.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,169 shares $225.13 +23.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,169 | $225.13 | $263K | +23.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,182 shares $225.13 +23.6% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,182 | $225.13 | $266K | +23.6% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,189 shares $228.58 +21.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,189 | $228.58 | $272K | +21.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,624 shares $222.17 +25.3% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,624 | $222.17 | $361K | +25.3% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,635 shares $222.16 +25.3% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,635 | $222.16 | $363K | +25.3% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,689 shares $230.51 +20.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,689 | $230.51 | $389K | +20.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,729 shares $230.51 +20.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,729 | $230.51 | $399K | +20.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 1,801 shares $224.34 +24.0% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 1,801 | $224.34 | $404K | +24.0% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,414 shares $231.53 +20.2% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,414 | $231.53 | $559K | +20.2% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,452 shares $223.12 +24.7% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,452 | $223.12 | $547K | +24.7% | Sep 16, 2026 |
| Sep 14, 2026 | OBSTLER DAVID M (CFO) 2,656 shares $221.24 +25.8% since trade filed Sep 16, 2026 | Planned sale (10b5-1) | 2,656 | $221.24 | $588K | +25.8% | Sep 16, 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
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.