OSBC EVP updates holdings via benefit plans

Q: Which indirect OSBC share holdings does Donald Pilmer report in retirement and benefit plans?

Indirect holdings include 1,450 shares in a spouse’s IRA, 4,037 shares via a 401(k) salary and savings plan, and 184 shares through an employees profit sharing plan. These figures reflect shares held for his benefit in various retirement-related accounts.

OLD SECOND BANCORP INC executive Donald Pilmer reported updated share holdings, including small benefit-plan allocations.

Filing Impact

(Neutral)

Filing Sentiment

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Form Type

Rhea-AI Filing Summary

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.

Insider Trade Summary

Other: 15 shares

Other 5 txns

Insider Pilmer Donald

Role EVP

Type	Security	Shares	Price	Value
Other	Old Second Bancorp, Inc. Common Stock	1	$0.00	$0.00
Other	Old Second Bancorp, Inc. Common Stock	14	$0.00	$0.00
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 — 184 shares (Indirect, By Profit Sharing Plan); Old Second Bancorp, Inc. Common Stock — 4,037 shares (Indirect, By 401-K Plan); Old Second Bancorp, Inc. Common Stock — 1,450 shares (Indirect, Spouse's IRA); Old Second Bancorp, Inc. Common Stock — 48,054 shares (Direct); Restricted Stock Units — 39,498 shares (Direct)

Footnotes (4)

F1. Of this total, 1 share was allocated during the second quarter pursuant to the Old Second Bancorp, Inc. Employees Profit Sharing Plan and Trust. Information herein was provided by the Plan Trustee as of 6-30-26.
F2. Of this total, 14 shares were allocated during the second quarter pursuant to the Old Second Bancorp, Inc. Salary and Savings Plan. Information was provided herein by the Plan Trustee as of 6-30-26.
F3. These shares are held in spouse's IRA for which Mr. Pilmer is listed as a beneficiary.
F4. These shares are held in a brokerage account in Mr. Pilmer's name.

Key Figures

Restricted Stock Units: 39,498 units Direct common stock: 48,054 shares Spouse IRA holdings: 1,450 shares +5 more

8 metrics

Restricted Stock Units 39,498 units Direct RSU holdings as of 06-30-26

Direct common stock 48,054 shares Shares held in brokerage account as of 06-30-26

Spouse IRA holdings 1,450 shares Indirect ownership via spouse's IRA as of 06-30-26

401(k) plan holdings 4,037 shares Indirect ownership by 401-K Salary and Savings Plan

Profit sharing plan holdings 184 shares Indirect ownership by Employees Profit Sharing Plan

Quarterly 401(k) allocation 14 shares Allocated during second quarter via Salary and Savings Plan

Quarterly profit sharing allocation 1 share Allocated during second quarter via Profit Sharing Plan

Restructuring-related shares 15 shares Total J-code other transactions in this filing

Key Terms

Restricted Stock Units, Employees Profit Sharing Plan, Salary and Savings Plan, Spouse's IRA, +1 more

5 terms

Restricted Stock Units financial

"security_title: "Restricted Stock Units" with 39,498.0000 units following the transaction"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

Salary and Savings Plan financial

"14 shares were allocated during the second quarter pursuant to the Old Second Bancorp, Inc. Salary and Savings Plan"

Spouse's IRA financial

"These shares are held in spouse's IRA for which Mr. Pilmer is listed as a beneficiary"

transaction code J financial

"transaction_code: "J" with description "Other acquisition or disposition" for non-derivative common stock"

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What did OSBC executive Donald Pilmer report in this Form 4?

Donald Pilmer reported updated equity holdings, mainly from benefit-plan allocations. The filing shows his direct restricted stock units, direct common stock, and indirect holdings via a spouse’s IRA, a 401(k) salary and savings plan, and an employees profit sharing plan, with minor share increases from plan allocations.

How many Restricted Stock Units does Donald Pilmer hold at Old Second Bancorp (OSBC)?

Donald Pilmer holds 39,498 Restricted Stock Units at Old Second Bancorp. These RSUs represent a deferred equity interest typically subject to vesting conditions. They are reported as a direct holding and remain unexercised derivative-based compensation as of the filing date.

What are Donald Pilmer’s direct common stock holdings in OSBC after these transactions?

Pilmer directly holds 48,054 shares of Old Second Bancorp common stock. Footnotes indicate these shares are maintained in a brokerage account in his name, separate from shares held through retirement or profit sharing plans, which are reported as indirect ownership.

What do the J-code transactions in Donald Pilmer’s OSBC Form 4 represent?

The J-code entries reflect other non-market transactions tied to benefit plans. The filing shows 14 shares allocated during the quarter to a 401(k) salary and savings plan and 1 share allocated to an employees profit sharing plan, both at a reported price of $0.00 per share.

Did Donald Pilmer buy or sell OSBC shares on the open market in this Form 4?

The Form 4 does not report any open-market purchases or sales. Transactions are classified as holdings updates and other plan-related allocations, not coded as open-market buy (P) or sell (S) trades, indicating routine equity and retirement plan activity.

AI-generated analysis. How Rhea-AI works. Not financial advice.

Form 4 Insider Transactions: What Each Field Means →

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Accepted by SEC EDGAR 07/02/2026 - 10:15 AM

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

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

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^*

Pilmer Donald

(Last)

(First)

(Middle)

37 S. RIVER ST.

(Street)

AURORA

ILLINOIS

60506

(City)

(State)

(Zip)

UNITED STATES

(Country)

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

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

	Director	10% Owner
X	Officer (give title below)	Other (specify below)
	EVP

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
06/30/2026

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

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

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

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)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Old Second Bancorp, Inc. Common Stock	06/30/2026		J		1⁽¹⁾	A	$0	184	I	By Profit Sharing Plan
Old Second Bancorp, Inc. Common Stock	06/30/2026		J		14⁽²⁾	A	$0	4,037	I	By 401-K Plan
Old Second Bancorp, Inc. Common Stock								1,450⁽³⁾	I	Spouse's IRA
Old Second Bancorp, Inc. Common Stock								48,054⁽⁴⁾	D
Restricted Stock Units								39,498	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)
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)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

Explanation of Responses:

1. Of this total, 1 share was allocated during the second quarter pursuant to the Old Second Bancorp, Inc. Employees Profit Sharing Plan and Trust. Information herein was provided by the Plan Trustee as of 6-30-26.

2. Of this total, 14 shares were allocated during the second quarter pursuant to the Old Second Bancorp, Inc. Salary and Savings Plan. Information was provided herein by the Plan Trustee as of 6-30-26.

3. These shares are held in spouse's IRA for which Mr. Pilmer is listed as a beneficiary.

4. These shares are held in a brokerage account in Mr. Pilmer's name.

	/s/ Shirley Cantrell, Attorney-in-Fact	07/02/2026
	** 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).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR