Old Second Bancorp (OSBC) CEO reports stock award and tax-share withholding

Rhea-AI Filing Summary

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.

Insider Trade Summary

5 transactions reported

Mixed 5 txns

Insider Eccher James

Role CHAIRMAN AND CEO

Type	Security	Shares	Price	Value
Grant/Award	Old Second Bancorp, Inc. Common Stock	43,818	$0.00	--
Tax Withholding	Old Second Bancorp, Inc. Common Stock	12,838	$19.91	$256K
holding	Old Second Bancorp, Inc. Common Stock	--	--	--
holding	Old Second Bancorp, Inc. Common Stock	--	--	--
holding	Restricted Stock Units	--	--	--

Holdings After Transaction: Old Second Bancorp, Inc. Common Stock — 391,237 shares (Direct); Old Second Bancorp, Inc. Common Stock — 33,018 shares (Indirect, By 401-K); Restricted Stock Units — 188,252 shares (Direct)

Footnotes (1)

1. Shares delivered to the reporting person pursuant to vesting of performance-based restricted stock units granted under the Old Second Bancorp, Inc. 2019 Equity Incentive Plan, as Amended and Restated and vested upon achievement of performance goals for the applicable performance period. The reporting person reported an acquisition of 25,038 on Form 4 filed February 21, 2023, which represented the number of shares that would be delivered if target performance was achieved during the performance period. Actual performance exceeded the target performance for the performance period which resulted in an additional grant of 18,780 shares. Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 43,818 previously reported performance-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock holdings. Included in this total are 30,980 shares held in the reporting person's name outright; 347,271 shares held with a brokerage firm and 148 shares held jointly with spouse.

Form 4 Insider Transactions: What Each Field Means →

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Eccher James

(Last) (First) (Middle)

37 S. RIVER ST.

(Street)

AURORA IL 60506

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
OLD SECOND BANCORP INC [ OSBC ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	CHAIRMAN AND CEO

3. Date of Earliest Transaction (Month/Day/Year)
03/02/2026

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Old Second Bancorp, Inc. Common Stock	03/02/2026		A		43,818(1)	A	$0	391,237	D
Old Second Bancorp, Inc. Common Stock	03/02/2026		F		12,838(2)	D	$19.91	378,399(3)	D
Old Second Bancorp, Inc. Common Stock								33,018	I	By 401-K
Old Second Bancorp, Inc. Common Stock								6,335	I	By Profit Sharing
Restricted Stock Units								188,252	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. Shares delivered to the reporting person pursuant to vesting of performance-based restricted stock units granted under the Old Second Bancorp, Inc. 2019 Equity Incentive Plan, as Amended and Restated and vested upon achievement of performance goals for the applicable performance period. The reporting person reported an acquisition of 25,038 on Form 4 filed February 21, 2023, which represented the number of shares that would be delivered if target performance was achieved during the performance period. Actual performance exceeded the target performance for the performance period which resulted in an additional grant of 18,780 shares.

2. Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 43,818 previously reported performance-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock holdings.

3. Included in this total are 30,980 shares held in the reporting person's name outright; 347,271 shares held with a brokerage firm and 148 shares held jointly with spouse.

	/s/ Shirley Cantrell, Attorney-in-Fact	03/04/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
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FAQ

What insider transactions did OSBC Chairman and CEO James Eccher report?

James Eccher reported a grant of 43,818 Old Second Bancorp common shares and a disposition of 12,838 shares to satisfy tax withholding. These transactions reflect equity compensation activity, not open-market buying or selling, and were tied to performance-based restricted stock units.

Was the OSBC insider transaction by James Eccher a stock purchase or sale?

The filing shows an equity award and tax withholding, not a traditional market purchase or sale. Eccher acquired 43,818 shares through vested performance-based restricted stock units and disposed of 12,838 shares withheld by the issuer to cover applicable tax obligations on that vesting.

How many OSBC shares did James Eccher own after the reported Form 4 activity?

After the reported award and tax-withholding disposition, James Eccher directly held 378,399 shares of Old Second Bancorp common stock. The filing also notes additional indirect holdings in retirement and profit-sharing plans and a separate balance of restricted stock units reported as outstanding.

What price per share was used for the OSBC tax-withholding shares?

For the shares disposed to cover tax withholding, the Form 4 reports a price of $19.91 per Old Second Bancorp common share. These shares were withheld by the issuer in connection with vesting, rather than sold in an open-market transaction on a stock exchange.

What performance conditions affected James Eccher’s OSBC share award?

The award shares came from performance-based restricted stock units that vested under Old Second Bancorp’s 2019 Equity Incentive Plan. Footnotes state actual performance exceeded the target, resulting in an additional 18,780 shares beyond the previously reported target-level 25,038-share award.