| 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 | 27 | $0.00 | $0 | By Profit Sharing | 06/30/2023 |
| 06/30/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 140 | $0.00 | $0 | By 401-K | 06/30/2023 |
| 03/31/2023 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 372 | $0.00 | $0 | By 401-K | 03/31/2023 |
| 03/31/2023 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 18 | $0.00 | $0 | By Profit Sharing | 03/31/2023 |
| 02/21/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 50.1k | $0.00 | $0 | | 02/18/2023 |
| 02/18/2023 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 7.1k | $0.00 | $0 | | 02/18/2023 |
| 12/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 89 | $0.00 | $0 | By 401-K | 12/31/2022 |
| 12/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 18 | $0.00 | $0 | By Profit Sharing | 12/31/2022 |
| 09/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 110 | $0.00 | $0 | By 401-K | 09/30/2022 |
| 09/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 21 | $0.00 | $0 | By Profit Sharing | 09/30/2022 |
| 06/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 165 | $0.00 | $0 | By 401-K | 03/31/2022 |
| 06/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 21 | $0.00 | $0 | By Profit Sharing | 03/31/2022 |
| 05/21/2022 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 6.6k | $13.94 | $91.9k | | 05/21/2022 |
| 03/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 21 | $0.00 | $0 | By Profit Sharing | 03/31/2022 |
| 03/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 321 | $0.00 | $0 | By 401-K | 03/31/2022 |
| 02/15/2022 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 34.5k | $0.00 | $0 | | 02/15/2022 |
| 12/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 22 | $0.00 | $0 | Profit Sharing | 12/31/2021 |
| 12/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 107 | $0.00 | $0 | 401-K | 12/31/2021 |
| 09/30/2021 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 7 | $0.00 | $0 | 401-K | 09/30/2021 |
| 08/10/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 8.8k | $11.40 | $100k | | 08/10/2021 |
| 03/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 4 | $0.00 | $0 | Profit Sharing | 03/31/2021 |
| 03/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 263 | $0.00 | $0 | 401-K | 03/31/2021 |
| 03/08/2021 | OLD SECOND BANCORP INC | OSBC | Payment of Exercise | Old Second Bancorp, Inc. Common Stock | 8.1k | $13.78 | $111.4k | | 03/08/2021 |
| 02/20/2021 | OLD SECOND BANCORP INC | OSBC | Other (disposition) | Old Second Bancorp, Inc.Common Stock | 6.1k | $0.00 | $0 | | 02/20/2021 |
| 02/16/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 20.5k | $0.00 | $0 | | 02/16/2021 |
| 12/31/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 22 | $0.00 | $0 | 401-K | 12/31/2020 |
| 12/31/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 5 | $0.00 | $0 | Profit Sharing | 12/31/2020 |
| 06/30/2020 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 7 | $0.00 | $0 | Profit Sharing | 06/30/2020 |
| 06/30/2020 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 83 | $0.00 | $0 | 401-K | 06/30/2020 |
| 05/01/2020 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 2.1k | $8.13 | $16.8k | Profit Sharing | 05/01/2020 |
| 05/01/2020 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 10k | $8.31 | $82.8k | 401-K | 05/01/2020 |
| 03/31/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 2 | $0.00 | $0 | Profit Sharing | 03/31/2020 |
| 03/31/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 340 | $0.00 | $0 | 401-K | 03/31/2020 |
| 02/21/2020 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 7.6k | $0.00 | $0 | | 02/21/2020 |
| 02/18/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 23.5k | $0.00 | $0 | | 02/18/2020 |
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