Welcome to our dedicated page for Old Second Bancorp Ill SEC filings (Ticker: OSBC), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
Old Second Bancorp Inc. filings document the regulatory disclosures of a Nasdaq-listed bank holding company and the parent of Old Second National Bank. Recent 8-K reports record quarterly results, loan portfolio disclosures, cash dividend declarations, earnings-call notices, capital actions and other material events affecting the company's banking operations and common stock.
The filing record also includes capital-structure disclosures such as common-share repurchase authorization and subordinated note redemption matters, including Federal Reserve non-objection references where applicable. Proxy materials provide annual governance disclosures, executive compensation information and equity-award data for the public company.
OLD SECOND BANCORP INC executive vice president Donald Pilmer reported equity compensation-related transactions in company common stock. He acquired 9,201 shares at no cost through vesting of performance-based restricted stock units tied to the 2019 Equity Incentive Plan after performance goals were achieved above target, resulting in an additional 3,945 shares beyond a previously reported target amount. To cover tax withholding on the 9,201 vested shares, 2,720 shares were withheld by the issuer at a price of $19.91 per share, with the remaining shares added to his direct common stock holdings. Following these transactions, he reports directly holding 73,054 common shares, along with indirect holdings through a 401(k) plan, a profit-sharing plan, and his spouse’s IRA, and 39,498 restricted stock units.
Old Second Bancorp executive vice president Richard A. Gartelmann Jr. reported equity compensation activity in company stock. He acquired 4,523 shares of Old Second Bancorp, Inc. common stock at $0.00 per share through the vesting of performance-based restricted stock units granted under the 2019 Equity Incentive Plan. Footnotes explain that earlier he had reported 2,585 units based on target performance and that stronger results led to an additional 1,938 shares being delivered. The company withheld 1,537 shares at a price of $19.91 per share to cover tax obligations related to the vesting, rather than through an open-market sale. Following these transactions, the filing notes a mix of directly held shares, brokerage holdings, 401(k) shares, and restricted stock units.
Old Second Bancorp Chairman and CEO James Eccher reported equity compensation activity in company stock. He received a grant/award of 43,818 Old Second Bancorp, Inc. common shares tied to performance-based restricted stock units, and 12,838 shares were disposed of at $19.91 per share to cover tax withholding. After these transactions, he directly owned 378,399 common shares.
Old Second Bancorp, Inc. plans to redeem $30,000,000 aggregate principal amount of its 3.50% Fixed-to-Floating Rate Subordinated Notes due 2031 on April 15, 2026. The notes will be redeemed at 100% of the principal amount being redeemed, plus accrued and unpaid interest up to, but excluding, the redemption date.
After this transaction, $30,000,000 aggregate principal amount of the notes will remain outstanding. The company has received non-objection from the Federal Reserve Bank of Chicago, and interest on the redeemed notes will cease to accrue after the redemption date. Payment will be handled through U.S. Bank National Association as paying agent, including through Depository Trust Company procedures for book-entry holders.
Old Second Bancorp, Inc. filed its annual report describing a growing community banking franchise centered in northern Illinois and expanded national niches. In 2025 it closed the acquisition of Bancorp Financial, adding Evergreen Bank Group with about $1.43 billion of assets, $1.20 billion of loans and $1.23 billion of deposits, paid with 7.9 million Old Second shares and $48.9 million in cash.
Total loans rose by $1.27 billion year over year, largely from this deal, and the mix shifted toward consumer categories, including a new nationwide powersport portfolio representing 13.3% of loans at year-end 2025. Commercial real estate remained the largest category at 36.5% of loans, with concentrations actively stress tested and mostly located in Illinois, Wisconsin and Indiana. The bank also reported $2.29 billion of wealth management assets under administration and 1,062 full-time equivalent employees, emphasizing relationship-based service, CRA "outstanding" performance, and continued compliance with strengthened capital, risk management and fair lending standards.
OLD SECOND BANCORP INC director Jill E. York reported a mix of equity award activity and tax-related share withholding. On February 17, she acquired 3,121 Restricted Stock Units (RSUs) as a grant under the Long Term Incentive Plan, with three-year cliff vesting.
On February 21, 3,077 RSUs were disposed of at $20.57 per share to cover tax liabilities upon vesting of a prior award, a non–open-market transaction. Following these events, she holds OSBC common stock both directly and indirectly, including shares held in trust with her spouse.
OLD SECOND BANCORP INC director John Williams Jr. reported equity compensation and related tax withholding transactions. On February 17, 2026, he acquired 3,121 Restricted Stock Units as a grant under the Long Term Incentive Plan, which carries three-year cliff vesting. On February 21, 2026, 3,077 RSUs were disposed of through a tax-withholding disposition at $20.57 per share to cover tax liabilities. Following these transactions, he directly held 10,595 RSUs and 36,830 shares of Old Second Bancorp common stock. The common stock total includes 6,157 shares held in his name, 20,548 shares held with a brokerage, and 10,125 shares held in a trust.
OLD SECOND BANCORP INC director Patti Temple Rocks reported equity compensation activity involving restricted stock units and related tax withholding. On February 17, 2026, she acquired 3,121 restricted stock units as a grant under the Old Second Bancorp, Inc. Long Term Incentive Plan, with three-year cliff vesting.
On February 21, 2026, 3,077 shares were delivered to cover tax liabilities at $20.57 per share, reducing her restricted stock unit holdings to 10,595 units held directly. Following these transactions, she also reported 20,351 shares of Old Second Bancorp common stock held directly and 18,678.85 shares held indirectly through an IRA.
OLD SECOND BANCORP INC director Hugh H. McLean reported equity award activity involving restricted stock units and common stock. On February 17, 2026, he received a grant of 3,121 restricted stock units at $0.00 per unit under the company’s Long Term Incentive Plan, which carry a three-year cliff vesting schedule.
Upon vesting on the third anniversary of the prior grant, 3,077 shares of common stock were issued and added to his holdings, with a related tax-withholding disposition of 3,077 restricted stock units at $20.57 per share on February 21, 2026. Following these transactions, he directly held 10,595 restricted stock units and 157,274 shares of Old Second Bancorp, Inc. common stock.
Old Second Bancorp director Billy J. Lyons Jr. received a grant of 3,121 Restricted Stock Units on February 17 under the company’s Long Term Incentive Plan, with three-year cliff vesting. On February 21, 3,077 units were disposed of to cover tax withholding at $20.57 per share. Following these transactions, he directly holds 10,595 restricted stock units and 20,073 shares of Old Second Bancorp common stock.