Company: OSBC
Filing Date: 2025-04-23
Form Type: S-4
Source: 0001104659-25-037832
Chunk: 5

Company: OLD SECOND BANCORP INC
Filing Date: 2025-04-23
Form: S-4
Chunk 5
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 24, 2025, by and between Old Second Bancorp, Inc., which we refer to as “Old Second” and Bancorp Financial, as it may be amended from time to time, which we refer to as the “merger agreement,” a copy of which is included as Annex A to the accompanying proxy statement/prospectus, under which Bancorp Financial will merge with and into Old Second, and the other transactions contemplated by the merger agreement, which we refer to as the “merger proposal”;

2.

Stockholders Agreement Amendment Proposal . To consider and vote on a proposal to approve amendments to that certain Stockholders Agreement effective as of February 14, 2007, which we refer to as the “Stockholders Agreement,” by and among Bancorp Financial and certain of its stockholders, to facilitate the consummation of the merger, including providing for its automatic termination upon the consummation of the merger and clarifying that the agreement’s transfer restrictions do not apply to a business combination, such as the merger. We refer to this proposal as the “stockholders agreement amendment proposal”. The full text of the proposed amendment is included as Annex D to this proxy statement/prospectus; and

3.

Adjournment Proposal. To consider and vote on a proposal to adjourn the Bancorp Financial special meeting, if necessary or appropriate, to permit further solicitation of proxies in favor of the merger proposal or the stockholders agreement amendment proposal, which we refer to as the “adjournment proposal”.

**The Bancorp Financial board of directors has set [•], 2025 as the record date for the Bancorp Financial special meeting. Only holders of record of Bancorp Financial common stock at the close of business on [•], 2025 will be entitled to notice of and to vote at the Bancorp Financial special meeting and any adjournment or postponement thereof.

YOUR VOTE IS VERY IMPORTANT, REGARDLESS OF THE NUMBER OF SHARES OF BANCORP FINANCIAL COMMON STOCK YOU OWN. Under Delaware law and Bancorp Financial’s governing documents, the approval of the merger proposal requires the affirmative vote of a majority of the outstanding shares of Bancorp Financial common stock entitled to vote on the proposal. Approval of the stockholders agreement amendment proposal requires the mutual consent of Bancorp Financial and stockholders holding at least 66**

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% of the outstanding shares of Bancorp Financial common stock. Approval of the adjournment proposal requires the affirmative vote