Material Event (Form 8-K)

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The Board of Directors of Old Second Bancorp, Inc. (the "Company") has authorized a new share repurchase program under which the Company may repurchase up to $61.2 million of additional shares of the Company's common stock from July 1, 2026 through June 30, 2027 (the "Repurchase Program"). The Company has received nonobjection from the Federal Reserve Bank of Chicago to the Repurchase Program.

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Repurchases by the Company under the Repurchase Program may be made from time to time through open market purchases, trading plans established in accordance with U.S. Securities and Exchange Commission rules, privately negotiated transactions, or by other means. The actual means and timing of any repurchases, quantity of purchased shares and prices will be, subject to certain limitations, at the discretion of management and will depend on a number of factors, including, without limitation, market prices of the Company's common stock, general market and economic conditions, and applicable legal and regulatory requirements. Repurchases under the Repurchase Program may be initiated, discontinued, suspended or restarted at any time. The Company is not obligated to repurchase any shares under the Repurchase Program.

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The Company's existing share repurchase plan is scheduled to expire on June 30, 2026.

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