Company: OSBC
Filing Date: 2025-05-08
Form Type: 424B3
Source: 0001104659-25-046065
Chunk: 22

Company: OLD SECOND BANCORP INC
Filing Date: 2025-05-08
Form: 424B3
Chunk 22
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 Financial board of directors as to the fairness, from a financial point of view and as of the date of the opinion, to the holders of Bancorp Financial common stock of the merger consideration (defined in KBW’s opinion as the per share cash consideration of $15.93 and the per share stock consideration of 2.5814 shares of Old Second common stock, taken together) in the merger. The full text of the opinion, which describes the procedures followed, assumptions made, matters considered, and qualifications and limitations on the review undertaken by KBW in preparing the opinion, is attached as Annex B to this document. The opinion was for the information of, and was directed to, the Bancorp Financial board of directors (in its capacity as such) in connection with its consideration of the financial terms of the merger. The opinion did not address the underlying business decision of Bancorp Financial to engage in the merger or enter into the merger agreement or constitute a recommendation to the Bancorp Financial board of directors in connection with the merger, and it does not constitute a recommendation to any holder of Bancorp Financial common stock or any stockholder of any other entity as to how to vote or act in connection with the merger or any other matter.

For more information, see the section entitled “The Merger — Opinion of Bancorp Financial’s Financial Advisor” beginning on page 42 of this proxy statement/prospectus.

The Bancorp Financial Special Meeting of Stockholders (page 27)

The Bancorp Financial special meeting will be held virtually on June 18, 2025, at 9:00 A.M. Central Time. At the Bancorp Financial special meeting, Bancorp Financial stockholders will be asked to approve the merger proposal, the stockholders agreement amendment proposal, and the adjournment proposal.

The Bancorp Financial board of directors has fixed the close of business on May 6, 2025 as the record date for determining the holders of Bancorp Financial common stock entitled to receive notice of, and to vote at, the Bancorp Financial special meeting. As of the Bancorp Financial record date, there were 2,813,992 shares of Bancorp Financial common stock outstanding and entitled to vote at the Bancorp Financial special meeting held by 213 holders of record.

Each share of Bancorp Financial common stock entitles the holder thereof to one vote on each proposal to be considered at the Bancorp Financial special meeting. As of the record date, directors and executive officers of Bancorp Financial and their affiliates owned and were entitled to