Michael James Callahan serves as Executive at Datadog, Inc., where they oversee executive responsibilities. Since joining the company, Michael James Callahan has executed 122 insider transactions totaling $57.0M, demonstrating a bearish approach to their equity position. Their most recent transaction on Dec 12, 2025 involved exercising options for 15,000 shares valued at $0.
Michael James Callahan currently holds 27,496 shares of Datadog, Inc. (DDOG), valued at approximately $0. This represents their equity stake as Executive.
Based on SEC Form 4 filings, Michael James Callahan has been a net seller of DDOG stock. They have purchased $0 and sold $57.0M worth of shares.
Michael James Callahan's most recent insider trade was on Dec 12, 2025, when they sold 15,000 shares at $0.00 per share.
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| $N/A |
| Discretionary |
| Nov 6, 2025 | DDOG | $0 | Conversion | 12,500 | $N/A | Discretionary |
| Nov 6, 2025 | DDOG | $2.3M | Sale | 12,500 | $187.47 | Discretionary |
| Oct 14, 2025 | DDOG | $1.3M | Sale | 8,333 | $160.55 | Discretionary |
| Oct 14, 2025 | DDOG | $0 | Conversion | 8,333 | $N/A | Discretionary |
| Oct 6, 2025 | DDOG | $0 | Conversion | 91,667 | $N/A | Discretionary |
| Oct 6, 2025 | DDOG | $14.4M | Sale | 91,667 | $157.60 | Discretionary |
| Jun 5, 2024 | DDOG | $0 | Award | 2,262 | $N/A | Discretionary |
| Jun 8, 2023 | DDOG | $0 | Award | 2,603 | $N/A | Discretionary |
| Dec 6, 2022 | DDOG | $910 | Conversion | 1,000 | $0.91 | Discretionary |
| Jun 2, 2022 | DDOG | $0 | Award | 1,816 | $N/A | Discretionary |
| Dec 6, 2021 | DDOG | $0 | Conversion | 12,496 | $N/A | Discretionary |
| Dec 6, 2021 | DDOG | $0 | Gift | 250 | $N/A | Discretionary |
| Dec 2, 2021 | DDOG | $0 | Conversion | 1,750 | $N/A | Discretionary |
| Nov 5, 2021 | DDOG | $203.9K | Sale | 1,100 | $185.33 | Discretionary |
| Nov 5, 2021 | DDOG | $922.9K | Sale | 4,900 | $188.35 | Discretionary |
| Nov 5, 2021 | DDOG | $316.7K | Sale | 1,700 | $186.31 | Discretionary |
| Nov 5, 2021 | DDOG | $188.9K | Sale | 1,000 | $188.90 | Discretionary |
| Nov 5, 2021 | DDOG | $0 | Conversion | 10,000 | $N/A | Discretionary |
| Nov 5, 2021 | DDOG | $250.2K | Sale | 1,300 | $192.46 | Discretionary |
| Sep 17, 2021 | DDOG | $1.5M | Disposition | 10,000 | $145.20 | Discretionary |
| Jun 10, 2021 | DDOG | $0 | Award | 2,116 | $N/A | Discretionary |
| May 27, 2021 | DDOG | $0 | Gift | 250 | $N/A | Discretionary |
| Dec 3, 2020 | DDOG | $126.0K | Sale | 1,300 | $96.93 | Discretionary |
| Dec 3, 2020 | DDOG | $38.0K | Sale | 400 | $94.97 | Discretionary |
| Dec 3, 2020 | DDOG | $663.5K | Sale | 6,791 | $97.71 | Discretionary |
| Dec 3, 2020 | DDOG | $148.4K | Sale | 1,509 | $98.32 | Discretionary |
| Nov 19, 2020 | DDOG | $285.6K | Sale | 3,179 | $89.83 | Discretionary |
| Nov 19, 2020 | DDOG | $100.0K | Sale | 1,100 | $90.89 | Discretionary |