Company: OSBC
Filing Date: 2025-05-08
Form Type: 424B3
Source: 0001104659-25-046065
Chunk: 97

Company: OLD SECOND BANCORP INC
Filing Date: 2025-05-08
Form: 424B3
Chunk 97
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 with information regarding its terms. Neither the merger agreement nor the summary of its material terms included in this section is intended to provide any factual information about Old Second or Bancorp Financial. Factual disclosures about Old Second and Bancorp Financial contained in this proxy statement/prospectus may supplement, update or modify the disclosures about Old Second and Bancorp Financial contained in the merger agreement. The merger agreement contains representations and warranties and covenants of the parties customary for transactions of this nature. The representations and warranties contained in the merger agreement were made only for purposes of the merger agreement as of the specific dates therein; were made solely for the benefit of the parties to the merger agreement; may be subject to limitations agreed upon by the contracting parties, including being qualified by confidential disclosures made for the purposes of allocating contractual risk between the parties to the merger agreement instead of establishing these matters as facts; and may be subject to standards of materiality applicable to the contracting parties that differ from those applicable to investors. Investors are not third-party beneficiaries under the merger agreement and should not rely on the representations and warranties or any descriptions thereof as characterizations of the actual state of facts or condition of the parties thereto or any of their respective subsidiaries or affiliates. Moreover, information concerning the subject matter of representations and warranties may change after the date of the merger agreement. Accordingly, the representations and warranties in the merger agreement should not be relied on by any person as characterizations of the actual state of facts about Old Second or Bancorp Financial at the time they were made or otherwise.

#### Structure of the Merger
The Bancorp Financial board of directors and the Old Second board of directors has approved the merger agreement. The merger agreement provides for the merger of Bancorp Financial with and into Old Second, with Old Second continuing as the surviving entity in the merger. Immediately following the completion of the merger, Bancorp Financial’s wholly owned bank subsidiary, Evergreen Bank Group, an Illinois-chartered bank, will merge with and into Old Second’s wholly owned bank subsidiary, Old Second National Bank, a national banking association, with Old Second National Bank as the surviving bank.

#### Merger Consideration
If the merger is completed, each outstanding share of Bancorp Financial common stock (except for treasury stock or shares owned by Old Second and Bancorp Financial, in each case, other than shares held on behalf of third parties or as a result of debts previously contracted, and shares held by Bancorp Financial stockholders who properly exercise dissenters’ rights) will be converted into the right to receive