| Date | Name | Symbol | Type | Security | Shares | Price | Value | Ownership | Reported |
| 06/30/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 17 | $0.00 | $0 | By 401-K Plan | 06/30/2023 |
| 03/31/2023 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 11 | $0.00 | $0 | By 401-K Plan | 03/31/2023 |
| 03/31/2023 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 1 | $0.00 | $0 | By Profit Sharing Plan | 03/31/2023 |
| 03/01/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 10.5k | $0.00 | $0 | | 02/21/2023 |
| 02/21/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 16.5k | $0.00 | $0 | | 02/18/2023 |
| 02/18/2023 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 3k | $0.00 | $0 | | 02/18/2023 |
| 12/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 12 | $0.00 | $0 | By 401-K Plan | 12/31/2022 |
| 12/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 1 | $0.00 | $0 | By Profit Sharing Plan | 12/31/2022 |
| 09/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 13 | $0.00 | $0 | By 401-K Plan | 09/30/2022 |
| 09/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 1 | $0.00 | $0 | By Profit Sharing Plan | 09/30/2022 |
| 06/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 14 | $0.00 | $0 | By 401-K Plan | 03/31/2022 |
| 05/21/2022 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 2.1k | $13.94 | $29.6k | | 05/21/2022 |
| 03/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (disposition) | Old Second Bancorp, Inc. Common Stock | 746 | $0.00 | $0 | By Profit Sharing Plan | 03/31/2022 |
| 03/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 759 | $0.00 | $0 | By 401-K Plan | 03/31/2022 |
| 02/15/2022 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 8.3k | $0.00 | $0 | | 02/15/2022 |
| 12/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 1 | $0.00 | $0 | Profit Sharing Plan | 12/31/2021 |
| 12/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 14 | $0.00 | $0 | 401-K Plan | 12/31/2021 |
| 09/30/2021 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 16 | $0.00 | $0 | 401-K Plan | 09/30/2021 |
| 09/30/2021 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 1 | $0.00 | $0 | Profit Sharing Plan | 09/30/2021 |
| 09/16/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 1.5k | $12.10 | $18.2k | | 09/16/2021 |
| 03/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3 | $0.00 | $0 | 401-K Plan | 03/31/2021 |
| 02/20/2021 | OLD SECOND BANCORP INC | OSBC | Other (disposition) | Old Second Bancorp, Inc. Common Stock | 2.3k | $0.00 | $0 | | 02/20/2021 |
| 02/16/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 10.1k | $0.00 | $0 | | 02/16/2021 |
| 12/31/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 4 | $0.00 | $0 | 401k Plan | 12/31/2020 |
| 06/30/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 6 | $0.00 | $0 | 401k Plan | 06/30/2020 |
| 03/31/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3 | $0.00 | $0 | 401k Plan | 03/31/2020 |
| 02/21/2020 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 3.4k | $0.00 | $0 | | 02/21/2020 |
| 02/18/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 9k | $0.00 | $0 | | 02/18/2020 |
| 12/31/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3 | $0.00 | $0 | 401k Plan | 12/31/2019 |
| 09/30/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 3 | $0.00 | $0 | 401k Plan | 09/30/2019 |
| 06/30/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 4 | $0.00 | $0 | 401k Plan | 06/30/2019 |
| 05/31/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 7.2k | $0.00 | $0 | | 05/31/2019 |
| 03/31/2019 | OLD SECOND BANCORP INC | OSBC | Other (disposition) | Old Second Bancorp, Inc. Common Stock | 36.054 | $0.00 | $0 | | 03/31/2019 |
| 03/31/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 89 | $0.00 | $0 | 401k Plan | 03/31/2019 |
| 02/18/2019 | OLD SECOND BANCORP INC | OSBC | Other (disposition) | Old Second Bancorp, Inc. Common Stock | 2.4k | $14.24 | $34.5k | | 02/18/2019 |
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