| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 08/04/2023 | Clearwater Analytics Holdings, Inc. | | Sale | Class A Common Stock | 900 | $18.00 | $16.2k | | 08/04/2023 |
| 02/21/2023 | Clearwater Analytics Holdings, Inc. | | Exercise | Class A Common Stock | 41.9k | $0.00 | $0 | | 02/20/2023 |
| 02/21/2023 | Clearwater Analytics Holdings, Inc. | | Payment of Exercise | Class A Common Stock | 15.1k | $19.12 | $288.8k | | 02/20/2023 |
| 02/20/2023 | Clearwater Analytics Holdings, Inc. | | Grant | Restricted Stock Unit | 250k | $0.00 | $0 | | 02/20/2023 |
| 01/01/2023 | Clearwater Analytics Holdings, Inc. | | Payment of Exercise | Class A Common Stock | 11.8k | $18.75 | $221k | | 01/01/2023 |
| 01/01/2023 | Clearwater Analytics Holdings, Inc. | | Exercise | Restricted Stock Unit | 31.4k | $0.00 | $0 | | 01/01/2023 |
| 12/12/2022 | Clearwater Analytics Holdings, Inc. | | Sale | Class A Common Stock | 29.5k | $18.21 | $537.4k | | 12/09/2022 |
| 12/12/2022 | Clearwater Analytics Holdings, Inc. | | Exercise | Stock Option (Right to Buy) | 29.5k | $4.00 | $118k | | 12/09/2022 |
| 12/09/2022 | Clearwater Analytics Holdings, Inc. | | Sale | Class A Common Stock | 143.6k | $18.10 | $2.6M | | 12/09/2022 |
| 12/09/2022 | Clearwater Analytics Holdings, Inc. | | Exercise | Stock Option (Right to Buy) | 143.6k | $4.00 | $574.3k | | 12/09/2022 |
| 09/28/2021 | Clearwater Analytics Holdings, Inc. | | Purchase | Class A Common Stock | 1.8k | $18.00 | $32.1k | | 09/28/2021 |
| 09/28/2021 | Clearwater Analytics Holdings, Inc. | | Grant | Restricted Stock Units | 125.7k | $0.00 | $0 | | 09/28/2021 |