Jill E. York - 11 May 2021 Form 4 Insider Report for OLD SECOND BANCORP INC (OSBC)

Reporting relationship: Director
Issuer ticker: OSBC
Reported as of: 11 May 2021
Net transaction value: $0
SEC form: 4
Accepted by SEC: 21 Oct 2026, 17:10:49 UTC
Next SEC filing: 17 Feb 2022
Source filing: View source filing
Reporting owner signature: /s/ Shirley Cantrell, Attorney-in-Fact

Filing notes and source

Key filing fact

Jill E. York filed Form 4 for OLD SECOND BANCORP INC (OSBC) on 21 Oct 2026.

Key facts

This page summarizes Jill E. York's Form 4 filing for OLD SECOND BANCORP INC (OSBC).
22 reported transactions and 0 derivative rows are listed below.
Accepted by SEC: 21 Oct 2026, 17:10.

Change

No earlier filing in this sequence is available for direct comparison.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001244438 Primary reporting owner

YORK JILL E

Relationship: Director
Address: 37 S. RIVER ST., AURORA
Signature: /s/ Shirley Cantrell, Attorney-in-Fact
Signature date: 21 Oct 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.33%
Price: $14.08^*
Shares after: 4,320
Date: 11 May 2021
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +18
Change %: +0.41%
Price: $11.44^*
Shares after: 4,320
Date: 11 Aug 2021
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +15
Change %: +0.34%
Price: $13.81^*
Shares after: 4,320
Date: 09 Nov 2021
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.33%
Price: $14.43^*
Shares after: 4,320
Date: 08 Feb 2022
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.33%
Price: $14.14^*
Shares after: 4,320
Date: 10 May 2022
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +15
Change %: +0.34%
Price: $13.98^*
Shares after: 4,320
Date: 09 Aug 2022
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +12
Change %: +0.28%
Price: $16.97^*
Shares after: 4,320
Date: 08 Nov 2022
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +12
Change %: +0.28%
Price: $17.21^*
Shares after: 4,320
Date: 07 Feb 2023
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +18
Change %: +0.43%
Price: $11.16^*
Shares after: 4,320
Date: 09 May 2023
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +13
Change %: +0.3%
Price: $15.99^*
Shares after: 4,320
Date: 08 Aug 2023
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +15
Change %: +0.34%
Price: $14.27^*
Shares after: 4,320
Date: 07 Nov 2023
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +15
Change %: +0.36%
Price: $13.46^*
Shares after: 4,320
Date: 06 Feb 2024
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.34%
Price: $14.43^*
Shares after: 4,320
Date: 06 May 2024
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.33%
Price: $14.86^*
Shares after: 4,320
Date: 05 Aug 2024
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +16
Change %: +0.36%
Price: $16.15^*
Shares after: 4,320
Date: 04 Nov 2024
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +13
Change %: +0.31%
Price: $19.02^*
Shares after: 4,320
Date: 10 Feb 2025
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +16
Change %: +0.36%
Price: $16.30^*
Shares after: 4,320
Date: 05 May 2025
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +15
Change %: +0.36%
Price: $16.61^*
Shares after: 4,320
Date: 04 Aug 2025
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +16
Change %: +0.38%
Price: $18.35^*
Shares after: 4,320
Date: 10 Nov 2025
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.33%
Price: $21.21^*
Shares after: 4,320
Date: 09 Feb 2026
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +14
Change %: +0.33%
Price: $20.90^*
Shares after: 4,320
Date: 11 May 2026
Ownership: Direct
Footnotes: F1, F2

OSBC transaction

Old Second Bancorp, Inc. Common Stock

Small acquisition under Rule 16a-6

Transaction value
Shares: +12
Change %: +0.28%
Price: $25.38^*
Shares after: 4,320
Date: 10 Aug 2026
Ownership: Direct
Footnotes: F1, F2

OSBC holding

Old Second Bancorp, Inc. Common Stock

No transaction description listed

Transaction value
Shares
Change %
Price
Shares after: 15,430
Date: 11 May 2021
Ownership: Living Trust
Footnotes: F3

OSBC holding

Restricted Stock Units

No transaction description listed

Transaction value
Shares
Change %
Price
Shares after: 10,595
Date: 11 May 2021
Ownership: Direct

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Explanation of responses 3 footnotes

Footnote F1

Represents shares acquired through the automatic reinvestment of cash dividends paid on shares of the Issuer's common stock held in the Reporting Person's individual retirement account, under a dividend reinvestment feature offered by the account custodian. The custodian's reinvestment feature is not a plan sponsored by the Issuer. These acquisitions were not previously reported because of an administrative oversight, and are reported herein to correct the omission.

Footnote F2

The amount of securities beneficially owned represents the Reporting Person's holdings in her individual retirement account as of the date hereof, after giving effect to all dividend reinvestment transactions reported herein. The transactions reported herein were not previously reported.

Footnote F3

The Reporting Person additionally beneficially owns 15,430 shares through her living trust as of October 15, 2026. This amount reflects her current trust holdings and supersedes the trust balance previously reported.

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