| 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 | 43 | $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 | 28 | $0.00 | $0 | By 401-k Plan | 03/31/2023 |
| 02/21/2023 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 17.9k | $0.00 | $0 | | 02/18/2023 |
| 02/18/2023 | OLD SECOND BANCORP INC | OSBC | Disposition | Old Second Bancorp, Inc. Common Stock | 3.8k | $0.00 | $0 | | 02/18/2023 |
| 12/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 28 | $0.00 | $0 | By 401-k Plan | 12/31/2022 |
| 09/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 34 | $0.00 | $0 | By 401-k Plan | 09/30/2022 |
| 06/30/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 34 | $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 | 3k | $13.94 | $41.6k | | 05/21/2022 |
| 03/31/2022 | OLD SECOND BANCORP INC | OSBC | Other (acquisition) | Old Second Bancorp, Inc. Common Stock | 35 | $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 | 17.6k | $0.00 | $0 | | 02/15/2022 |
| 12/31/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 34 | $0.00 | $0 | 401-k Plan | 12/31/2021 |
| 08/10/2021 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 8.5k | $11.55 | $98.2k | | 08/10/2021 |
| 03/08/2021 | OLD SECOND BANCORP INC | OSBC | Payment of Exercise | Old Second Bancorp, Inc. Common Stock | 5.1k | $13.78 | $69.6k | | 03/08/2021 |
| 02/20/2021 | OLD SECOND BANCORP INC | OSBC | Other (disposition) | Old Second Bancorp, Inc. Common Stock | 2.8k | $0.00 | $0 | | 02/20/2021 |
| 02/16/2021 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 10.7k | $0.00 | $0 | | 02/16/2021 |
| 02/18/2020 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 11.8k | $0.00 | $0 | | 02/18/2020 |
| 05/31/2019 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 10.2k | $0.00 | $0 | | 05/31/2019 |
| 04/17/2018 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 25k | $0.00 | $0 | | 04/17/2018 |
| 02/20/2018 | OLD SECOND BANCORP INC | OSBC | Grant | Old Second Bancorp, Inc. Common Stock | 8k | $0.00 | $0 | | 02/20/2018 |
| 06/02/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 300 | $12.15 | $3.6k | | 06/01/2017 |
| 06/02/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 26.5k | $11.85 | $314k | | 06/01/2017 |
| 06/01/2017 | OLD SECOND BANCORP INC | OSBC | Purchase | Old Second Bancorp, Inc. Common Stock | 15k | $11.95 | $179.2k | | 06/01/2017 |
| 08/31/2016 | TALMER BANCORP, INC. | TLMR | Sale | Class A Common Stock | 64.5k | $23.41 | $1.5M | | 08/30/2016 |
| 08/31/2016 | TALMER BANCORP, INC. | TLMR | Disposition | Class A Common Stock | 28.5k | $0.00 | $0 | | 08/30/2016 |
| 08/30/2016 | TALMER BANCORP, INC. | TLMR | Disposition | Stock Option (rights to buy) | 50k | $6.00 | $300k | | 08/30/2016 |
| 08/24/2016 | TALMER BANCORP, INC. | TLMR | Payment of Exercise | Class A Common Stock | 90.5k | $23.09 | $2.1M | | 08/24/2016 |
| 08/24/2016 | TALMER BANCORP, INC. | TLMR | Exercise | Employee Stock Option (right to buy) | 50k | $6.00 | $300k | | 08/24/2016 |
| 08/24/2016 | TALMER BANCORP, INC. | TLMR | Exercise | Employee Stock Option (right to buy) | 100k | $8.25 | $825k | | 08/24/2016 |