| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 03/25/2023 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 10.2k | $21.12 | $216k | | 03/25/2023 |
| 02/14/2023 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 18.3k | $25.57 | $467.9k | | 02/14/2023 |
| 02/14/2023 | CNO Financial Group, Inc. | CNO | Grant | Common Stock | 54.2k | $25.57 | $1.4M | | 02/14/2023 |
| 02/14/2023 | CNO Financial Group, Inc. | CNO | Grant | | 31.3k | $25.27 | $791k | | 02/14/2023 |
| 04/01/2022 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 1.8k | $25.46 | $46.9k | | 04/01/2022 |
| 03/25/2022 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 6.5k | $25.88 | $169k | | 03/25/2022 |
| 02/15/2022 | CNO Financial Group, Inc. | CNO | Grant | Common Stock | 40.5k | $24.99 | $1M | | 02/15/2022 |
| 02/15/2022 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 12.1k | $24.99 | $301.9k | | 02/15/2022 |
| 02/15/2022 | CNO Financial Group, Inc. | CNO | Grant | | 25.2k | $24.99 | $629.7k | | 02/15/2022 |
| 04/01/2021 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 1.9k | $24.89 | $47.2k | | 04/01/2021 |
| 03/25/2021 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 2.4k | $24.78 | $60.4k | | 03/25/2021 |
| 02/16/2021 | CNO Financial Group, Inc. | CNO | Grant | | 21.9k | $22.97 | $503k | | 02/16/2021 |
| 11/20/2020 | CNO Financial Group, Inc. | CNO | Sale | Common Stock | 10k | $20.85 | $208.5k | | 11/20/2020 |
| 11/20/2020 | CNO Financial Group, Inc. | CNO | Purchase | Common Stock | 10k | $20.85 | $208.5k | | 11/20/2020 |
| 06/24/2020 | CNO Financial Group, Inc. | CNO | Acquisition (small) | Common Stock | 94.077 | $15.00 | $1.4k | | 11/20/2020 |
| 04/01/2020 | CNO Financial Group, Inc. | CNO | Payment of Exercise | Common Stock | 1.3k | $10.96 | $13.8k | | 04/01/2020 |
| 03/23/2020 | CNO Financial Group, Inc. | CNO | Purchase | Common Stock | 11.8k | $9.71 | $114.2k | | 03/23/2020 |
| 02/18/2020 | CNO Financial Group, Inc. | CNO | Grant | | 22.1k | $19.39 | $428.5k | | 02/18/2020 |
| 04/01/2019 | CNO Financial Group, Inc. | CNO | Grant | Common Stock | 12.6k | $16.50 | $207.9k | | 04/01/2019 |
| 04/01/2019 | CNO Financial Group, Inc. | CNO | Grant | Stock Options | 31.8k | $16.50 | $524.7k | | 04/01/2019 |
| 09/28/2017 | OneBeacon Insurance Group, Ltd. | OB | Disposition | Class A Common Shares | 3.6k | $18.10 | $65.2k | in 401(k) ESOP | 09/28/2017 |
| 09/28/2017 | OneBeacon Insurance Group, Ltd. | OB | Disposition | Class A Common Shares | 53.6k | $18.10 | $970.6k | | 09/28/2017 |
| 06/15/2017 | OneBeacon Insurance Group, Ltd. | OB | Sale | Class A Common Shares | 4k | $18.21 | $72.9k | | 06/15/2017 |