Company: OSBC
Filing Date: 2025-04-23
Form Type: S-4
Source: 0001104659-25-037832
Chunk: 89

Company: OLD SECOND BANCORP INC
Filing Date: 2025-04-23
Form: S-4
Chunk 89
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 connection with its December 2024 acquisition of certain branches. KBW may in the future provide investment banking and financial advisory services to Bancorp Financial or Old Second and receive compensation for such services. Interests of Bancorp Financial Directors and Executive Officers in the Merger In considering the recommendation of the Bancorp Financial board of directors, Bancorp Financial stockholders should be aware that the directors and executive officers of Bancorp Financial have certain interests in the merger that may be different from, or in addition to, the interests of Bancorp Financial stockholders generally. The Bancorp Financial board of directors was aware of these interests and considered them, among other matters, in making its recommendation that the Bancorp Financial stockholders vote to approve the merger proposal. Anticipated Payments to Directors and Executive Officers As described in more detail below, Darin Campbell, Bancorp Financial’s Chairman, President and Chief Executive Officer, is a party to an employment agreement, and each of Bancorp Financial’s other executive officers, Jill Voss and Michael Spaniak, are parties to change of control agreements with Bancorp Financial, each of which will be terminated in connection with the merger. As a result, each of Messrs. Campbell and Spaniak and Ms. Voss will be entitled to benefits or other compensation thereunder. Mr. Campbell and Ms. Voss are also participants in the Bancorp Financial, Inc. Supplemental Executive Retirement Plan. Pursuant to the terms of the plan, each of the participants is entitled to a payout of the participant’s benefits under the plan in the event of a termination of the plan upon a change in control (as defined in the plan). As a result of the anticipated termination of these agreements, Bancorp Financial’s executive officers will receive the following aggregate estimated payments:

| Name            | ​ | ​ | Total Aggregate Payment |   |           |   | ​ |
|:----------------|:--|:--|:------------------------|:--|----------:|:--|:--|
| Darin Campbell  | ​ | ​ | ​                       | $ | 3,864,318 | ​ | ​ |
| Jill Voss       | ​ | ​ | ​                       | $ | 1,140,868 | ​ | ​ |
| Michael Spaniak | ​ | ​ | ​                       | $ |   481,753 | ​ | ​ |

To the extent that the accounts of any executive officers or directors in Bancorp Financial’s equity compensation plan are not already fully vested, they will become