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OLD SECOND BANCORP INC vice chairman Gary S. Collins filed an update to his share holdings, highlighting routine plan-related activity. The filing shows 37 Old Second Bancorp, Inc. common shares were allocated to his 401(k) during the second quarter under the company’s Employee Salary and Savings Plan, bringing that indirect 401(k) position to 7,095 shares as of June 30, 2026. Collins also reports 30,136 common shares held directly in a brokerage account and 58,136.085 common shares held indirectly through IRAs, along with 37,312 restricted stock units.
OLD SECOND BANCORP INC executive Donald Pilmer reported updated share holdings, including small benefit-plan allocations. As of the reported date, he held 39,498 Restricted Stock Units directly and 48,054 shares of Old Second Bancorp common stock in a brokerage account in his name. Indirect holdings included 1,450 shares in a spouse’s IRA, 4,037 shares through a 401(k) salary and savings plan, and 184 shares through an employees profit sharing plan, with 14 and 1 shares respectively allocated during the second quarter at no stated price. These changes reflect routine plan-related adjustments rather than open-market trading.
OLD SECOND BANCORP INC Chairman and CEO James Eccher reported updated holdings of company stock and equity awards. The filing shows 188,252 Restricted Stock Units held directly and 378,399 shares of Old Second Bancorp common stock held directly, including shares in a brokerage account and shares held jointly with his spouse.
In addition, plan-related activity allocated 111 shares during the second quarter under the company’s Salary and Savings Plan and 21 shares under the Employees Profit Sharing Plan, leaving indirect holdings of 33,498 shares and 6,378 shares, respectively, as of June 30, 2026. These are reported as "other" transactions rather than open-market buys or sells.
OLD SECOND BANCORP INC executive Richard A. Gartelmann Jr., an EVP, reported updated holdings and a small plan-related allocation of company stock. A Form 4 entry shows 42 shares of Old Second Bancorp, Inc. common stock were allocated during the second quarter under the company’s Employee Salary and Savings Plan, based on information from the plan trustee as of June 30, 2026.
Following these updates, he directly holds 21,294 Restricted Stock Units and 29,551 shares of common stock, and indirectly holds 12,648 shares of common stock through a 401(k) plan. The filing reflects compensation and retirement-plan activity rather than open-market trading.
Old Second Bancorp, Inc. announced plans to release its financial results for the second quarter of 2026 after the market closes on July 22, 2026. The company will then host an earnings conference call on July 23, 2026 at 10:00 a.m. Eastern Time (9:00 a.m. Central Time).
Investors can listen to the call via a live webcast at https://www.webcaster5.com/Webcast/Page/2239/54212 or through the Events section of the Old Second investor relations website. A replay of the webcast will be available on the Events page for up to one year after the call date.
Old Second Bancorp, Inc. authorized a new share repurchase program allowing the company to buy back up to $61.2 million of its common stock. The program will run from July 1, 2026 through June 30, 2027 and has received nonobjection from the Federal Reserve Bank of Chicago.
Repurchases may occur through open market purchases, SEC Rule 10b5-1 trading plans, privately negotiated transactions or other methods, with timing, amount and pricing at management’s discretion and subject to market, economic, legal and regulatory factors. The company is not obligated to repurchase any shares, and activity can be started, stopped or suspended at any time. The existing plan is scheduled to expire on June 30, 2026.
Old Second Bancorp, Inc. reports that director Dennis Klaeser has resigned from the boards of both Old Second Bancorp, Inc. and Old Second National Bank, effective immediately. In his letter, he expressed appreciation for serving over the past five years as the company has grown.
The company states that his resignation is not the result of any disagreement with Old Second. Klaeser served as a Class II director with a term expiring at Old Second’s 2027 annual meeting and was a member of the Executive, Audit, Compensation, Risk, and Capital Committees. Old Second does not plan to immediately fill the vacancy and will instead reduce the size of the Board by one member.
OLD SECOND BANCORP INC director and vice chairman Gary S. Collins reported an open-market sale of 5,120 shares of Old Second Bancorp, Inc. common stock at $21.12 per share from an IRA account. The transaction is classified as an indirect sale because the shares are held in an IRA.
After this sale, the filing shows Collins indirectly holding 58,136.085 Old Second Bancorp, Inc. common shares in the IRA, 7,058 common shares through a 401‑K plan, and directly holding 30,136 common shares. He also directly holds 37,312 Restricted Stock Units, which represent additional equity-based compensation.
Old Second Bancorp Inc. vice chairman and director Gary S. Collins reported an open-market sale of 10,000 shares of Old Second Bancorp common stock at $21.12 per share through an IRA. After this transaction, the IRA holds 63,256.085 shares.
The filing also shows Collins with 30,136 shares of common stock held directly, 7,058 shares held indirectly through a 401-K, and 37,312 restricted stock units as of the reported date. These additional lines reflect reported holdings rather than new purchases or sales.
Old Second Bancorp, Inc. held its Annual Meeting of Stockholders on May 19, 2026. Of the 51,779,472 shares eligible to vote, 44,215,472 were represented in person or by proxy, representing approximately 85.39% of the outstanding shares.
Stockholders elected Class I directors Darin Campbell, Billy J. Lyons, Jr., Patti Temple Rocks, and John Williams, Jr. to terms expiring in 2029. The nominees received between 35,257,039 and 36,786,104 votes for, with broker non-votes of 4,815,715 on each. Stockholders also approved two additional proposals, which received 37,948,165 and 43,850,137 votes for, respectively.