| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 08/08/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 21 | $15.99 | $335.8 | | 08/08/2023 |
| 05/09/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 30 | $11.15 | $334.5 | | 05/09/2023 |
| 02/21/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3.1k | $0.00 | $0 | | 02/07/2023 |
| 02/07/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 20 | $19.69 | $393.8 | | 02/07/2023 |
| 08/09/2022 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 24 | $13.97 | $335.3 | | 08/09/2022 |
| 05/10/2022 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 24 | $14.14 | $339.4 | | 05/10/2022 |
| 02/15/2022 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3.1k | $0.00 | $0 | | 02/15/2022 |
| 02/08/2022 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 23 | $14.42 | $331.7 | | 02/08/2022 |
| 11/09/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 24 | $13.81 | $331.4 | | 11/09/2021 |
| 09/22/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 200 | $11.86 | $2.4k | | 09/22/2021 |
| 08/11/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 28 | $11.44 | $320.3 | | 08/11/2021 |
| 07/28/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 4k | $11.88 | $47.5k | | 07/28/2021 |
| 05/11/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 8 | $14.07 | $112.6 | | 05/11/2021 |
| 02/19/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. | 125 | $11.45 | $1.4k | | 02/19/2021 |
| 02/16/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3.8k | $0.00 | $0 | | 02/16/2021 |
| 02/01/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 734 | $10.15 | $7.5k | | 02/01/2021 |
| 02/01/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 256 | $10.14 | $2.6k | | 02/01/2021 |
| 02/01/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 613 | $10.13 | $6.2k | | 02/01/2021 |
| 02/01/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 43 | $10.10 | $434.3 | | 02/01/2021 |
| 02/01/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 654 | $10.09 | $6.6k | | 02/01/2021 |
| 10/19/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 1.5k | $0.00 | $0 | | 10/19/2020 |