| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 08/15/2023 | Clearwater Analytics Holdings, Inc. | | Sale | Class A Common Stock | 20k | $17.01 | $340.3k | | 08/15/2023 |
| 02/21/2023 | Clearwater Analytics Holdings, Inc. | | Exercise | Class A Common Stock | 6.2k | $0.00 | $0 | | 02/20/2023 |
| 02/21/2023 | Clearwater Analytics Holdings, Inc. | | Payment of Exercise | Class A Common Stock | 2.2k | $19.12 | $41.3k | | 02/20/2023 |
| 02/21/2023 | Clearwater Analytics Holdings, Inc. | | Exercise | Class A Common Stock | 12.5k | $0.00 | $0 | | 02/20/2023 |
| 02/21/2023 | Clearwater Analytics Holdings, Inc. | | Payment of Exercise | Class A Common Stock | 4.3k | $19.12 | $82.7k | | 02/20/2023 |
| 02/20/2023 | Clearwater Analytics Holdings, Inc. | | Grant | Restricted Stock Unit | 300k | $0.00 | $0 | | 02/20/2023 |
| 01/01/2023 | Clearwater Analytics Holdings, Inc. | | Payment of Exercise | Class A Common Stock | 5.4k | $18.75 | $100.7k | | 01/01/2023 |
| 01/01/2023 | Clearwater Analytics Holdings, Inc. | | Exercise | Restricted Stock Unit | 4.7k | $0.00 | $0 | | 01/01/2023 |
| 01/01/2023 | Clearwater Analytics Holdings, Inc. | | Exercise | Restricted Stock Unit | 9.4k | $0.00 | $0 | | 01/01/2023 |
| 05/31/2022 | Clearwater Analytics Holdings, Inc. | | Grant | Class A Common Stock | 566 | $11.99 | $6.8k | | 05/31/2022 |
| 05/31/2022 | Clearwater Analytics Holdings, Inc. | | Purchase | Class A Common Stock | 566 | $11.99 | $6.8k | | 05/31/2022 |
| 03/18/2022 | Clearwater Analytics Holdings, Inc. | | Grant | Restricted Stock Units | 37.5k | $0.00 | $0 | | 03/18/2022 |
| 09/28/2021 | Clearwater Analytics Holdings, Inc. | | Purchase | Class A Common Stock | 1000 | $18.00 | $18k | | 09/28/2021 |
| 09/28/2021 | Clearwater Analytics Holdings, Inc. | | Grant | Restricted Stock Units | 18.8k | $0.00 | $0 | | 09/28/2021 |