Matthew Jacobson serves as Executive at Datadog, Inc., where they oversee executive responsibilities. Since joining the company, Matthew Jacobson has executed 294 insider transactions totaling $597.0M, demonstrating a bearish approach to their equity position. Their most recent transaction on Dec 19, 2025 involved selling 334,827 shares valued at $12.8M.
Matthew Jacobson currently holds 19,791 shares of Datadog, Inc. (DDOG), valued at approximately $0. This represents their equity stake as Executive.
Based on SEC Form 4 filings, Matthew Jacobson has been a net seller of DDOG stock. They have purchased $297.1M and sold $299.9M worth of shares.
Matthew Jacobson's most recent insider trade was on Dec 19, 2025, when they sold 334,827 shares at $38.08 per share.
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| $200.14 |
| Discretionary |
| Nov 11, 2025 | DDOG | $2.6M | Sale | 12,859 | $200.14 | Discretionary |
| Nov 10, 2025 | DDOG | $22.0M | Sale | 109,819 | $200.56 | Discretionary |
| Nov 10, 2025 | DDOG | $168.9K | Sale | 840 | $201.07 | Discretionary |
| Nov 10, 2025 | DDOG | $113.8K | Sale | 566 | $201.07 | Discretionary |
| Nov 10, 2025 | DDOG | $12.2M | Sale | 61,608 | $198.43 | Discretionary |
| Nov 10, 2025 | DDOG | $18.0M | Sale | 90,760 | $198.43 | Discretionary |
| Nov 10, 2025 | DDOG | $5.4M | Sale | 26,851 | $199.60 | Discretionary |
| Nov 10, 2025 | DDOG | $7.9M | Sale | 39,435 | $199.60 | Discretionary |
| Nov 10, 2025 | DDOG | $14.9M | Sale | 74,427 | $200.56 | Discretionary |
| Nov 8, 2025 | PCOR | $0 | Other | 813,479 | $N/A | Discretionary |
| Nov 8, 2025 | PCOR | $0 | Other | 869,214 | $N/A | Discretionary |
| Nov 8, 2025 | PCOR | $0 | Other | 317,307 | $N/A | Discretionary |
| Sep 23, 2025 | GTLB | $717.5K | Sale | 14,304 | $50.16 | Discretionary |
| Sep 23, 2025 | GTLB | $671.5K | Sale | 13,387 | $50.16 | Discretionary |
| Sep 23, 2025 | GTLB | $1.1M | Sale | 22,386 | $50.16 | Discretionary |
| Sep 23, 2025 | GTLB | $677.7K | Sale | 13,510 | $50.16 | Discretionary |
| Sep 19, 2025 | GTLB | $4.1M | Sale | 82,160 | $50.17 | Discretionary |
| Sep 19, 2025 | GTLB | $2.5M | Sale | 49,587 | $50.17 | Discretionary |
| Sep 19, 2025 | GTLB | $2.5M | Sale | 49,134 | $50.17 | Discretionary |
| Sep 19, 2025 | GTLB | $2.6M | Sale | 52,501 | $50.17 | Discretionary |
| Sep 18, 2025 | GTLB | $498.4K | Sale | 9,958 | $50.05 | Discretionary |
| Sep 18, 2025 | GTLB | $503.0K | Sale | 10,050 | $50.05 | Discretionary |
| Sep 18, 2025 | GTLB | $532.5K | Sale | 10,640 | $50.05 | Discretionary |
| Sep 18, 2025 | GTLB | $833.4K | Sale | 16,652 | $50.05 | Discretionary |
| Sep 17, 2025 | GTLB | $4.2M | Sale | 84,040 | $50.50 | Discretionary |
| Sep 17, 2025 | GTLB | $4.0M | Sale | 78,638 | $50.50 | Discretionary |
| Sep 17, 2025 | GTLB | $4.0M | Sale | 79,385 | $50.50 | Discretionary |
| Sep 17, 2025 | GTLB | $6.6M | Sale | 131,516 | $50.50 | Discretionary |