Company: OSBC
Filing Date: 2025-05-06
Form Type: S-4/A
Source: 0001104659-25-045103
Chunk: 18

Company: OLD SECOND BANCORP INC
Filing Date: 2025-05-06
Form: S-4/A
Chunk 18
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 are voted.

Q:

Should Bancorp Financial stockholders send stock certificates with their proxy card?

A:

No. Bancorp Financial stockholders SHOULD NOT send in any stock certificates with their proxy card. It is anticipated that no later than five business days following the closing of the merger, you will receive separate written instructions for surrendering your shares of Bancorp Financial common stock in exchange for the merger consideration. Until you receive these separate written instructions, you should retain your stock certificates because they are still valid.

#### Q:   Will a proxy solicitor be used?
A:

Bancorp Financial does not currently expect to engage a proxy solicitation firm. Bancorp Financial and its directors, officers and employees may also solicit proxies by mail, telephone, facsimile, electronic mail or in person, but no additional compensation will be paid to them for such solicitation.

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**TABLE OF CONTENTS

Q: Where can I find more information about Old Second?**

**A:

You can find more information about Old Second from the various sources described under “Where You Can Find More Information” in the forepart of this proxy statement/prospectus and “Incorporation of Certain Documents by Reference” beginning on page 126.

Q:**

#### Whom should I contact if I have any questions?
A:

If you have any questions about the merger or how to submit your proxy or voting instruction card, or if you need additional copies of this document or the enclosed proxy card or voting instruction card, you should contact:

<div align='center'>Bancorp Financial, Inc. 
 Mr. Michael Spaniak, Corporate Secretary 
 Telephone: (630) 413-9580

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TABLE OF CONTENTS

SUMMARY This summary highlights selected information included in this proxy statement/prospectus and does not contain all of the information that may be important to you. You should read this entire document and its annexes and the other documents to which we refer before you decide how to vote. In addition, we incorporate by reference important business and financial information about Old Second into this proxy statement/prospectus. See “Where You Can Find More Information” in the forepart of this proxy statement/prospectus and “Incorporation of Certain Documents by Reference” beginning on page 126. Each item in this summary includes a page reference directing you to a more complete description of that item. The Merger (page 35) Old Second and Bancorp Financial have entered into a