CFCB / Centrue Financial Corp. - Pengajuan SECLaporan Tahunan, Pernyataan Proksi

Centrue Financial Corp.
US ˙ NASDAQ
HINDI NA ACTIVE ANG SIMBONG ITO

Mga Batayang Estadistika
CIK 1019650
SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to Centrue Financial Corp.
SEC Filings (Chronological Order)
Halaman ini menyediakan daftar lengkap dan kronologis dari Pengajuan SEC, tidak termasuk pengajuan kepemilikan yang kami sediakan di tempat lain.
June 19, 2017 15-12B

Centrue Financial 15-12B

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE ACT OF 1934 OR SUSPENSION OF DUTY TO FILE REPORTS UNDER SECTIONS 13 AND 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. Commission File Number 001-37574 Centrue Financial Corporation (Exact name of registrant as specifi

June 14, 2017 8-K

Changes in Control of Registrant, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Entry into a Material Definitive Agreement, Material Modification to Rights of Security Holders, Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing, Financial Statements and Exhibits, Completion of Acquisition or Disposition of Assets

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of report (Date of earliest event reported): June 9, 2017 Centrue Financial Corporation (Exact Name of Registrant as Specified in Charter) Delaware 000-28846 36-3145350 (State or Other Jurisdiction of Incorporation) (Commission File Number) (IRS Employer Identification No.

June 14, 2017 EX-4.1

FIRST SUPPLEMENTAL INDENTURE FLOATING RATE JUNIOR SUBORDINATED DEFERRABLE INTEREST DEBENTURES DUE 2034

Exhibit 4.1 FIRST SUPPLEMENTAL INDENTURE FLOATING RATE JUNIOR SUBORDINATED DEFERRABLE INTEREST DEBENTURES DUE 2034 THIS FIRST SUPPLEMENTAL INDENTURE (this ?First Supplemental Indenture?), dated as of June 9, 2017, is by and among Centrue Financial Corporation, a Delaware corporation (the ?Company?), Midland States Bancorp, Inc., an Illinois corporation (the ?Successor Company?), and U. S. Bank Nat

June 13, 2017 SC 13D/A

CFCB / Centrue Financial Corp. / Capital Z Partners III GP, L.P. - SC 13D/A Activist Investment

SC 13D/A 1 formsc13da.htm SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 2)* Centrue Financial Corporation (Name of Issuer) Common Stock, $0.01 par value per share (Title of Class of Securities) 15643B205 (CUSIP Number) Capital Z Partners Centrue AIV, L.P.. 142 West 57th Street New York, New Yor

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 S-8 POS

Centrue Financial S-8 POS

As filed with the Securities and Exchange Commission on June 9, 2017. Registration No. 333-16359 Registration No. 333-49729 Registration No. 333-92549 Registration No. 333-119394 Registration No. 333-133831 Registration No. 333-139026 Registration No. 333-145790 Registration No. 333-148127 Registration No. 333-157566 Registration No. 333-165804 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Wash

June 9, 2017 POS AM

Centrue Financial POS AM

As filed with the Securities and Exchange Commission on June 9, 2017 Registration No.

June 9, 2017 POS AM

Centrue Financial POS AM

As filed with the Securities and Exchange Commission on June 9, 2017 Registration No.

June 9, 2017 POS AM

Centrue Financial POS AM

As filed with the Securities and Exchange Commission on June 9, 2017 Registration No.

June 7, 2017 8-K

Current Report

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 7, 2017 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation (

June 7, 2017 EX-99.1

Centrue Financial Corporation Announces Shareholder Approval for Merger

Exhibit Press Release Centrue Financial Corporation Announces Shareholder Approval for Merger Ottawa, IL, June 7, 2017 - Centrue Financial Corporation (NASDAQ: CFCB) (?Centrue?) today announced that Centrue?s shareholders voted in favor of the approval of the merger agreement between Centrue and Midland States Bancorp, Inc.

May 30, 2017 425

Midland States Bancorp 425 (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule 14a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 333-216708 Press Release Midland States Bancorp, Inc. and Centrue Financial Corporation Announce Election Deadline Effingham, IL and Ottawa, IL, May 30, 2

May 10, 2017 10-Q

CFCB / Centrue Financial Corp. 10-Q (Quarterly Report)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q QUARTERLY REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the quarterly period ended March 31, 2017 Commission File Number: 0-28846 Centrue Financial Corporation (Exact name of Registrant as specified in its charter) Delaware 36-3145350 (State or other jurisdiction of incorporation o

April 27, 2017 425

Midland States Bancorp 425 (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule l4a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 333-216708 MidlandStates Bancorp, Inc. NASDAQ: MSBI First Quarter 2017 Earnings Call Forward-Looking Statements. This presentation may contain forward-loo

April 27, 2017 8-K

Current Report

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 27, 2017 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation

April 27, 2017 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES 2017 FIRST QUARTER RESULTS

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES 2017 FIRST QUARTER RESULTS Highlights ? On January 26, 2017, a definitive agreement was entered into for Midland States Bancorp, Inc.

April 26, 2017 425

Midland States Bancorp 425 (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule l4a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 333-216708 2016 Annual Report 2015 Annual Report COVERB The world changes. Banking changes. New technologies and methods of communication allow people to

April 19, 2017 425

Midland States Bancorp 425 (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule l4a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 333-216708 Press Release Midland States Bancorp, Inc. Receives Federal Reserve Approval for Pending Acquisition of Centrue Financial Corporation EFFINGHAM

March 24, 2017 10-K/A

CFCB / Centrue Financial Corp. 10-K/A (Annual Report)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A (Amendment No. 1) ANNUAL REPORT PURSUANT TO SECTION 13 OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2016 Commission File Number: 0-28846 Centrue Financial Corporation (Exact name of Registrant as specified in its charter) Delaware 36-3145350 (State or other jurisdiction of incorpora

March 2, 2017 10-K

Centrue Financial 10-K (Annual Report)

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ANNUAL REPORT PURSUANT TO SECTION 13 OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2016 Commission File Number: 0-28846 Centrue Financial Corporation ( Exact name of Registrant as specified in its charter ) Delaware 36-3145350 (State or other jurisdiction of incorporation or o

February 24, 2017 425

Centrue Financial SHAREHOLDER LETTER (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule l4a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 001-37574 The following letter was sent to shareholders of Midland States Bancorp, Inc. on February 24, 2017. Dear Shareholders: The fourth quarter of 201

February 13, 2017 SC 13G/A

CFCB / Centrue Financial Corp. / Stieven Capital Advisors, L.P. - CENTRUE FINANCIAL CORPORATION Passive Investment

SC 13G/A 1 p17-0439sc13ga.htm CENTRUE FINANCIAL CORPORATION SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G/A Under the Securities Exchange Act of 1934 (Amendment No. 1)* Centrue Financial Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 15643B205 (CUSIP Number) December 31, 2016 (Date of event which requires filing of this

February 2, 2017 SC 13D/A

CFCB / Centrue Financial Corp. / FJ Capital Management LLC Activist Investment

SC 13D/A 1 eps7117.htm UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 1 ) Centrue Financial Corporation (CFCB) (Name of Issuer) Common Stock (Title of Class of Securities) 15643B2051 (CUSIP Number) Andrew Jose Compliance Officer FJ Capital Management LLC 1313 Dolley Madison Blvd, Suite 306, McLean, VA. 2

January 30, 2017 SC 13D/A

CFCB / Centrue Financial Corp. / Capital Z Partners III GP, L.P. - SCHEDULE 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 1)* Centrue Financial Corporation (Name of Issuer) Common Stock, $0.01 par value per share (Title of Class of Securities) 15643B205 (CUSIP Number) Capital Z Partners Centrue AIV, L.P. 142 West 57th Street New York, NY 10019 Attn: Craig A. Fisher Telephone: (

January 26, 2017 EX-99.2

Centrue Financial Corporation Earnings Presentation December 31, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements include

fourthquarter2016earning Centrue Financial Corporation Earnings Presentation December 31, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995.

January 26, 2017 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES 4TH QUARTER 2016 RESULTS

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES 4TH QUARTER 2016 RESULTS Highlights ? Income before taxes grew 93.

January 26, 2017 8-K

Current Report

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): January 26, 2017 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporati

January 26, 2017 425

Centrue Financial INVESTOR PRESENTATION (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule l4a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 001-37574 Midland States Bancorp Acquisition of Centrue Financial Corporation 2 Forward-Looking Statements. This presentation may contain forward-looking

January 26, 2017 425

Centrue Financial EMPLOYEE EMAIL (Prospectus)

Filed by Midland States Bancorp, Inc. Pursuant to Rule 425 under the Securities Act of 1933 and deemed filed pursuant to Rule l4a-12 under the Securities Exchange Act of 1934 Subject Company: Centrue Financial Corporation Commission File Number: 001-37574 Midland States Bank Employee Email Announcement Subject: Midland States Bancorp, Inc. Agrees to Acquire Centrue Bank I am pleased to let you kno

January 26, 2017 EX-2.1

AGREEMENT AND PLAN OF MERGER BY AND AMONG MIDLAND STATES BANCORP, INC., SENTINEL ACQUISITION, LLC AND CENTRUE FINANCIAL CORPORATION DATED AS OF JANUARY 26, 2017 TABLE OF CONTENTS

QuickLinks - Click here to rapidly navigate through this document Exhibit 2.1 EXECUTION COPY AGREEMENT AND PLAN OF MERGER BY AND AMONG MIDLAND STATES BANCORP, INC., SENTINEL ACQUISITION, LLC AND CENTRUE FINANCIAL CORPORATION DATED AS OF JANUARY 26, 2017 TABLE OF CONTENTS Article 1 The Merger; Bank Merger 1 Section 1.1 The Merger 1 Section 1.2 Closing 1 Section 1.3 Effective Time 2 Section 1.4 Effe

January 26, 2017 425

Centrue Financial 8-K (Prospectus)

425 1 a2230779z8-k.htm 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, DC 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of report (Date of earliest event reported): January 26, 2017 Midland States Bancorp, Inc. (Exact Name of Registrant as Specified in Charter) Illinois 001-35272 37-1233196 (State or Other Jurisdiction of

January 26, 2017 EX-10.1

VOTING AND SUPPORT AGREEMENT

Exhibit 10.1 EXECUTION COPY VOTING AND SUPPORT AGREEMENT THIS VOTING AND SUPPORT AGREEMENT (this ?Agreement?) is entered into as of January 26, 2017, by and among Midland States Bancorp, Inc., an Illinois corporation (?Acquiror?), Sentinel Acquisition, LLC, a Delaware limited liability company (?Merger Sub?), and those stockholders of the Company whose names appear on the signature page of this Ag

January 26, 2017 EX-99.1

MIDLAND STATES BANCORP, INC. TO ACQUIRE CENTRUE FINANCIAL CORPORATION

Exhibit 99.1 For Immediate Release MIDLAND STATES BANCORP, INC. TO ACQUIRE CENTRUE FINANCIAL CORPORATION Highlights of the Announced Transaction ? Strengthens Midland?s franchise in northern Illinois markets ? Adds a high quality, low-cost core deposit franchise with a cost of deposits of 18 basis points ? Transaction expected to be 8-9% accretive to Midland?s earnings per share in 2018 Effingham,

January 26, 2017 EX-99.1

MIDLAND STATES BANCORP, INC. TO ACQUIRE CENTRUE FINANCIAL CORPORATION

Exhibit 99.1 For Immediate Release MIDLAND STATES BANCORP, INC. TO ACQUIRE CENTRUE FINANCIAL CORPORATION Highlights of the Announced Transaction ? Strengthens Midland?s franchise in northern Illinois markets ? Adds a high quality, low-cost core deposit franchise with a cost of deposits of 18 basis points ? Transaction expected to be 8-9% accretive to Midland?s earnings per share in 2018 Effingham,

January 26, 2017 8-K

Regulation FD Disclosure, Entry into a Material Definitive Agreement, Financial Statements and Exhibits

QuickLinks - Click here to rapidly navigate through this document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

January 26, 2017 EX-2.1

AGREEMENT AND PLAN OF MERGER BY AND AMONG MIDLAND STATES BANCORP, INC., SENTINEL ACQUISITION, LLC AND CENTRUE FINANCIAL CORPORATION DATED AS OF JANUARY 26, 2017 TABLE OF CONTENTS

QuickLinks - Click here to rapidly navigate through this document Exhibit 2.1 EXECUTION COPY AGREEMENT AND PLAN OF MERGER BY AND AMONG MIDLAND STATES BANCORP, INC., SENTINEL ACQUISITION, LLC AND CENTRUE FINANCIAL CORPORATION DATED AS OF JANUARY 26, 2017 TABLE OF CONTENTS Article 1 The Merger; Bank Merger 1 Section 1.1 The Merger 1 Section 1.2 Closing 1 Section 1.3 Effective Time 2 Section 1.4 Effe

January 26, 2017 EX-10.1

VOTING AND SUPPORT AGREEMENT

EX-10.1 3 a2230783zex-101.htm EX-10.1 Exhibit 10.1 EXECUTION COPY VOTING AND SUPPORT AGREEMENT THIS VOTING AND SUPPORT AGREEMENT (this “Agreement”) is entered into as of January 26, 2017, by and among Midland States Bancorp, Inc., an Illinois corporation (“Acquiror”), Sentinel Acquisition, LLC, a Delaware limited liability company (“Merger Sub”), and those stockholders of the Company whose names a

January 26, 2017 EX-99.1

MIDLAND STATES BANCORP, INC. TO ACQUIRE CENTRUE FINANCIAL CORPORATION

Exhibit 99.1 For Immediate Release MIDLAND STATES BANCORP, INC. TO ACQUIRE CENTRUE FINANCIAL CORPORATION Highlights of the Announced Transaction ? Strengthens Midland?s franchise in northern Illinois markets ? Adds a high quality, low-cost core deposit franchise with a cost of deposits of 18 basis points ? Transaction expected to be 8-9% accretive to Midland?s earnings per share in 2018 Effingham,

January 26, 2017 425

Centrue Financial 8-K (Prospectus)

QuickLinks - Click here to rapidly navigate through this document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

January 26, 2017 EX-2.1

AGREEMENT AND PLAN OF MERGER BY AND AMONG MIDLAND STATES BANCORP, INC., SENTINEL ACQUISITION, LLC AND CENTRUE FINANCIAL CORPORATION DATED AS OF JANUARY 26, 2017 TABLE OF CONTENTS

QuickLinks - Click here to rapidly navigate through this document Exhibit 2.1 EXECUTION COPY AGREEMENT AND PLAN OF MERGER BY AND AMONG MIDLAND STATES BANCORP, INC., SENTINEL ACQUISITION, LLC AND CENTRUE FINANCIAL CORPORATION DATED AS OF JANUARY 26, 2017 TABLE OF CONTENTS Article 1 The Merger; Bank Merger 1 Section 1.1 The Merger 1 Section 1.2 Closing 1 Section 1.3 Effective Time 2 Section 1.4 Effe

January 26, 2017 EX-10.1

VOTING AND SUPPORT AGREEMENT

Exhibit 10.1 EXECUTION COPY VOTING AND SUPPORT AGREEMENT THIS VOTING AND SUPPORT AGREEMENT (this ?Agreement?) is entered into as of January 26, 2017, by and among Midland States Bancorp, Inc., an Illinois corporation (?Acquiror?), Sentinel Acquisition, LLC, a Delaware limited liability company (?Merger Sub?), and those stockholders of the Company whose names appear on the signature page of this Ag

November 8, 2016 10-Q

Centrue Financial 10-Q (Quarterly Report)

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q QUARTERLY REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the quarterly period ended September 30, 2016 Commission File Number: 0-28846 Centrue Financial Corporation ( Exact name of Registrant as specified in its charter ) Delaware 36-3145350 (State or other jurisdiction of

November 2, 2016 EX-10.23

EX-10.23

EX-10.23 2 executedcopysecuritiespu.htm EXHIBIT 10.23

November 2, 2016 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES 2016 THIRD QUARTER RESULTS

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES 2016 THIRD QUARTER RESULTS Highlights ? Net income for the third quarter 2016 was $1.

November 2, 2016 EX-99.2

Centrue Financial Corporation Earnings Presentation September 30, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements include

investorpresentation0930 Centrue Financial Corporation Earnings Presentation September 30, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995.

November 2, 2016 8-K

Current Report

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 2, 2016 (October 27, 2016) Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdic

August 8, 2016 10-Q

Centrue Financial 10-Q (Quarterly Report)

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q QUARTERLY REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the quarterly period ended June 30, 2016 Commission File Number: 0-28846 Centrue Financial Corporation ( Exact name of Registrant as specified in its charter ) Delaware 36-3145350 (State or other jurisdiction of incor

July 28, 2016 8-K

Current Report

Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 28, 2016 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation

July 28, 2016 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES 2016 SECOND QUARTER RESULTS

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES 2016 SECOND QUARTER RESULTS Highlights ? Net income for the second quarter 2016 was $2.

July 28, 2016 EX-99.2

Centrue Financial Corporation Earnings Presentation June 30, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements include stat

investorpresentation0630 Centrue Financial Corporation Earnings Presentation June 30, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995.

May 11, 2016 EX-10.22

CENTRUE FINANCIAL CORPORATION 2015 STOCK COMPENSATION PLAN RESTRICTED STOCK UNITS AGREEMENT

EX-10.22 2 centrueexhibit102233116.htm EXHIBIT 10.22 EXHIBIT 10.22 CENTRUE FINANCIAL CORPORATION 2015 STOCK COMPENSATION PLAN RESTRICTED STOCK UNITS AGREEMENT Restricted Stock Units are hereby awarded effective May 10, 2016 (the “Grant Date”), by Centrue Financial Corporation (the “Company”) to (the “Grantee”) in accordance with the following terms and conditions: 1.RSU Award. The Company hereby a

May 10, 2016 10-Q

Centrue Financial 10-Q (Quarterly Report)

SEC Document UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-Q QUARTERLY REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the quarterly period ended March 31, 2016 Commission File Number: 0-28846 Centrue Financial Corporation ( Exact name of Registrant as specified in its charter ) Delaware 36-3145350 (State or other jurisdiction of

May 2, 2016 EX-10.19

1 EXHIBIT 10.19 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (this “Agreement”), is made and entered into as of April 29, 2016 (the “Effective Date”) by and between Centrue Financial Corporation, a Delaware corporation (the “Company”), and Kurt R.

employmentagreementkurtr 1 EXHIBIT 10.19 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (this ?Agreement?), is made and entered into as of April 29, 2016 (the ?Effective Date?) by and between Centrue Financial Corporation, a Delaware corporation (the ?Company?), and Kurt R. Stevenson (the ?Executive?). RECITALS A. The Executive serves as President and Chief Executive Officer of the Company, and th

May 2, 2016 EX-10.20

1 EXHIBIT 10.20 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (this “Agreement”), is made and entered into as of April 29, 2016 (the “Effective Date”) by and between Centrue Financial Corporation, a Delaware corporation (the “Company”), and Daniel R

employmentagreementdanie 1 EXHIBIT 10.20 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (this ?Agreement?), is made and entered into as of April 29, 2016 (the ?Effective Date?) by and between Centrue Financial Corporation, a Delaware corporation (the ?Company?), and Daniel R. Kadolph (the ?Executive?). RECITALS A. The Executive serves as Executive Vice President and Chief Financial Officer of the

May 2, 2016 EX-99.2

Centrue Financial Corporation Earnings Presentation March 31, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. Forward-looking statements include sta

earningspresentation0331 Centrue Financial Corporation Earnings Presentation March 31, 2016 NASDAQ: CFCB 1 This presentation contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995.

May 2, 2016 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES 2016 FIRST QUARTER RESULTS

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES 2016 FIRST QUARTER RESULTS Highlights ? Net income for the first quarter 2016 was $0.

May 2, 2016 EX-10.21

Execution copy 1 EXHIBIT 10.21 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (this “Agreement”), is made and entered into as of April 29, 2016 (the “Effective Date”) by and between Centrue Financial Corporation, a Delaware corporation (the “Company”

employmentagreementjohne Execution copy 1 EXHIBIT 10.21 EMPLOYMENT AGREEMENT THIS EMPLOYMENT AGREEMENT (this ?Agreement?), is made and entered into as of April 29, 2016 (the ?Effective Date?) by and between Centrue Financial Corporation, a Delaware corporation (the ?Company?), and John E. Christy (the ?Executive?). RECITALS A. The Executive serves as Executive Vice President and Chief Lending Offi

May 2, 2016 8-K

Current Report

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 2, 2016 (earliest event April 26, 2016) Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other juris

March 18, 2016 DEF 14A

Centrue Financial DEF 14A

DEF 14A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. ) Filed by the Registrant [ ? ] Filed by a Party other than the Registrant [ ] Check the appropriate box: [ ] Preliminary Proxy Statement [ ] Confidential, for Use of the Commission Only (as permitted by Rule 14

March 15, 2016 10-K

Centrue Financial 10-K (Annual Report)

10-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ANNUAL REPORT PURSUANT TO SECTION 13 OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2015 Commission File Number: 0-28846 Centrue Financial Corporation ( Exact name of Registrant as specified in its charter ) Delaware 36-3145350 (State or other jurisdiction of incorporation or organ

February 18, 2016 8-K

Current Report

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): February 16, 2016 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation (

February 12, 2016 SC 13G

CFCB / Centrue Financial Corp. / Stieven Capital Advisors, L.P. - STIEVEN CAPITAL ADVISORS, L.P. Passive Investment

SC 13G 1 p16-0371sc13g.htm STIEVEN CAPITAL ADVISORS, L.P. SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Centrue Financial Corporation (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 15643B205 (CUSIP Number) December 31, 2015 (Date of event which requires filing of this state

February 5, 2016 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES 2015 RESULTS

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES 2015 RESULTS Highlights ? Completed a $76.

February 5, 2016 8-K

Current Report

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): February 5, 2016 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation (C

January 28, 2016 EX-99.1

CENTRUE FINANCIAL CORPORATION ANNOUNCES SALE OF BRANCHES

Exhibit News Release FOR IMMEDIATE RELEASE CENTRUE FINANCIAL CORPORATION ANNOUNCES SALE OF BRANCHES OTTAWA, IL, January 27, 2016 ? Centrue Financial Corporation (the ?Company? or ?Centrue?) (NASDAQ: CFCB), parent company of Centrue Bank (the ?Bank?), announced today that the Bank has entered into an agreement to sell its Fairview Heights branch to Town and Country Bank, a subsidiary of Town and Country Financial Corporation (OTC Pink: TWCF).

January 28, 2016 8-K

Current Report

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): January 26, 2016 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation (C

November 13, 2015 EX-99.1

DENNIS J. MCDONNELL SUBMITS RESIGNATION FROM CENTRUE FINANCIAL CORPORATION BOARD OF DIRECTORS, CITING HEALTH CONCERNS

Exhibit Exhibit 99.1 News Release FOR IMMEDIATE RELEASE DENNIS J. MCDONNELL SUBMITS RESIGNATION FROM CENTRUE FINANCIAL CORPORATION BOARD OF DIRECTORS, CITING HEALTH CONCERNS OTTAWA, IL, November 13, 2015 ? Centrue Financial Corporation (NASDAQ: CFCB) announced today that Dennis J. McDonnell has submitted his resignation from its Board of Directors and as a member of the Board?s Executive, Compensa

November 13, 2015 8-K

Centrue Financial 8-K (Current Report/Significant Event)

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 12, 2015 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation (

November 5, 2015 EX-10.18

CENTRUE FINANCIAL CORPORATION 2015 STOCK COMPENSATION PLAN RESTRICTED STOCK AGREEMENT

Exhibit EXHIBIT 10.18 CENTRUE FINANCIAL CORPORATION 2015 STOCK COMPENSATION PLAN RESTRICTED STOCK AGREEMENT Shares of Restricted Stock are hereby awarded effective November 4, 2015 (the ?Grant Date?), by Centrue Financial Corporation (the ?Company?) to (the ?Grantee?) in accordance with the following terms and conditions: 1. Share Award . The Company hereby awards to the Grantee shares (?Shares?)

November 5, 2015 8-K

Centrue Financial 8-K (Current Report/Significant Event)

8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 4, 2015 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 000-28846 36-3145350 State or other jurisdiction of Incorporation (C

November 2, 2015 EX-99.1

JOINT FILING AGREEMENT

JOINT FILING AGREEMENT The undersigned acknowledge and agree that this statement on Schedule 13D, dated October 28, 2015, with respect to the common stock, par value $0.

November 2, 2015 EX-99.2

Indirect Owners

Exhibit 99.2 1 Bridge Equities III, LLC and Financial Opportunity Fund LLC (together, "Direct Owners") and the entities listed on Exhibit A (collectively, "Indirect Owners," and each of the Indirect Owners and Direct Owners an "Acquirer"), and their subsidiaries and affiliates (collectively, "Acquirer Group"), will not, without the prior approval of the Board or its staff, directly or indirectly:

November 2, 2015 EX-24

EX-24

POWER OF ATTORNEY I, Derek Ferber, of Centrue Financial Corporation (the "Company"), hereby authorize and designate each of Kurt R.

November 2, 2015 EX-99.1

FIRST AMENDED AND RESTATED STOCK PURCHASE AGREEMENT dated as of March 30, 2015 by and between CENTRUE FINANCIAL CORPORATION THE UNDERSIGNED ENTITY STOCK PURCHASE AGREEMENT TABLE OF CONTENTS

Exhibit 99.1 FIRST AMENDED AND RESTATED STOCK PURCHASE AGREEMENT dated as of March 30, 2015 by and between CENTRUE FINANCIAL CORPORATION and THE UNDERSIGNED ENTITY STOCK PURCHASE AGREEMENT TABLE OF CONTENTS INDEX OF DEFINED TERMS iii RECITALS 1 ARTICLE I PURCHASE; CLOSING 2 1.1 Purchase 3 1.2 Closing 3 ARTICLE II REPRESENTATIONS AND WARRANTIES 8 2.1 Disclosure 8 2.2 Representations and Warranties

November 2, 2015 SC 13D

CFCB / Centrue Financial Corp. / FJ Capital Management LLC Activist Investment

SC 13D 1 eps6499.htm UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. ) Centrue Financial Corporation (CFCB) (Name of Issuer) Common Stock (Title of Class of Securities) 15643B2051 (CUSIP Number) Andrew Jose Compliance Officer FJ Capital Management LLC 1313 Dolley Madison Blvd, Suite 306, McLean, VA. 22101

November 2, 2015 SC 13D

CFCB / Centrue Financial Corp. / Capital Z Partners Centrue AIV, L.P. - SCHEDULE 13D Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 Centrue Financial Corporation (Name of Issuer) Common Stock (Title of Class of Securities) 15643B205 (CUSIP Number) Capital Z Partners Centrue AIV, L.P. 142 West 57th Street New York, NY 10019 Attn: Craig A. Fisher Telephone: (212) 965-2328 (Name, Address and Telephone Num

October 30, 2015 EX-24

EX-24

POWER OF ATTORNEY I, Randall E. Ganim, of Centrue Financial Corporation (the "Company"), hereby authorize and designate each of Kurt R. Stevenson, Daniel R. Kadolph, Kevin Alsvig and Heather Hammitt as my agent and attorney-in-fact, with full power of substitution, to: (1) prepare and sign on my behalf any Form 3, Form 4 or Form 5 under Section 16 of the Securities Exchange Act of 1934 and file th

October 30, 2015 EX-24

EX-24

POWER OF ATTORNEY I, Richard C. Peterson, of Centrue Financial Corporation (the "Company"), hereby authorize and designate each of Kurt R. Stevenson, Daniel R. Kadolph, Kevin Alsvig and Heather Hammitt as my agent and attorney-in-fact, with full power of substitution, to: (1) prepare and sign on my behalf any Form 3, Form 4 or Form 5 under Section 16 of the Securities Exchange Act of 1934 and file

October 30, 2015 EX-24

EX-24

POWER OF ATTORNEY I, Kenneth A. Jones, of Centrue Financial Corporation (the "Company"), hereby authorize and designate each of Kurt R. Stevenson, Daniel R. Kadolph, Kevin Alsvig and Heather Hammitt as my agent and attorney-in-fact, with full power of substitution, to: (1) prepare and sign on my behalf any Form 3, Form 4 or Form 5 under Section 16 of the Securities Exchange Act of 1934 and file th

October 30, 2015 EX-24

EX-24

POWER OF ATTORNEY I, Dennis J. McDonnell, of Centrue Financial Corporation (the "Company"), hereby authorize and designate each of Kurt R. Stevenson, Daniel R. Kadolph, Kevin Alsvig and Heather Hammitt as my agent and attorney-in-fact, with full power of substitution, to: (1) prepare and sign on my behalf any Form 3, Form 4 or Form 5 under Section 16 of the Securities Exchange Act of 1934 and file

October 30, 2015 EX-24

EX-24

POWER OF ATTORNEY I, David J. Butler, of Centrue Financial Corporation (the "Company"), hereby authorize and designate each of Kurt R. Stevenson, Daniel R. Kadolph, Kevin Alsvig and Heather Hammitt as my agent and attorney-in-fact, with full power of substitution, to: (1) prepare and sign on my behalf any Form 3, Form 4 or Form 5 under Section 16 of the Securities Exchange Act of 1934 and file the

October 29, 2015 8-K

Centrue Financial CENTRUE FINANCIAL CORPORATION 8-K (Current Report/Significant Event)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report: October 29, 2015 (Date of earliest event reported) Centrue Financial Corporation (Exact name of registrant as specified in its charter) DE (State or other jurisdiction of incorporation) 000-28846 (Commission File Numb

October 29, 2015 EX-99

OTTAWA, IL -- (Marketwired - October 29, 2015) - Centrue Financial Corporation (NASDAQ: CFCB)

Centrue Financial Corporation Announces 2015 Third Quarter Results OTTAWA, IL - (Marketwired - October 29, 2015) - Centrue Financial Corporation (NASDAQ: CFCB) Highlights Net income for third quarter 2015 of $1.

October 26, 2015 424B3

4,833,209 Shares of Common Stock

Filed Pursuant to Rule 424(b) Registration Statement No. 333-207133 PROSPECTUS 4,833,209 Shares of Common Stock This prospectus relates to the resale of up to 4,833,209 shares of common stock of Centrue Financial Corporation (?we? or the ?Company?), par value $0.01 per share, by the selling stockholders identified in this prospectus. The selling stockholders may offer all or part of the shares for

October 15, 2015 S-1/A

Centrue Financial S-1/A

Registration No. UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 Amendment No. 2 to FORM S-1 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 Centrue Financial Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 6712 36-3145350 (State or Other Jurisdiction of (Primary Standard Industrial (I.R.S. Employer Incorporation or Organization) Classifi

October 15, 2015 CORRESP

Centrue Financial ESP

VIA EDGAR October 15, 2015 Re: Acceleration Request for Centrue Financial Corporation Registration Statement on Form S-1 (File No.

October 2, 2015 S-1/A

Centrue Financial FORM S-1/A

Registration No. UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 Amendment No. 1 to FORM S-1 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 Centrue Financial Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 6712 36-3145350 (State or Other Jurisdiction of (Primary Standard Industrial (I.R.S. Employer Incorporation or Organization) Classifi

September 25, 2015 S-1

Centrue Financial FORM S-1

Registration No. UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM S-1 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 Centrue Financial Corporation (Exact Name of Registrant as Specified in Its Charter) Delaware 6712 36-3145350 (State or Other Jurisdiction of (Primary Standard Industrial (I.R.S. Employer Incorporation or Organization) Classification Code Number)

September 25, 2015 8-A12B

Centrue Financial FORM 8-A12B

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 36-3145350 (State of incorporation or organization) (I.R.S. Employer Identification No.) 122 West Madis

September 22, 2015 CORRESP

Centrue Financial ESP

CONFIDENTIAL SUBMISSION As confidentially filed with the Securities and Exchange Commission on September 22, 2015, pursuant to the Jumpstart our Business Startups Act [H&H Letterhead] September 22, 2015 Securities and Exchange Commission 100 F Street, NE, Washington, D.

September 4, 2015 CORRESP

Centrue Financial ESP

CONFIDENTIAL SUBMISSION As confidentially filed with the Securities and Exchange Commission on September 4, 2015, pursuant to the Jumpstart our Business Startups Act [H&H Letterhead] September 4, 2015 Securities and Exchange Commission 100 F Street, NE, Washington, D.

July 31, 2015 CORRESP

Centrue Financial ESP

CONFIDENTIAL SUBMISSION As confidentially filed with the Securities and Exchange Commission on July 29, 2015, pursuant to the Jumpstart our Business Startups Act July 31, 2015 Securities and Exchange Commission 100 F Street, NE, Washington, D.

November 13, 2012 EX-99

ST. LOUIS, MO -- (Marketwire - November 13, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE)

Centrue Financial Corporation Announces 2012 Third Quarter Results ST. LOUIS, MO - (Marketwire - November 13, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE) Highlights Third quarter of 2012 net loss was $3.3 million, compared to $0.1 million net income for the second quarter of 2012 and a $4.7 million net loss in the third quarter of 2011. The C

November 13, 2012 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition - CENTRUE FINANCIAL CORPORATION 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report: November 13, 2012 (Date of earliest event reported) Centrue Financial Corporation (Exact name of registrant as specified in its charter) DE (State or other jurisdiction of incorporation) 0-28846 (Commission File Numbe

November 13, 2012 15-12G

- FORM 15-12G

OMB APPROVAL OMB Number: 3235-0167 Expires: December 31, 2014 Estimated average burden hours per response .

August 13, 2012 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition - CENTRUE FINANCIAL CORPORATION 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report: August 13, 2012 (Date of earliest event reported) Centrue Financial Corporation (Exact name of registrant as specified in its charter) DE (State or other jurisdiction of incorporation) 0-28846 (Commission File Number)

August 13, 2012 EX-99

ST. LOUIS, MO -- (Marketwire - August 13, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE)

Centrue Financial Corporation Announces 2012 Second Quarter Earnings ST. LOUIS, MO - (Marketwire - August 13, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE) Highlights Second quarter of 2012 net income was $0.1 million, compared to a $0.5 million net loss for the first quarter of 2012 and a $2.4 million net loss in the second quarter of 2011. Th

May 15, 2012 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition

8-K 1 centrue8k.htm CENTRUE FINANCIAL CORPORATION 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report: May 15, 2012 (Date of earliest event reported) Centrue Financial Corporation (Exact name of registrant as specified in its charter) DE (State or other jurisdiction

May 15, 2012 EX-99

ST. LOUIS, MO -- (Marketwire - May 15, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE)

Centrue Financial Corporation Announces 2012 First Quarter Results ST. LOUIS, MO - (Marketwire - May 15, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE) Highlights First quarter of 2012 net loss was $0.5 million, compared to a $0.1 million net income for the fourth quarter of 2011 (which included a $1.3 million gain for the sale of the Champaign

April 27, 2012 EX-99.1

DENNIS BATTLES NAMED TO CENTRUE FINANCIAL CORPORATION BOARD OF DIRECTORS

EX-99.1 EXHIBIT 99.1 News Release FOR IMMEDIATE RELEASE DENNIS BATTLES NAMED TO CENTRUE FINANCIAL CORPORATION BOARD OF DIRECTORS ST. LOUIS, MO, April 27, 2012 – Centrue Financial Corporation (OTCQB: TRUE:PK) Chairman Dennis J. McDonnell has announced the appointment of Dennis O. Battles to the Centrue Financial Corporation and Centrue Bank Boards of Directors. “Dennis is a quality individual and w

April 27, 2012 8-K

Submission of Matters to a Vote of Security Holders

8-K 1 d344095d8k.htm 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported) April 27, 2012 (April 25, 2012) Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 0-28846 36-3145350 (State or othe

March 23, 2012 DEF 14A

- DEF 14A

SCHEDULE 14A INFORMATION Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant S Filed by a Party other than the Registrant o Check the appropriate box: £ Preliminary Proxy Statement £ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) S Definitive Proxy Statement £ Definitive Additional Materials £ Soliciting Material Pursuant to Section 240.

March 15, 2012 EX-99

ST. LOUIS, MO -- (Marketwire - March 15, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE)

Centrue Financial Corporation Announces 2011 Fourth Quarter Earnings ST. LOUIS, MO - (Marketwire - March 15, 2012) - Centrue Financial Corporation (the "Company" or "Centrue") (OTCQB: TRUE) (PINKSHEETS: TRUE) Highlights Earnings: Fourth quarter of 2011 net income was $0.1 million compared to a net loss of $39.2 million for the fourth quarter of 2010 and a net loss of $4.7 million for the third qua

March 15, 2012 8-K

Financial Statements and Exhibits, Results of Operations and Financial Condition - CENTRUE FINANCIAL CORPORATION 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report: March 15, 2012 (Date of earliest event reported) Centrue Financial Corporation (Exact name of registrant as specified in its charter) DE (State or other jurisdiction of incorporation) 0-28846 (Commission File Number)

February 1, 2012 EX-99.1

CENTRUE NAMES KADOLPH

Exhibit 99.1 Exhibit 99.1 News Release FOR IMMEDIATE RELEASE CENTRUE NAMES KADOLPH CHIEF FINANCIAL OFFICER OTTAWA, IL, January 31, 2012 – Kurt R. Stevenson, President & CEO of Centrue Financial Corporation (OTCQB: TRUE.PK) and its wholly owned subsidiary Centrue Bank, recently announced the appointment of Daniel R. Kadolph as the Executive Vice President/Chief Financial Officer for the Company and

February 1, 2012 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits - FORM 8-K

Form 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported) February 1, 2012 (January 31, 2012) Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware (State or other jurisdiction of incorporation

January 24, 2012 EX-99.1

CENTRUE NAMES J. CHRIS JONES CHIEF LENDING OFFICER

EX-99.1 2 d287200dex991.htm EXHIBIT 99.1 News Release FOR IMMEDIATE RELEASE CENTRUE NAMES J. CHRIS JONES CHIEF LENDING OFFICER ST. LOUIS, MO, January 19, 2012 – Kurt R. Stevenson, President & CEO of Centrue Bank, a wholly owned subsidiary of Centrue Financial Corporation (OTCQB: TRUE.PK), recently announced the appointment of James “Chris” Jones to the position of Executive Vice President/Chief Le

January 24, 2012 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits - FORM 8-K

FORM 8-K UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported) January 24, 2012 (January 19, 2012) Centrue Financial Corporation (Exact name of registrant as specified in its charter) Delaware 0-28846 36-3145350 (State or other jurisdicti

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