| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 02/21/2023 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 3.1k | $0.00 | $0 | | 02/21/2023 |
| 02/15/2022 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3.1k | $0.00 | $0 | | 02/15/2022 |
| 08/23/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 3.4k | $11.88 | $39.8k | | 08/23/2021 |
| 08/23/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 3.4k | $11.88 | $39.8k | | 08/23/2021 |
| 03/08/2021 | OLD SECOND BANCORP INC | OSBC | Payment of Exercise | Old Second Bancorp, Inc. Common Stock | 1.6k | $13.78 | $21.8k | | 03/08/2021 |
| 02/16/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3.8k | $0.00 | $0 | | 02/16/2021 |
| 02/18/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 1.5k | $0.00 | $0 | | 02/18/2020 |
| 06/03/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 1.5k | $0.00 | $0 | | 06/03/2019 |
| 12/06/2018 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 1.5k | $7.49 | $11.2k | | 12/06/2018 |
| 04/17/2018 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 5k | $0.00 | $0 | | 04/17/2018 |
| 02/20/2018 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 1.5k | $0.00 | $0 | | 02/20/2018 |
| 03/21/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 3k | $10.50 | $31.5k | | 03/21/2017 |
| 03/21/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 2.5k | $10.49 | $26.2k | | 03/21/2017 |
| 03/15/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 2.5k | $11.00 | $27.5k | | 03/15/2017 |
| 03/10/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 2.5k | $11.00 | $27.5k | | 03/10/2017 |
| 03/10/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 2.5k | $10.95 | $27.4k | | 03/10/2017 |
| 03/10/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 182 | $10.90 | $2k | | 03/10/2017 |
| 02/21/2017 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 2.5k | $0.00 | $0 | | 02/21/2017 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 710 | $5.98 | $4.2k | | 11/10/2009 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 390 | $5.99 | $2.3k | | 11/10/2009 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 100 | $5.99 | $599 | | 11/10/2009 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 300 | $6.10 | $1.8k | | 11/10/2009 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 200 | $5.99 | $1.2k | | 11/10/2009 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 195 | $6.09 | $1.2k | | 11/10/2009 |
| 11/10/2009 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp Inc. Common Stock | 3.1k | $6.09 | $18.9k | | 11/10/2009 |