Company: OSBC
Filing Date: 2025-05-06
Form Type: S-4/A
Source: 0001104659-25-045103
Chunk: 221

Company: OLD SECOND BANCORP INC
Filing Date: 2025-05-06
Form: S-4/A
Chunk 221
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 ​                | ​ |      — | ​ | ​ | ​ | ​                             | ​ |     — | ​ | ​ | ​ | ​                                  | ​ |    ​ | ​ | ​ |
| Outstanding at December 31, 2024         | ​ | ​ | ​                | ​ |  2,500 | ​ | ​ | ​ | ​                             | $ | 14.00 | ​ | ​ | ​ | ​                                  | ​ | 0.06 | ​ | ​ |
| Options exercisable at December 31, 2024 | ​ | ​ | ​                | ​ |  2,500 | ​ | ​ | ​ | ​                             | $ | 14.00 | ​ | ​ | ​ | ​                                  | ​ | 0.06 | ​ | ​ |

As of December 31, 2024 and 2023, the stock options had an intrinsic value of approximately $55,000 and $52,500, respectively, based on outstanding and exercisable shares. The aggregate intrinsic value of a stock option represents the total pre-tax amount by which the current market value of the underlying stock exceeds the price of the option that would have been received by the option holders had all option holders exercised their options. The intrinsic value will change when the market value of the Company’s stock changes.

F-29

TABLE OF CONTENTS

Bancorp Financial, Inc. and Subsidiary Notes to Consolidated Financial Statements Note 9. Incentive Compensation Plan (continued) The following is a summary of changes in restricted shares:

| ​                                                            | ​ | ​ | Shares |   |         |   | ​ | ​ | Grant DateFair value |   |       |   | ​ |
|:-------------------------------------------------------------|:--|:--|:-------|:--|--------:|:--|:--|:--|:---------------------|:--|------:|:--|:--|
| Unvested shares outstanding at December 31, 2022             | ​ | ​ | ​      | ​ | 181,755 | ​ | ​ | ​ | ​                    | $ | 33.79 | ​ | ​ |
| Granted                                                      | ​ | ​ | ​      | ​ |  28,250 | ​ | ​ | ​ | ​                    | ​ | 35.00 | ​ | ​ |
| Vested                                                       | ​ | ​ | ​      | ​ | -39,439 | ​ | ​