OLD SECOND BANCORP INC ( OSBC )

Jul 22, 2026Item 2.02, 9.01

Jul 21, 2026Item 8.01

Jul 8, 2026Item 5.02

Recent OSBC Form 144 notices of proposed sale

An insider files Form 144 before selling restricted or control stock. It announces a planned sale. If the sale goes ahead, it shows up later on a Form 4.

Filed	Filer	Relationship	Shares	Market value	Notice
Sep 23, 2026	COLLINS GARY S	Officer	20,000	$493K	View on EDGAR
Sep 8, 2026	HUGH H. MCLEAN	Director	25,000	$642K

OSBC insider trading FAQ

What is the latest insider trade for OSBC?

OLD SECOND BANCORP INC (OSBC) had 13 insider filings in the last 90 days, with the most recent on 2026-10-01. The full record for OSBC runs to 78 Form 4 filings, the earliest from 2024-10-04. InsiderAlpha adds new Form 4, Form 144 and 8-K filings as they arrive from SEC EDGAR.

How many insiders are buying OSBC stock?

No insider purchases of OSBC were filed in the last 90 days. 4 purchases are on record for this company.

How many insiders are selling OSBC stock?

6 insider sales of OSBC were filed in the last 90 days, totaling $3.69M.

Where can I see OSBC SEC filings (Form 4, 10-K, 10-Q, 8-K)?

This page collects OSBC Form 4 insider transactions, Form 144 sale notices and 8-K filings in one place. Annual 10-K and quarterly 10-Q reports live on the company's SEC EDGAR page.

More Financials companies with insider activity

Recent insider filings

The EDGAR links open each original Form 4, so you can check any number on this page against the filing it came from.

Oct 1, 2026 - James Eccher view on EDGAR
Oct 1, 2026 - Bradley S. Adams view on EDGAR
Oct 1, 2026 - Richard A. Gartelmann Jr. view on EDGAR
Oct 1, 2026 - Donald Pilmer view on EDGAR
Oct 1, 2026 - Gary S. Collins view on EDGAR
Sep 23, 2026 - Gary S. Collins view on EDGAR
Sep 11, 2026 - Gary S. Collins view on EDGAR
Sep 8, 2026 - Hugh H. McLean view on EDGAR
Sep 3, 2026 - Hugh H. McLean view on EDGAR

Related companies with recent insider activity

Learn more

Insider selling: signal or noise?: Why most insider sales are routine, and the few patterns worth a second look.
Form 144 vs Form 4: A Form 144 announces a planned sale; the Form 4 reports it after it happens.
Insider activity in Financials: Where OSBC's peers are being bought and sold.
Every recent Form 4: The market-wide feed, updated as filings arrive from SEC EDGAR.

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Form 4 transaction type

Transactions

Total value

Open-market sale

145,000

$3.69M

Grant or award

Other acquisition / disposition

213

Date

Insider

Transaction

Security

Price

Value

Mar 2, 2026

Gary S. Collins - Officer

Tax withholding / forfeiture

Old Second Bancorp, Inc. Common Stock

4,228^{footnote F2}

$19.91

$84K

Mar 2, 2026

Gary S. Collins - Officer

Grant or award

Old Second Bancorp, Inc. Common Stock

14,432^{footnote F1}

$0.00

Footnote F1 (shares): 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… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 14,432 previously reported performance-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common… Full note on SEC EDGAR

Mar 2, 2026

Donald Pilmer - Officer

Tax withholding / forfeiture

Old Second Bancorp, Inc. Common Stock

2,720^{footnote F2}

$19.91

$54K

Mar 2, 2026

Donald Pilmer - Officer

Grant or award

Old Second Bancorp, Inc. Common Stock

9,201^{footnote F1}

$0.00

Footnote F1 (shares): 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… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 9,201 previously reported performance-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common… Full note on SEC EDGAR

Mar 2, 2026

Tax withholding / forfeiture

Old Second Bancorp, Inc. Common Stock

1,537^{footnote F2}

$19.91

$31K

Mar 2, 2026

Grant or award

Old Second Bancorp, Inc. Common Stock

4,523^{footnote F1}

$0.00

Footnote F1 (shares): 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… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 4,523 previously reported performance-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common… Full note on SEC EDGAR

Mar 2, 2026

James Eccher - Officer

Tax withholding / forfeiture

Old Second Bancorp, Inc. Common Stock

12,838^{footnote F2}

$19.91

$256K

Mar 2, 2026

James Eccher - Officer

Grant or award

Old Second Bancorp, Inc. Common Stock

43,818^{footnote F1}

$0.00

Footnote F1 (shares): 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… Full note on SEC EDGAR
Footnote F2 (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… Full note on SEC EDGAR

Feb 17, 2026

Jill E. York

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Jill E. York

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These shares represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

John Williams Jr.

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

John Williams Jr.

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These shares represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Rocks Patti Temple

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Rocks Patti Temple

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Hugh H. McLean

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Hugh H. McLean

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Keith Kotche

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Keith Kotche

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These shares represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Dennis L. Klaeser

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Dennis L. Klaeser

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These shares represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Barry Finn

Grant or award

Restricted Stock Units

3,121^{footnote F1}

$0.00

Feb 21, 2026

Barry Finn

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F2}

$20.57

$63K

Footnote F1 (shares): These shares represent restricted stock units granted pursuant to the Old Second Bancorp, Inc. Long Term Incentive Plan. These shares have a three-year cliff vesting.
Footnote F2 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Edward Bonifas

Grant or award

Restricted Stock Units

3,121

$0.00

Feb 21, 2026

Edward Bonifas

Tax withholding / forfeiture

Restricted Stock Units

3,077^{footnote F1}

$20.57

$63K

Footnote F1 (shares): Represents shares vested upon the third anniversary of the date of grant previously reported and are now issued and added to the reporting person's common stock holdings outright.

Feb 17, 2026

Gary S. Collins - Officer

Grant or award

Restricted Stock Units

8,858^{footnote F1}

$0.00

Feb 21, 2026

Gary S. Collins - Officer

Tax withholding / forfeiture

Restricted Stock Units

2,784^{footnote F2}

$20.57

$57K

Footnote F1 (shares): Each restricted stock unit represents a contingent right to receive one share of common stock. The reporting person was granted 8,858 restricted stock units on the date of the grant, 4,429 of which are time-based restricted stock units that vest on the third anniversary of the… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 8,246 previously reported time-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock… Full note on SEC EDGAR

Feb 17, 2026

James Eccher - Officer

Grant or award

Restricted Stock Units

54,010^{footnote F1}

$0.00

Feb 21, 2026

James Eccher - Officer

Tax withholding / forfeiture

Restricted Stock Units

7,515^{footnote F2}

$20.57

$155K

Footnote F1 (shares): Each restricted stock unit represents a contingent right to receive one share of common stock. The reporting person was granted 54,010 restricted stock units on the date of the grant, 27,005 of which are time-based restricted stock units that vest on the third anniversary of the… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 25,038 previously reported time-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock… Full note on SEC EDGAR

Feb 17, 2026

Donald Pilmer - Officer

Grant or award

Restricted Stock Units

11,292^{footnote F1}

$0.00

Feb 21, 2026

Donald Pilmer - Officer

Tax withholding / forfeiture

Restricted Stock Units

1,818^{footnote F2}

$20.57

$37K

Footnote F1 (shares): Each restricted stock unit represents a contingent right to receive one share of common stock. The reporting person was granted 11,292 restricted stock units on the date of the grant, 5,646 of which are time-based restricted stock units that vest on the third anniversary of the… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 5,256 previously reported time-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock… Full note on SEC EDGAR

Feb 17, 2026

Grant or award

Restricted Stock Units

5,912^{footnote F1}

$0.00

Feb 21, 2026

Tax withholding / forfeiture

Restricted Stock Units

894^{footnote F2}

$20.57

$18K

Footnote F1 (shares): Each restricted stock unit represents a contingent right to receive one share of common stock. The reporting person was granted 5,912 restricted stock units on the date of the grant, 2,956 of which are time-based restricted stock units that vest on the third anniversary of the… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares withheld by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 2,585 previously reported time-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock… Full note on SEC EDGAR

Feb 17, 2026

Bradley S. Adams - Officer

Grant or award

Restricted Stock Units

25,428^{footnote F1}

$0.00

Feb 21, 2026

Bradley S. Adams - Officer

Tax withholding / forfeiture

Restricted Stock Units

2,923^{footnote F2}

$20.57

$60K

Footnote F1 (shares): Each restricted stock unit represents a contingent right to receive one share of common stock. The reporting person was granted 25,428 restricted stock units on the date of the grant, 12,714 of which are time-based restricted stock units that vest on the third anniversary of the… Full note on SEC EDGAR
Footnote F2 (shares): Represents shares held by the issuer to satisfy applicable tax withholding obligations in connection with the vesting of 8,946 previously reported time-based restricted stock units, the remaining shares of which were issued and added to the reporting person's common stock… Full note on SEC EDGAR

Feb 17, 2026

Darin Patrick Campbell - Officer

Grant or award

Restricted Stock

10,562^{footnote F1}

$0.00

Footnote F1 (shares): Each restricted stock unit represents a contingent right to receive one share of common stock. The reporting person was granted 10,562 restricted stock units on the date of the grant, 5,281 of which are time-based restricted stock units that vest on the third anniversary of the… Full note on SEC EDGAR

Feb 18, 2026

Darin Patrick Campbell - Officer

Open-market sale

Old Second Bancorp, Inc. Common Stock

35,000

$20.94

$733K

Feb 13, 2026

Darin Patrick Campbell - Officer

Open-market sale

Old Second Bancorp, Inc. Common Stock

$20.70

$2K

Feb 9, 2026

Grant or award

Old Second Bancorp, Inc. Common Stock

$21.21

$488

Feb 5, 2026

Open-market sale

Old Second Bancorp, Inc. Common Stock

2,000

$20.98

$42K

Jan 15, 2026

Open-market sale

Old Second Bancorp, Inc. Common Stock

2,897

$20.94

$61K

Jan 15, 2026

Open-market sale

Old Second Bancorp, Inc. Common Stock

1,865

$20.96

$39K

Sep 14, 2025

Other

Restricted Stock Units

10,551

$0.00

Nov 26, 2025

Open-market sale

Old Second Bancorp, Inc. Common Stock

13,150

$19.01

$250K

Nov 10, 2025

Grant or award

Old Second Bancorp, Inc. Common Stock

$18.35

$495

Oct 31, 2025

Darin Patrick Campbell - Officer

Open-market sale

Old second Bancorp Inc., Common Stock

31,159

$17.89

$557K

Oct 30, 2025

Darin Patrick Campbell - Officer

Open-market sale

Old second Bancorp Inc., Common Stock

26,406

$18.27

$482K

Sep 30, 2025