Company: OSBC
Filing Date: 2025-05-06
Form Type: S-4/A
Source: 0001104659-25-045103
Chunk: 68

Company: OLD SECOND BANCORP INC
Filing Date: 2025-05-06
Form: S-4/A
Chunk 68
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the challenges of integrating the businesses, operations and employees of Bancorp Financial and Old Second;

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certain provisions of the merger agreement that prohibit Bancorp Financial from soliciting, and limit its ability to respond to, proposals for alternative transactions;

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that Bancorp Financial’s obligation to pay to Old Second a termination fee of $8,500,000 if Bancorp Financial recommends or accepts an alternative acquisition proposal may deter others from proposing an alternative transaction that may be more advantageous to Bancorp Financial’s stockholders;

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the possible effects on Bancorp Financial should the parties fail to complete the merger, including the possible effects on Bancorp Financial’s common stock and the associated business and opportunity costs;

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that Bancorp Financial’s directors and executive officers have interests in the merger that are different from or in addition to those of its stockholders generally, as described in the section below entitled “Interests of Bancorp Financial Directors and Executive Officers in the Merger”; and

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the other risks described in the section entitled “Risk Factors” beginning on page 19 and the risks of investing in Old Second’s common stock identified in the Risk Factors sections of Old Second’s periodic reports filed with the SEC and incorporated by reference herein.

This discussion of the information and factors considered by Bancorp Financial’s board of directors in reaching its conclusions and recommendation includes the principal factors considered by the board of directors, but is not intended to be exhaustive and may not include all of the factors considered by Bancorp Financial’s board of directors. In view of the wide variety of factors considered in connection with its evaluation of the merger and the other transactions contemplated by the merger agreement, and the complexity of these matters, the Bancorp Financial board of directors did not find it useful and did not attempt to quantify, rank or assign any relative or specific weights to the various factors that it considered in reaching its determination to adopt and approve the merger and the other transactions contemplated by the merger agreement. Rather, the Bancorp Financial board of directors viewed its decisions as being based on the totality of the information presented to it and the factors it considered. In addition, individual members of the Bancorp Financial board of directors may have assigned different weights to different factors. The

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explanation of Bancorp Financial’s reasons for the merger includes statements that are forward-looking in nature and, therefore, should be read in light of the factors discussed above under “Cautionary Statement Regarding Forward-Looking Statements.”

The board of directors of