| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Aug 4 | CPLAN | 12,500 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Aug 4 | SPLAN | 12,500 | $287.47 | $3.6M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Aug 4 | CPLAN | 12,500 | $0.00 | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Jul 1 | CPLAN | 12,500 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jul 1 | SPLAN | 12,500 | $267.47 | $3.3M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jul 1 | CPLAN | 12,500 | — | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Jun 29 | CPLAN | 12,500 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 29 | SPLAN | 12,500 | $247.47 | $3.1M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 29 | CPLAN | 12,500 | — | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Jun 12 | CPLAN | 112,500 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 15 | APLAN | 1,072 | $0.00 | — |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 1,746 | $236.20 | $412K |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 2,901 | $235.49 | $683K |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 16,145 | $234.10 | $3.8M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 12,005 | $233.37 | $2.8M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 18,830 | $232.31 | $4.4M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 14,173 | $231.30 | $3.3M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 28,701 | $230.06 | $6.6M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 11,284 | $229.50 | $2.6M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | SPLAN | 6,715 | $228.31 | $1.5M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Jun 12 | CPLAN | 112,500 | — | — |
| Datadog, Inc. | DDOG | Michael James CallahanDir | May 15 | G | 2,500 | $0.00 | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | May 12 | C | 5,000 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | May 12 | C | 5,000 | — | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Dec 12 | C | 15,000 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Dec 12 | G | 15,000 | $0.00 | — |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Dec 12 | C | 15,000 | $0.00 | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Nov 6 | CPLAN | 12,500 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Nov 6 | SPLAN | 12,500 | $187.47 | $2.3M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Nov 6 | CPLAN | 12,500 | $0.00 | — |
| Datadog, Inc. | DDOG | Michael James CallahanDirDERIV | Oct 14 | CPLAN | 8,333 | $0.00 | —? |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Oct 14 | SPLAN | 8,333 | $160.55 | $1.3M |
| Datadog, Inc. | DDOG | Michael James CallahanDir | Oct 14 | CPLAN | 8,333 | $0.00 | — |