Company: OSBC
Filing Date: 2025-04-18
Form Type: DEF 14A
Source: 0001558370-25-005000
Chunk: 0

Company: OLD SECOND BANCORP INC
Filing Date: 2025-04-18
Form: DEF 14A
Chunk 0
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UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. )

| ​                                            | ​                                                                               | ​ |
| Filed by the Registrant ⌧                    |                                                                                 |   |
| Filed by a Party other than the Registrant ◻ |                                                                                 |   |
| Check the appropriate box:                   |                                                                                 |   |
| ◻                                            | Preliminary Proxy Statement                                                     |   |
| ◻                                            | Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) |   |
| ⌧                                            | Definitive Proxy Statement                                                      |   |
| ◻                                            | Definitive Additional Materials                                                 |   |
| ◻                                            | Soliciting Material under §240.14a-12                                           |   |

Old Second Bancorp, Inc. (Name of Registrant as Specified In Its Charter) (Name of Person(s) Filing Proxy Statement, if other than the Registrant)

| Payment of Filing Fee (Check the appropriate box): |                                                                                                    |
| ⌧                                                  | No fee required.                                                                                   |
| ◻                                                  | Fee paid previously with preliminary materials.                                                    |
| ◻                                                  | Fee computed on table in exhibit required by Item 25(b) per Exchange Act Rules 14a6(i)(1) and 0-11 |

OLD SECOND BANCORP, INC. 37 South River Street, Aurora, Illinois 60507 NOTICE OF ANNUAL MEETING OF STOCKHOLDERS TO BE HELD MAY 20, 2025 TO OUR STOCKHOLDERS: The annual meeting of stockholders of Old Second Bancorp, Inc., will be held on Tuesday, May 20, 2025, at 9:00 a.m., central time. This year’s meeting will be a completely virtual meeting of stockholders. You can attend the meeting via the Internet at www.virtualshareholdermeeting.com/OSBC2025 by using the 16-digit control number which appears on your proxy card and the instructions in these proxy materials. This meeting will be held for the following purposes:

| 1. | to elect the four Class III director nominees named in the accompanying proxy statement; |

| 2. | to conduct an advisory, non-binding vote to approve the compensation of our named executive officers; |

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