BHLB / Berkshire Hills Bancorp, Inc. - Pemfailan SEC, Laporan Tahunan, Penyata Proksi

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Exhibit 10.1 EXECUTION VERSION 12/15/2024 December 15, 2024 Ms. Jacqueline Courtwright Senior Executive Vice President, Chief Human Resources & Culture Officer 60 State Street, Boston, MA 02109 Dear Ms. Courtwright: This retention agreement (this “Agreement”) is entered into by Jacqueline Courtwright (the “Executive”), Berkshire Hills Bancorp, Inc. (“Berkshire”) and Berkshire Bank in connection wi

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Exhibit 10.2 EXECUTION VERSION 12/15/2024 December 15, 2024 Mr. Wm. Gordon Prescott Senior Executive Vice President, General Counsel and Corporate Secretary 60 State Street, Boston, MA 02109 Dear Mr. Prescott: This retention agreement (this “Agreement”) is entered into by Wm. Gordon Prescott (the “Executive”), Berkshire Hills Bancorp, Inc. (“Berkshire”) and Berkshire Bank in connection with the Ag

CERTIFICATE OF MERGER BROOKLINE BANCORP, INC. BERKSHIRE HILLS BANCORP, INC. (Pursuant to Title 8, Section 251 of the Delaware General Corporation Law)

Exhibit 3.1 CERTIFICATE OF MERGER OF BROOKLINE BANCORP, INC. INTO BERKSHIRE HILLS BANCORP, INC. (Pursuant to Title 8, Section 251 of the Delaware General Corporation Law) Berkshire Hills Bancorp, Inc. does hereby certify to the following facts relating to the merger of Brookline Bancorp, Inc. with and into Berkshire Hills Bancorp, Inc. (the “Merger”): FIRST:          The name and state or jurisdic

SECOND SUPPLEMENTAL INDENTURE

Exhibit 4.3 SECOND SUPPLEMENTAL INDENTURE THIS SECOND SUPPLEMENTAL INDENTURE, dated as of September 1, 2025, is by and among U.S. Bank Trust Company, National Association, a national banking association (as successor in interest to U.S. Bank National Association), as Trustee (herein, together with its successors in interest, the “Trustee”), Berkshire Hills Bancorp, Inc., a Delaware corporation (th

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): September 1, 2025 BEACON FINANCIA

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): September 1, 2025 BEACON FINANCIAL CORPORATION (Exact name of the registrant as specified in its charter) Delaware 001-15781 04-3510455 (State or other jurisdiction of incorporation o

Amendment to the Amended and Restated Bylaws of Berkshire Hills Bancorp, Inc.

Exhibit 3.2 Amendment to the Amended and Restated Bylaws of Berkshire Hills Bancorp, Inc. The Amended and Restate Bylaws of Berkshire Hills Bancorp, Inc. (the “Bylaws”) are hereby amended as follows: 1.            Article I, Section 1 of the Bylaws is hereby deleted in its entirety and replaced with the following: Annual Meeting. An annual meeting of the stockholders, for the election of Directors

Beacon Financial Corporation Completes Merger of Equals between Berkshire Hills Bancorp and Brookline Bancorp

Exhibit 99.1 Beacon Financial Corporation Completes Merger of Equals between Berkshire Hills Bancorp and Brookline Bancorp Boston, September 2, 2025 – Beacon Financial Corporation, Inc. (NYSE: BBT) today announced the completion of the merger of equals between Berkshire Hills Bancorp, Inc., the parent company of Berkshire Bank, and Brookline Bancorp, Inc., the parent company of Brookline Bank, Ban

Berkshire Hills Bancorp and Brookline Bancorp Receive Regulatory Approvals for Merger of Equals to form Beacon Financial Corporation

EXHIBIT 99.1 Berkshire Hills Bancorp and Brookline Bancorp Receive Regulatory Approvals for Merger of Equals to form Beacon Financial Corporation • All required regulatory approvals related to the proposed merger have been received. • Proposed merger closing is expected to be completed effective September 1, 2025, subject to the satisfaction of the remaining customary closing conditions. • Clients

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): August 25, 2025 BERKSHIRE HILLS B

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): August 25, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Com

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2025 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKS

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): August 6, 2025 BERKSHIRE HILLS BA

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): August 6, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Berkshire Hills Bancorp and Brookline Bancorp to be Combined as Beacon Financial Corporation and Beacon Bank Upon the Closing of their Merger of Equals

EXHIBIT 99.1 Berkshire Hills Bancorp and Brookline Bancorp to be Combined as Beacon Financial Corporation and Beacon Bank Upon the Closing of their Merger of Equals BOSTON, August 6, 2025 – Berkshire Hills Bancorp, Inc. (“Berkshire”) (NYSE: BHLB), the parent company of Berkshire Bank, and Brookline Bancorp, Inc. (“Brookline”) (NASDAQ: BRKL), the parent company of Brookline Bank, Bank Rhode Island,

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):August 1, 2025 BERKSHIRE HILLS BAN

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):August 1, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

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 24, 2025 BERKSHIRE HILLS BAN

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 24, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Berkshire Hills Reports Strong Earnings Growth Second Quarter 2025 GAAP EPS $0.66; Operating EPS $0.69

Exhibit 99.1 Berkshire Hills Reports Strong Earnings Growth Second Quarter 2025 GAAP EPS $0.66; Operating EPS $0.69 · 15% increase in operating EPS linked quarter; 25% increase year-over-year · 3% increase in operating revenue linked quarter, 2% decrease in operating non-interest expense · 3.27% net interest margin, 3 bps increase linked quarter and 7 bps year-over-year · 56.7% efficiency ratio; i

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 ☒ ANNUAL REPORT PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. For the fiscal year ended December 31, 2024 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 15(d) OF TH

Financial Statements and Exhibits, Submission of Matters to a Vote of Security Holders

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 21, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

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 14, 2025 BERKSHIRE HILLS BANC

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 14, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

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 12, 2025 BERKSHIRE HILLS BANC

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 12, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

Other Events

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 12, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2025 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERK

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 12, 2025 BERKSHIRE HILLS BANC

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 12, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

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 9, 2025 BERKSHIRE HILLS BANCO

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 9, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commiss

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 9, 2025 BERKSHIRE HILLS BANCO

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 9, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commiss

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, 2025 BERKSHIRE HILLS BANCO

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, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commiss

Berkshire Hills Reports Strong First Quarter 2025 Results $0.56 GAAP EPS; $0.60 Operating EPS

Exhibit 99.1 Berkshire Hills Reports Strong First Quarter 2025 Results $0.56 GAAP EPS; $0.60 Operating EPS · 22% increase in operating EPS year-over-year · 5% increase in operating revenue, 6% decrease in operating non-interest expense Y/Y · 3.24% net interest margin,10 basis point increase over linked quarter · 59.5% efficiency ratio, best result in two years · 0.42% delinquent and non-performing

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 24, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

To the Stockholders of Brookline Bancorp, Inc. and the Stockholders of Berkshire Hills Bancorp, Inc. MERGER PROPOSED  —  YOUR VOTE IS VERY IMPORTANT

TABLE OF CONTENTS  Filed Pursuant to Rule 424(b)(3)  Registration Statement No. 333-286052 To the Stockholders of Brookline Bancorp, Inc. and the Stockholders of Berkshire Hills Bancorp, Inc. MERGER PROPOSED  —  YOUR VOTE IS VERY IMPORTANT On behalf of the boards of directors of Berkshire Hills Bancorp, Inc. (“Berkshire”) and Brookline Bancorp, Inc. (“Brookline”), we are pleased to enclose the acc

BERKSHIRE HILLS BANCORP, INC. 60 State Street Boston, Massachusetts 02109

BERKSHIRE HILLS BANCORP, INC. 60 State Street Boston, Massachusetts 02109 April 4, 2025 Via Edgar Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Attention: Madeleine Mateo Re: Berkshire Hills Bancorp, Inc. Registration Statement on Form S-4 (Registration Number 333-286052) Request for Acceleration of Effectiveness Dear Ms. Mateo: Pursua

Form of Brookline Bancorp, Inc. proxy card

Exhibit 99.5 Signature [PLEASE SIGN WITHIN BOX] Date Signature (Joint Owners) Date TO VOTE, MARK BLOCKS BELOW IN BLUE OR BLACK INK AS FOLLOWS: KEEP THIS PORTION FOR YOUR RECORDS DETACH AND RETURN THIS PORTION ONLY THIS PROXY CARD IS VALID ONLY WHEN SIGNED AND DATED. BROOKLINE BANCORP, INC. C/O BROADRIDGE CORPORATE ISSUER SOLUTIONS PO BOX 1342 BRENTWOOD, NY 11717-0718 VOTE BY INTERNET Before The Me

As filed with the Securities and Exchange Commission on April 4, 2025

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on April 4, 2025 Registration No.

Form of Berkshire Hills Bancorp, Inc. proxy card

Exhibit 99.4 Signature [PLEASE SIGN WITHIN BOX] Date Signature (Joint Owners) Date TO VOTE, MARK BLOCKS BELOW IN BLUE OR BLACK INK AS FOLLOWS: KEEP THIS PORTION FOR YOUR RECORDS DETACH AND RETURN THIS PORTION ONLY THIS PROXY CARD IS VALID ONLY WHEN SIGNED AND DATED. ! ! ! 01) David M. Brunelle 02) Mary Anne Callahan 03) Nina A. Charnley 04) Mihir A. Desai 05) William H. Hughes III 06) Sylvia Maxfi

Retention Bonus Agreement, dated February 26, 2025, by and between Brookline Bancorp, Inc. and Carl M. Carlson.

Exhibit 10.3 February 26, 2025 Carl M. Carlson 4 Temple Road Wellesley, MA 02482 Re: Retention Bonus Dear Mr. Carlson, As you know, Brookline Bancorp, Inc. (“Brookline”) has entered into that certain Agreement and Plan of Merger, by and among Berkshire Hills Bancorp, Inc. (“Berkshire”), Commerce Acquisition Sub, Inc., and Brookline, pursuant to which Brookline and Berkshire intend to combine in a

Filing Fee Table

Calculation of Filing Fee Tables S-4 BERKSHIRE HILLS BANCORP INC Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effective Date Filing Fee Previously Paid in Connection with Unsold Securities to be Carried Forward Newly Registered Securities Fees to be Paid 1 Equity Common stock, $0.

As filed with the Securities and Exchange Commission on March 24, 2025

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on March 24, 2025 Registration No.

Consent of Raymond James & Associates, Inc.

EXHIBIT 99.2 Consent of Raymond James & Associates, Inc. Raymond James & Associates, Inc. (“Raymond James”) consents to (i) the inclusion and description of our opinion letter dated December 16, 2024 to the Board of Directors of Berkshire Hills Bancorp, Inc. (the “Company”) included as Annex B to the Joint Proxy Statement/Prospectus relating to the proposed merger of the Company and Brookline Banc

Consent of Hovde Group, LLC

Exhibit 99.3 CONSENT OF HOVDE GROUP, LLC We hereby consent to the inclusion of our opinion letter, dated December 15, 2024, to the Board of Directors of Brookline Bancorp, Inc., as Annex C to the proxy statement/prospectus which forms a part of the Registration Statement on Form S-4 of Berkshire Hills Bancorp, Inc., and to the references to our name and to the description of such opinion in the pr

Consent of Paul A. Perrault as a proposed director of Berkshire Hills Bancorp, Inc.

Exhibit 99.1 CONSENT OF PROSPECTIVE DIRECTOR In accordance with Rule 438 promulgated under the Securities Act of 1933, as amended, I hereby consent to my being named in this Registration Statement on Form S-4, to which this consent is an exhibit, filed by Berkshire Hills Bancorp, Inc. (the “Registrant”) with the Securities and Exchange Commission, and all amendments (including post-effective amend

Fifth Amendment to Employment Agreement, dated as of December 16, 2024, by and among Brookline Bancorp, Inc., Brookline Bank and Paul A. Perrault.

Exhibit 10.1 Execution Version FIFTH AMENDMENT TO EMPLOYMENT AGREEMENT This Fifth Amendment (“Amendment”) is made effective as of the closing of the Merger (as defined below) by and among Brookline Bancorp, Inc. (the “Company”), a Delaware corporation, and Brookline Bank, a Massachusetts-chartered trust company (the “Bank”), each with its principal administrative office at 131 Clarendon Street, Bo

Retention Bonus Agreement, dated February 26, 2025, by and between Brookline Bancorp, Inc. and Michael W. McCurdy.

Exhibit 10.4 Confidential February 26, 2025 Michael W. McCurdy 8 Sagamore Road Wellesley, MA 02482 Re: Retention Bonus Dear Mr. McCurdy, As you know, Brookline Bancorp, Inc. (“Brookline”) has entered into that certain Agreement and Plan of Merger, by and among Berkshire Hills Bancorp, Inc. (“Berkshire”), Commerce Acquisition Sub, Inc., and Brookline, pursuant to which Brookline and Berkshire inten

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A Amendment No. 1

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A Amendment No. 1 x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended: December 31, 2024 ¨ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKSHIRE

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended: December 31, 2024 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKSHIRE

Subsidiary Information

Exhibit 21 Berkshire Hills Bancorp, Inc. Subsidiaries Name State or Other Jurisdiction of Incorporation or Organization Berkshire Hills Bancorp, Inc. Delaware Berkshire Bank Massachusetts Beacon Comprehensive Services Corp. New York RSB Properties, Inc. New York CSB Service Corp. Massachusetts Legacy Insurance Services of the Berkshires, LLC Delaware North Street Securities Corporation Massachuset

Berkshire Hills Bancorp, Inc. Policy Regarding Insider Trading

Policy Regarding Insider Trading Exhibit 19 Policy Statement This Policy applies to Berkshire Hills Bancorp, Inc.

Other Events

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 7, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 30, 2025 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Reports Strong Fourth Quarter Operating Results $0.46 GAAP EPS; $0.60 Operating EPS

Exhibit 99.1 Berkshire Hills Reports Strong Fourth Quarter Operating Results $0.46 GAAP EPS; $0.60 Operating EPS · Operating EPS growth of 3% quarter-over-quarter and 28% year-over-year; FY2024 Operating EPS of $2.22 up 4% year-over-year · Average deposit growth of 3% and Average loan growth of 0.4% quarter-over-quarter; Loans to deposits ratio improved further during the quarter · 0.52% delinquen

Calculation of Filing Fee Table

Calculation of Filing Fee Tables S-3 BERKSHIRE HILLS BANCORP INC Table 1: Newly Registered and Carry Forward Securities Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered Proposed Maximum Offering Price Per Unit Maximum Aggregate Offering Price Fee Rate Amount of Registration Fee Carry Forward Form Type Carry Forward File Number Carry Forward Initial Effective Date Filing Fee Previously Paid in Connection with Unsold Securities to be Carried Forward Newly Registered Securities Fees to be Paid 1 Equity Common stock, $0.

As filed with the Securities and Exchange Commission on January 14, 2025

As filed with the Securities and Exchange Commission on January 14, 2025 Registration No.

Description of Registrant’s Securities

Exhibit 4.4 Description of Berkshire Hills Bancorp, Inc. Securities Unless otherwise indicated or unless the context requires otherwise, all references in this prospectus to the “Company,” “we,” “us,” “our” or similar references mean Berkshire Hills Bancorp, Inc. Description of Common Stock General. The Company is authorized to issue 100,000,000 shares of common stock, par value $0.01 per share, a

Unregistered Sales of Equity Securities, Financial Statements and Exhibits

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): December 19, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Filed by Berkshire Hills Bancorp, Inc.

Filed by Berkshire Hills 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: Brookline Bancorp, Inc. Commission File No.: 0-23695 TRANSCRIPT 12 - 16 - 2024 Berkshire Hills Bancorp, Inc. Investor Presentation - Project Commerce TOTAL PAGES: 19 Berkshire Hills Bancorp, Inc. Investor Pr

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): December 16, 2024 BERKSHIRE HILLS

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): December 16, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Entry into a Material Definitive Agreement, Unregistered Sales of Equity Securities, Financial Statements and Exhibits, Other Events

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): December 16, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Form of Securities Purchase Agreement, dated December 16, 2024, by and among Berkshire Hills Bancorp, Inc., and the other parties identified therein.

Exhibit 10.1 FORM OF SECURITIES PURCHASE AGREEMENT BY AND AMONG BERKSHIRE HILLS BANCORP, INC. AND THE OTHER SIGNATORIES THERETO [•], 2024 TABLE OF CONTENTS Page(s) ARTICLE 1    DEFINITIONS      2 1.1 Definitions 2       ARTICLE 2    PURCHASE AND SALE      7 2.1 Closing 7 2.2 Closing Deliveries 8       ARTICLE 3    REPRESENTATIONS AND WARRANTIES      9 3.1 Representations and Warranties of the Comp

Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. announce a Merger of Equals to create a Premier Northeast Banking Franchise

Exhibit 99.2 Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. announce a Merger of Equals to create a Premier Northeast Banking Franchise · Combination increases scale with $24 billion in assets, 148 branch offices and a longstanding history of serving clients and communities · Highly compatible cultures, deep community ties and operating philosophies · 0.42 Berkshire shares for each Broo

Employment Agreement, dated December 16, 2024, by and among Berkshire Hills Bancorp, Inc., Berkshire Bank, Brookline Bank and Sean A. Gray

Exhibit 10.3 EMPLOYMENT AGREEMENT This Employment Agreement (“Agreement”) is made as of the 15th day of December, 2024, by and among Berkshire Hills Bancorp, Inc., a Delaware corporation with its principal administrative office at 60 State Street, Boston, MA 02109 (the “Holding Company”), Berkshire Bank, a Massachusetts chartered trust company, Brookline Bank, a Massachusetts chartered trust compa

Agreement and Plan of Merger, dated as of December 16, 2024, by and among Berkshire Hills Bancorp, Inc, Commerce Acquisition Sub, Inc., and Brookline Bancorp, Inc. *

Exhibit 2.1 Execution Version AGREEMENT AND PLAN OF MERGER by and among BERKSHIRE HILLS BANCORP, INC., Commerce Acquisition Sub, Inc. and BROOKLINE BANCORP, INC. Dated as of December 16, 2024 TABLE OF CONTENTS Page Article I THE MERGER AND THE HOLDCO MERGER 2 Section 1.1. The Merger      2 Section 1.2. Closing      2 Section 1.3. Effective Time      2 Section 1.4. Effects of the Merger      2 Sect

1 Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. Merger of Equals December 2024

1 Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. Merger of Equals December 2024 2 Caution Regarding Forward - Looking Statements This communication may contain forward - looking statements, including, but not limited to, certain plans, expectations, goals, projections, and statements about the benefits of the proposed transaction, the plans, objectives, expectations and intentions of Be

Form of Securities Purchase Agreement, dated December 16, 2024, by and among Berkshire Hills Bancorp, Inc., and the other parties identified therein.

Exhibit 10.1 FORM OF SECURITIES PURCHASE AGREEMENT BY AND AMONG BERKSHIRE HILLS BANCORP, INC. AND THE OTHER SIGNATORIES THERETO [•], 2024 TABLE OF CONTENTS Page(s) ARTICLE 1    DEFINITIONS      2 1.1 Definitions 2       ARTICLE 2    PURCHASE AND SALE      7 2.1 Closing 7 2.2 Closing Deliveries 8       ARTICLE 3    REPRESENTATIONS AND WARRANTIES      9 3.1 Representations and Warranties of the Comp

Agreement and Plan of Merger, dated as of December 16, 2024, by and among Berkshire Hills Bancorp, Inc, Commerce Acquisition Sub, Inc., and Brookline Bancorp, Inc. *

Exhibit 2.1 Execution Version AGREEMENT AND PLAN OF MERGER by and among BERKSHIRE HILLS BANCORP, INC., Commerce Acquisition Sub, Inc. and BROOKLINE BANCORP, INC. Dated as of December 16, 2024 TABLE OF CONTENTS Page Article I THE MERGER AND THE HOLDCO MERGER 2 Section 1.1. The Merger      2 Section 1.2. Closing      2 Section 1.3. Effective Time      2 Section 1.4. Effects of the Merger      2 Sect

Form of Registration Rights Agreement, dated December 16, 2024, by and among Berkshire Hills Bancorp, Inc., and the other parties identified therein.

Exhibit 10.2 FORM OF REGISTRATION RIGHTS AGREEMENT This Registration Rights Agreement (this “Agreement”) is made and entered into as of [·], 2024, by and among Berkshire Hills Bancorp, Inc., a Delaware corporation (the “Company”), and the several purchasers signatory hereto (each a “Purchaser” and collectively, the “Purchasers”). This Agreement is made pursuant to the Securities Purchase Agreement

Employee FAQ: Berkshire Hills Bancorp & Brookline Bancorp Merger

Filed by Berkshire Hills 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: Brookline Bancorp, Inc. Commission File No.: 0-23695 Employee FAQ: Berkshire Hills Bancorp & Brookline Bancorp Merger These FAQs were developed for employees to help answer common questions related to the an

Employment Agreement, dated December 16, 2024, by and among Berkshire Hills Bancorp, Inc., Berkshire Bank, Brookline Bank and Sean A. Gray

Exhibit 10.3 EMPLOYMENT AGREEMENT This Employment Agreement (“Agreement”) is made as of the 15th day of December, 2024, by and among Berkshire Hills Bancorp, Inc., a Delaware corporation with its principal administrative office at 60 State Street, Boston, MA 02109 (the “Holding Company”), Berkshire Bank, a Massachusetts chartered trust company, Brookline Bank, a Massachusetts chartered trust compa

1 Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. Merger of Equals December 2024

1 Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. Merger of Equals December 2024 2 Caution Regarding Forward - Looking Statements This communication may contain forward - looking statements, including, but not limited to, certain plans, expectations, goals, projections, and statements about the benefits of the proposed transaction, the plans, objectives, expectations and intentions of Be

Form of Registration Rights Agreement, dated December 16, 2024, by and among Berkshire Hills Bancorp, Inc., and the other parties identified therein.

Exhibit 10.2 FORM OF REGISTRATION RIGHTS AGREEMENT This Registration Rights Agreement (this “Agreement”) is made and entered into as of [·], 2024, by and among Berkshire Hills Bancorp, Inc., a Delaware corporation (the “Company”), and the several purchasers signatory hereto (each a “Purchaser” and collectively, the “Purchasers”). This Agreement is made pursuant to the Securities Purchase Agreement

Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. announce a Merger of Equals to create a Premier Northeast Banking Franchise

Exhibit 99.2 Berkshire Hills Bancorp, Inc. and Brookline Bancorp, Inc. announce a Merger of Equals to create a Premier Northeast Banking Franchise · Combination increases scale with $24 billion in assets, 148 branch offices and a longstanding history of serving clients and communities · Highly compatible cultures, deep community ties and operating philosophies · 0.42 Berkshire shares for each Broo

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2024 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781

Other Events

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 1, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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): October 24, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Reports Higher Third Quarter Net Income of $37.5 million, or $0.88 Per Share Operating EPS of $0.58 increased 5% linked quarter and 16% year-over-year

Exhibit 99.1 Berkshire Hills Reports Higher Third Quarter Net Income of $37.5 million, or $0.88 Per Share Operating EPS of $0.58 increased 5% linked quarter and 16% year-over-year · $16 million non-operating gain on branch sale ($0.30 per share after tax) · Operating revenue up 1% linked quarter and 2% year-over-year · 14.8% return on tangible common equity; 9.9% operating return on tangible commo

Other Events

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): October 17, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Other Events

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): September 17, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2024 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKS

Berkshire Hills Reports a Solid Second Quarter Net Income of $24.0 million, or $0.57 Per Share Operating EPS of $0.55 increased 12% linked quarter

Exhibit 99.1 Berkshire Hills Reports a Solid Second Quarter Net Income of $24.0 million, or $0.57 Per Share Operating EPS of $0.55 increased 12% linked quarter · Operating revenue increased 3% linked quarter · Operating expense decreased 2% linked quarter · Net interest margin 3.20%, increased 5 basis points linked quarter · Net loan charge-offs were 7 basis points annualized BOSTON, July 18, 2024

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 18, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 ☒ ANNUAL REPORT PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. For the fiscal year ended December 31, 2023 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 15(d) OF TH

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, June 7, 2024 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on June 20, 2024, payable on June 28, 2024. About Berkshire Hills Bancorp Headquartered in Boston, Berks

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, 2024 BERKSHIRE HILLS BANC

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, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

Berkshire Hills Bancorp Announces Results of Annual Meeting Shareholders Recognize Berkshire’s Achievements; Approve All Proposals

Berkshire Hills Bancorp Announces Results of Annual Meeting Shareholders Recognize Berkshire’s Achievements; Approve All Proposals BOSTON – May 17, 2024 – Berkshire Hills Bancorp, Inc.

Other Events, 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 16, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

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 14, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

Berkshire Hills Announces Executive Transition

EXHIBIT 99.1 Berkshire Hills Announces Executive Transition BOSTON, May 14, 2024 - Berkshire Hills Bancorp, Inc. (the “Company”, NYSE: BHLB) and Berkshire Bank (the “Bank”) announced today that R. David Rosato, Chief Financial Officer, has decided to step down to pursue other interests. Mr. Rosato will remain with the company through June 14, 2024, as the Company transitions his responsibilities t

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2024 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERK

Berkshire Hills Reports First Quarter 2024 Results Announces $362 Million Securities Sale

Exhibt 99.1 Berkshire Hills Reports First Quarter 2024 Results Announces $362 Million Securities Sale · First quarter loss of $20 million, ($0.47) per share · Operating income of $21 million, $0.49 per share · Securities sale of $362 million resulted in a $49.9 million net non-operating loss ($0.89 per share after-tax) · Net loan charge-offs were 18 basis points annualized · TCE ratio of 8.2% and

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 18, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

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. )

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 14a-6(e)(2)) ☒ Defin

BERKSHIRE HILLS BANCORP, INC. BERKSHIRE BANK THREE-YEAR EMPLOYMENT AGREEMENT

Exhibit 10.1 BERKSHIRE HILLS BANCORP, INC. BERKSHIRE BANK THREE-YEAR EMPLOYMENT AGREEMENT This Three-Year Employment Agreement (the “Agreement”) is made and entered into as of March 21, 2024 (the “Execution Date”), by and among Berkshire Hills Bancorp, Inc. (the “Company”), a corporation organized under the laws of the State of Delaware, and its wholly-owned subsidiary, Berkshire Bank (the “Bank”)

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

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): March 21, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Financial Statements and Exhibits, Other Events

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): March 7, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, March 7, 2024 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on March 21, 2024, payable on April 4, 2024. About Berkshire Hills Bancorp Headquartered in Boston, Ber

Financial Statements and Exhibits, Other Events

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): March 4, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Regulation FD Disclosure

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): March 4, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Berkshire Hills Bancorp to Sell Select Upstate and Eastern New York Branches

Exhibit 99.1 Berkshire Hills Bancorp to Sell Select Upstate and Eastern New York Branches · Enhances efficiency and profitability of the overall branch network · Strengthens focus in core New York markets · Combined branch and securities sale is neutral to full year 2024 earnings outlook BOSTON – March 4, 2024 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) announced today that its wholly owned subsi

Subsidiary Information

Exhibit 21 Berkshire Hills Bancorp, Inc. Subsidiaries Name State or Other Jurisdiction of Incorporation or Organization Berkshire Hills Bancorp, Inc. Delaware Berkshire Bank Massachusetts Beacon Comprehensive Services Corp. New York RSB Properties, Inc. New York CSB Service Corp. Massachusetts Legacy Insurance Services of the Berkshires, LLC Delaware North Street Securities Corporation Massachuset

Berkshire Hills Bancorp, Inc. Clawback Polic

Exhibit 97 BERKSHIRE HILLS BANCORP, INC. CLAWBACK POLICY The Board of Directors (the “Board”) of Berkshire Hills Bancorp, Inc. (the “Company”) believes that it is in the best interests of the Company and its shareholders to adopt this Clawback Policy (this “Policy”), which provides for the recovery of certain incentive compensation in the event of an accounting restatement. The Company has adopted

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended: December 31, 2023 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKSHIRE

Regulation FD Disclosure

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 14, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Berkshire Hills Announces Annual Meeting Date

Exhibit 99.1 Berkshire Hills Announces Annual Meeting Date BOSTON, February 12, 2024 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Annual Meeting of Shareholders will be held at 10:00 am on Thursday, May 16, 2024 at Berkshire Bank’s offices at 99 North Street, Pittsfield, Massachusetts. The date of March 21, 2024 has been established as the record date for the determination

BHLB / Berkshire Hills Bancorp, Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SC 13G/A 1 tv0424-berkshirehillsbancorp.htm SCHEDULE 13G/A SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 12)* Name of issuer: Berkshire Hills Bancorp Inc Title of Class of Securities: Common Stock CUSIP Number: 084680107 Date of Event Which Requires Filing of this Statement: December 29, 2023 Check the appropriate b

Financial Statements and Exhibits, Other Events

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 12, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

BHLB / Berkshire Hills Bancorp, Inc. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 16 )* Berkshire Hills Bancorp Inc (Name of Issuer) Common Stock (Title of Class of Securities) 084680107 (CUSIP Number) December 29, 2023 (Date of Event Which Requires Filing of this Statement) Check the appropria

Berkshire Hills Reports Fourth Quarter 2023 Results Announces $40 Million Share Repurchase Authorization

Exhibit 99.1 Berkshire Hills Reports Fourth Quarter 2023 Results Announces $40 Million Share Repurchase Authorization · Fourth quarter loss of $1 million, ($0.03) per share; operating income of $20 million, $0.47 per share · $267 million securities sale resulting in $25.1 million pre-tax non-operating loss · Net loan charge-offs and non-performing assets decreased 18% linked quarter · TCE ratio of

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 25, 2024 BERKSHIRE HILLS

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 25, 2024 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2023 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, November 3, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on November 16, 2023, payable on November 30, 2023. ABOUT BERKSHIRE HILLS BANCORP Headquartered in B

Financial Statements and Exhibits, Other Events

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 3, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Regulation FD Disclosure

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 1, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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): October 20, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Reports Third Quarter Net Income of $20 Million, or $0.45 Earnings per Share Operating Income of $22 Million, or $0.50 per Share

Exhibit 99.1 Berkshire Hills Reports Third Quarter Net Income of $20 Million, or $0.45 Earnings per Share Operating Income of $22 Million, or $0.50 per Share ● Average loan growth of 2% linked quarter; average deposit growth of 1% ● Operating expense flat linked quarter ● Net loan charge-offs decreased $0.3 million linked quarter ● TCE ratio of 7.7% and CET1 ratio of 12.1%; stock repurchases were

Berkshire Hills Bancorp Appoints Mary Anne Callahan as New Independent Director

EXHIBIT 99.1 Berkshire Hills Bancorp Appoints Mary Anne Callahan as New Independent Director BOSTON – September 14, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a leading socially responsible community bank with financial centers in New England and New York, announced the election of Mary Anne Callahan to the Board of Directors of the Company and its who

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

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): September 13, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2023 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKS

Financial Statements and Exhibits, Other Events

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): August 4, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, August 4, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on August 17, 2023, payable on August 31, 2023. ABOUT BERKSHIRE HILLS BANCORP Headquartered in Boston,

Berkshire Hills Reports Second Quarter Net Income of $24 Million, or $0.55 Earnings per Share 10% EPS Growth Year-over-Year

Exhibit 99.1 Berkshire Hills Reports Second Quarter Net Income of $24 Million, or $0.55 Earnings per Share 10% EPS Growth Year-over-Year · Period-end loan growth of 2%; total deposits unchanged · Net loan charge-offs decreased $1.1 million; credit loss allowance increased $2.2 million commensurate with loan growth · TCE ratio of 7.9 percent and CET1 ratio of 12.1 percent · Repurchased $12 million

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 20, 2023 BERKSHIRE HILLS BAN

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 20, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Berkshire Hills Announces Allocation of Inaugural $100 Million Sustainability Bond Bond Supports Social & Environmental Projects in New England & New York

EXHIBIT 99.1 Berkshire Hills Announces Allocation of Inaugural $100 Million Sustainability Bond Bond Supports Social & Environmental Projects in New England & New York BOSTON – July 10, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) (“Berkshire” or the “Company”), announced today that proceeds from its inaugural sustainability bond have been allocated to projects resulting in the creation of 33

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 10, 2023 BERKSHIRE HILLS BAN

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 10, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 ☒ ANNUAL REPORT PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. For the fiscal year ended December 31, 2022 OR ☐ TRANSITION REPORT PURSUANT TO SECTION 15(d) OF TH

Berkshire Hills Announces Results of Annual Meeting All Proposals Approved by Shareholders; Company Highlights Strength & Progress

Exhibit 99.1 Berkshire Hills Announces Results of Annual Meeting All Proposals Approved by Shareholders; Company Highlights Strength & Progress BOSTON – May 19, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB), announced today that all four proposals were approved at its Annual Meeting of Shareholders on May 18, 2023, with a quorum of approximately 93% of outstanding shares voted in person or by

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 18, 2023 BERKSHIRE HILLS BANC

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 18, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2023 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERK

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, May 5, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on May 18, 2023, payable on June 1, 2023. ABOUT BERKSHIRE HILLS BANCORP Headquartered in Boston, Berkshir

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 5, 2023 BERKSHIRE HILLS BANCO

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 5, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commiss

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 20, 2023 BERKSHIRE HILLS BA

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 20, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Berkshire Hills Reports First Quarter Net Income of $27.6 Million, or $0.63 per Share

Exhibit 99.1 Berkshire Hills Reports First Quarter Net Income of $27.6 Million, or $0.63 per Share · Diversified 5 percent growth in average loans; relatively flat (-1%) average deposits · Cash and borrowing capacity at 117 percent of uninsured deposits · Tangible book value per share +4 percent to $21.89 · TCE ratio of 7.9 percent and CET1 ratio of 12.1 percent · Added two prominent and well-resp

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. )

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 14a-6(e)(2)) ☒ Defin

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 5, 2023 BERKSHIRE HILLS BAN

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 5, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Berkshire Hills Bancorp Appoints Former Federal Reserve Bank of Boston President and CEO Eric Rosengren as New Independent Director

EXHIBIT 99.1 Berkshire Hills Bancorp Appoints Former Federal Reserve Bank of Boston President and CEO Eric Rosengren as New Independent Director BOSTON – April 10, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a leading socially responsible community bank with financial centers in New England and New York, announced the election of Eric S. Rosengren to th

Form of Indenture for Senior Debt Securities.

Exhibit 4.4 BERKSHIRE HILLS BANCORP, INC. and [], as Trustee INDENTURE Dated as of [ , ] SENIOR DEBT SECURITIES TABLE OF CONTENTS ARTICLE I Definitions And Other Provisions Of General Application 1 Section 1.1. Definitions 1 Section 1.2. Compliance Certificates and Opinions 7 Section 1.3. Form of Documents Delivered to Trustee 7 Section 1.4. Acts of Holders; Record Dates 8 Section 1.5. Notices, Et

Filing Fee Table

EXHIBIT 107 Calculation of Filing Fee Tables Form S-3 (Form Type) Berkshire Hills Bancorp, Inc.

As filed with the Securities and Exchange Commission on March 2, 2023

As filed with the Securities and Exchange Commission on March 2, 2023 Registration No.

Form of Indenture for Subordinated Debt Securities.

Exhibit 4.6 BERKSHIRE HILLS BANCORP, INC. and [], as Trustee INDENTURE Dated as of [ , ] SUBORDINATED DEBT SECURITIES TABLE OF CONTENTS ARTICLE I Definitions And Other Provisions Of General Application 1 Section 1.1. Definitions 1 Section 1.2. Compliance Certificates and Opinions 8 Section 1.3. Form of Documents Delivered to Trustee 9 Section 1.4. Acts of Holders; Record Dates 10 Section 1.5. Noti

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended: December 31, 2022 ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKSHIRE

Subsidiary Information

Exhibit 21 Berkshire Hills Bancorp, Inc. Subsidiaries Name State or Other Jurisdiction of Incorporation or Organization Berkshire Hills Bancorp, Inc. Delaware Berkshire Bank Massachusetts Beacon Comprehensive Services Corp. New York RSB Properties, Inc. New York CSB Service Corp. Massachusetts Legacy Insurance Services of the Berkshires, LLC Delaware North Street Securities Corporation Massachuset

Regulation FD Disclosure

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 15, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

BHLB / Berkshire Hills Bancorp, Inc. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

SC 13G/A 1 SEC13GFiling.htm SEC SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 15 )* Berkshire Hills Bancorp Inc (Name of Issuer) Common Stock (Title of Class of Securities) 084680107 (CUSIP Number) December 30, 2022 (Date of Event Which Requires Filing of this Statement) Check the appropria

BHLB / Berkshire Hills Bancorp, Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 11)* Name of issuer: Berkshire Hills Bancorp Inc. Title of Class of Securities: Common Stock CUSIP Number: 084680107 Date of Event Which Requires Filing of this Statement: December 30, 2022 Check the appropriate box to designate the rule pursuant to which this Schedule i

Financial Statements and Exhibits, Other Events

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 6, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Announces Annual Meeting Date

EX-99.1 2 ex99-18k020623.htm NEWS RELEASE DATED FEBRUARY 6, 2023 EXHIBIT 99.1 Berkshire Hills Announces Annual Meeting Date BOSTON, February 6, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has determined that the Annual Meeting of Shareholders will be held at 10:00 am on Thursday, May 18, 2023 in a virtual meeting format. The date of Friday, March 2

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, February 3, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on February 16, 2023, payable on March 2, 2023. ABOUT BERKSHIRE HILLS BANCORP Headquartered in Bosto

Financial Statements and Exhibits, Other Events

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 3, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

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

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 2, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Appoints Former Massachusetts Lieutenant Governor Karyn Polito as New Independent Director

EXHIBIT 99.1 Berkshire Hills Appoints Former Massachusetts Lieutenant Governor Karyn Polito as New Independent Director BOSTON – February 2, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a leading socially responsible community bank with financial centers in New England and New York, announced the election of Karyn Polito to the Board of Directors of the

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

BERKSHIRE HILLS REPORTS RECORD FOURTH QUARTER RESULTS

Exhibit 99.1 BERKSHIRE HILLS REPORTS RECORD FOURTH QUARTER RESULTS BOSTON, January 26, 2023 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today reported that fourth quarter 2022 earnings per share (“EPS”) increased year-over-year by 64% to a fourth quarter record $0.69. For these periods, the non-GAAP measure of adjusted EPS increased by 52% to $0.64. For the full year 2022, EPS decreased year-over

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K/A 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 25, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (C

BERKSHIRE HILLS ANNOUNCES $50 MILLION SHARE REPURCHASE PROGRAM BOSTON, January 25, 2023 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a share repurchase program pursuant to which the Company is

EXHIBIT 99.1 BERKSHIRE HILLS ANNOUNCES $50 MILLION SHARE REPURCHASE PROGRAM BOSTON, January 25, 2023 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a share repurchase program pursuant to which the Company is authorized to repurchase shares of Company common stock at a total cost of up to $50 million through December 31, 2023. This would result

Berkshire Hills Bancorp Names David Rosato as Senior Executive Vice President, Chief Financial Officer

EXHIBIT 99.1 Berkshire Hills Bancorp Names David Rosato as Senior Executive Vice President, Chief Financial Officer BOSTON – January 25, 2023 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a leading socially responsible community bank with financial centers in New England and New York, announced that David Rosato, an accomplished banking executive who served mo

Financial Statements and Exhibits, Other Events

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 25, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

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

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 25, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (Com

Financial Statements and Exhibits, Other Events

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 17, 2023 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Bancorp Names New Executives James “Jim” Brown Named Senior Executive Vice President, Head of Commercial Banking Philip Jurgeleit Named Executive Vice President, Chief Credit Officer

Berkshire Hills Bancorp Names New Executives James “Jim” Brown Named Senior Executive Vice President, Head of Commercial Banking Philip Jurgeleit Named Executive Vice President, Chief Credit Officer BOSTON – January 17, 2023 – Berkshire Hills Bancorp, Inc.

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

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): December 30, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2022 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781

Financial Statements and Exhibits, Other Events

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, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Announces 50% Increase in Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces 50% Increase in Quarterly Shareholder Dividend BOSTON, November 4, 2022. Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.18 per common share to shareholders of record at the close of business on November 17, 2022, payable on December 1, 2022. This is a 50% increase from the fo

Berkshire Hills Reports Third Quarter Results

Exhibit 99.1 Berkshire Hills Reports Third Quarter Results BOSTON, October 20, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today reported third quarter 2022 earnings per share (?EPS?) totaling $0.42. The non-GAAP measure of adjusted EPS totaled $0.62 for this period. GAAP EPS decreased from $0.50 in the prior quarter due to $11 million in third quarter charges primarily consisting of branch

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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): October 20, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

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

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): October 7, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Com

Transition Agreement and Release of Claims

EXHIBIT 10.1 TRANSITION AGREEMENT AND RELEASE OF CLAIMS This Transition Agreement and Release of Claims (?Agreement?) is entered into between Berkshire Hills Bancorp, Inc., Berkshire Bank and Subhadeep Basu (?you? or ?your?) (collectively, the ?Parties?) on October 12, 2022. You have resigned from your employment as Senior Executive Vice President, Chief Financial Officer of Berkshire Hills Bancor

Berkshire Hills Announces Executive Change

EXHIBIT 99.1 Berkshire Hills Announces Executive Change BOSTON, October 13, 2022 - Berkshire Hills Bancorp, Inc. (the ?Company?, NYSE: BHLB) and Berkshire Bank (the ?Bank?) announced today that Subhadeep Basu, Chief Financial Officer of the Company and the Bank, has resigned effective October 7, 2022, for personal reasons and to subsequently pursue other career interests. Mr. Basu has agreed to be

Berkshire Hills Bancorp Promotes Ashlee Flores to Executive Vice President, Chief Compliance Officer

Exhibit 99.1 Berkshire Hills Bancorp Promotes Ashlee Flores to Executive Vice President, Chief Compliance Officer BOSTON ? September 12, 2022 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a leading socially responsible community bank with financial centers located in New England and New York, is excited to announce that Ashlee Flores, an experienced industry a

Transition Agreement dated September 9, 2022, between Deborah A. Stephenson,

Exhibit 10.1 TRANSITION AGREEMENT This Transition Agreement (?Agreement?) is entered into by and between Deborah A. Stephenson (?you?) and Berkshire Hills Bancorp, Inc. (the ?Company?) and Berkshire Bank (the ?Bank?) (collectively, the ?Employers?) on September 9, 2022 (the ?Effective Date?). For purposes of this Agreement, the term ?Employers? shall also include the Company?s and the Bank?s respe

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

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): September 6, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (Co

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2022 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKS

Financial Statements and Exhibits, Other Events

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 29, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (Commis

Berkshire Hills Announces Quarterly Shareholder Dividend

Exhibit 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, July 29, 2022 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.12 per common share to shareholders of record at the close of business on August 11, 2022, payable on August 25, 2022. ABOUT BERKSHIRE HILLS BANCORP Berkshire Hills Bancorp i

Berkshire Hills Reports 19% Increase in Quarterly Earnings Per Share

Exhibit 99.1 Berkshire Hills Reports 19% Increase in Quarterly Earnings Per Share BOSTON, July 20, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today reported that second quarter 2022 earnings per share (EPS) increased by 19% to $0.50 from $0.42 in the prior quarter. The non-GAAP measure of adjusted EPS also increased by 19% to $0.51 from $0.43. The improvement was due to loan growth and high

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 20, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Moody’s Assigns First-Time “A3” Deposit Rating to Berkshire Bank Assigns Positive Rating Outlook

EXHIBIT 99.1 Moody?s Assigns First-Time ?A3? Deposit Rating to Berkshire Bank Assigns Positive Rating Outlook BOSTON, July 13, 2022 - Berkshire Hills Bancorp, Inc. (?Berkshire Hills? or the ?Company?) (NYSE: BHLB), the parent company of Berkshire Bank (the ?Bank?), announced that Moody?s Investors Service (?Moody?s?), in a Rating Action report dated June 21, 2022, assigned first time ratings to Be

Financial Statements and Exhibits, Other Events

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 13, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (Commis

BERKSHIRE HILLS BANCORP ISSUES $100 MILLION SUSTAINABILITY BOND First U.S. Community Bank Holding Company to Issue a Bond Dedicated to Supporting Social & Environmental Projects

Exhibit 99.1 BERKSHIRE HILLS BANCORP ISSUES $100 MILLION SUSTAINABILITY BOND First U.S. Community Bank Holding Company to Issue a Bond Dedicated to Supporting Social & Environmental Projects BOSTON, June 30, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) (?Berkshire? or the ?Company?) announced today the completion of the public offering and sale of its inaugural Sustainability Bond, offering $

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Other Events

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 30, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Indenture, dated June 30, 2022, between Berkshire Hills Bancorp, Inc. and Wilmington Trust National Association, as Trustee

Exhibit 4.1 BERKSHIRE HILLS BANCORP INC. and WILMINGTON TRUST, NATIONAL ASSOCIATION, as Trustee INDENTURE Dated as of June 30, 2022 SUBORDINATED DEBT SECURITIES TABLE OF CONTENTS ARTICLE I Definitions And Other Provisions Of General Application 1 Section 1.1. Definitions 1 Section 1.2. Compliance Certificates and Opinions 8 Section 1.3. Form of Documents Delivered to Trustee 8 Section 1.4. Acts of

First Supplemental Indenture, dated June 30, 2022, between Berkshire Hills Bancorp, Inc. and Wilmington Trust National Association, as Trustee

Exhibit 4.2 BERKSHIRE HILLS BANCORP, INC., Company, AND WILMINGTON TRUST, NATIONAL ASSOCIATION, Trustee FIRST SUPPLEMENTAL INDENTURE Dated as of June 30, 2022 TO INDENTURE Dated as of June 30, 2022 5.50% FIXED-TO-FLOATING RATE SUBORDINATED NOTES DUE 2032 Article I DEFINITIONS 1 Section 1.1 Definitions 1 Article II GENERAL TERMS AND CONDITIONS OF THE NOTES 7 Section 2.1 Designation and Principal Am

5.50% Fixed-to-Floating Rate Subordinated Notes due 2032

Filed Pursuant to Rule 424(b)(5) Registration No. 333-237301 PROSPECTUS SUPPLEMENT (To Prospectus dated March 20, 2020) $100,000,000 5.50% Fixed-to-Floating Rate Subordinated Notes due 2032 We are offering $100,000,000 aggregate principal amount of 5.50% fixed-to-floating rate subordinated notes due 2032 (the ?Notes?) pursuant to this prospectus supplement and the accompanying prospectus. The Note

BERKSHIRE HILLS BANCORP, INC. ANNOUNCES PRICING OF SUBORDINATED NOTES OFFERING

Exhibit 99.1 BERKSHIRE HILLS BANCORP, INC. ANNOUNCES PRICING OF SUBORDINATED NOTES OFFERING BOSTON, June 28, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) (?Berkshire? or the ?Company?) announced today the pricing of its offering of $100.0 million of its 5.50% fixed-to-floating rate subordinated notes due 2032 (the ?Notes?). The Notes will initially bear interest at 5.50% per annum, with inter

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

11-K 1 form11k2021.htm BERKSHIRE HILLS BANCORP, INC. FORM 11-K DECEMBER 31, 2021 UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 11-K FOR ANNUAL REPORTS OF EMPLOYEE STOCK PURCHASE, SAVINGS AND SIMILAR PLANS PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 ☒ ANNUAL REPORT PURSUANT TO SECTION 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934. For the fiscal ye

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Other Events

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 28, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commi

Calculation of Filing Fee Tables

Exhibit 107 Calculation of Filing Fee Tables Form S-3 (Form Type) Berkshire Hills Bancorp, Inc.

Underwriting Agreement, dated as of June 28, 2022, by and among Berkshire Hills Bancorp, Inc., Berkshire Bank, Keefe, Bruyette & Woods, Inc. and PNC Capital Markets LLC (as representatives of the Underwriters named therein)

Exhibit 1.1 $100,000,000 Berkshire Hills Bancorp, Inc. 5.50% Fixed-to-Floating Rate Subordinated Notes due 2032 UNDERWRITING AGREEMENT June 28, 2022 Keefe, Bruyette & Woods, Inc. 787 Seventh Avenue, 4th Floor New York, New York 10019 PNC CAPITAL MARKETS LLC 300 Fifth Avenue, 10th Floor Pittsburgh, Pennsylvania 15222 As representatives of the Underwriters listed in Schedule A hereto Ladies and Gent

Berkshire Hills Bancorp, Inc. 5.50% Fixed-to-Floating Rate Subordinated Notes due 2032 Term Sheet

Filed pursuant to Rule 433 Issuer Free Writing Prospectus dated June 28, 2022 Supplementing the Preliminary Prospectus Supplement dated June 28, 2022 (to Prospectus dated March 20, 2020) Registration No.

Dated June 28, 2022

Dated June 28, 2022 Filed Pursuant to Rule 433 Registration No. 333-237301 Supplementing the Preliminary Prospectus Supplement dated June 28, 2022 (to Prospectus dated March 20, 2020) BERKSHIRE HILLS BANCORP INVESTOR PRESENTATION JUNE 2022 LEGAL DISCLOSURE FORWARD - LOOKING STATEMENTS This presentation contains ?forward - looking statements? within the meaning of section 27A of the Securities Act

SUBJECT TO COMPLETION, DATED JUNE 28, 2022

The information in this preliminary prospectus supplement is not complete and may be changed.

Form of Officer Restricted Stock Award Agreement

EXHIBIT 10.5 [FORM OF] BERKSHIRE HILLS BANCORP, INC. 2022 EQUITY INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT Participant?s Name: You have been granted an award of shares of Berkshire Hills Bancorp, Inc. common stock (?Common Stock?) at no cost to you subject to the terms and conditions of this Award Agreement and the Berkshire Hills Bancorp, Inc. 2022 Equity Incentive Plan (the ?Plan?).Capital

As filed with the Securities and Exchange Commission on June 24, 2022 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-8 REGISTRATION STATEMENT THE SECURITIES ACT OF 1933 Berkshire Hills Bancorp, Inc. (Exact Name of Regi

S-8 1 s80622222.htm FORM S-8 REGISTRATION STATEMENT BERKSHIRE HILLS BANCORP, INC. JUNE 24, 2022 Registration No. 333- As filed with the Securities and Exchange Commission on June 24, 2022 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-8 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 Berkshire Hills Bancorp, Inc. (Exact Name of Registrant as Specified in its

Form of Executive Performance-Based Restricted Stock Award Agreement

EXHIBIT 10.3 [FORM OF] Performance-based Restricted Stock Award Granted by BERKSHIRE HILLS BANCORP, INC. under the BERKSHIRE HILLS BANCORP, INC. 2022 EQUITY INCENTIVE PLAN This Restricted Stock Award Agreement (the ?Restricted Stock Award? or this ?Agreement?) is and will be subject in every respect to the provisions of the 2022 Equity Incentive Plan (the ?Plan?) of Berkshire Hills Bancorp, Inc. (

Form of Executive Time-Based Restricted Stock Award Agreement

EXHIBIT 10.2 [FORM OF] Time-based Restricted Stock Award Granted by BERKSHIRE HILLS BANCORP, INC. under the BERKSHIRE HILLS BANCORP, INC. 2022 EQUITY INCENTIVE PLAN This Restricted Stock Award Agreement (the ?Restricted Stock Award? or this ?Agreement?) is and will be subject in every respect to the provisions of the 2022 Equity Incentive Plan (the ?Plan?) of Berkshire Hills Bancorp, Inc. (the ?Co

Form of Director Restricted Stock Award Agreement

EXHIBIT 10.4 [FORM OF] BERKSHIRE HILLS BANCORP, INC. 2022 EQUITY INCENTIVE PLAN RESTRICTED STOCK AWARD AGREEMENT Participant?s Name: You have been granted an award of shares of Berkshire Hills Bancorp, Inc. common stock (?Common Stock?) at no cost to you subject to the terms and conditions of this Award Agreement and the Berkshire Hills Bancorp, Inc. 2022 Equity Incentive Plan (the ?Plan?). Capita

Filing Fee Table

EXHIBIT 107 Calculation of Filing Fee Tables Form S-8 (Form Type) Berkshire Hills Bancorp.

Berkshire Hills Announces Results of Annual Meeting All Proposals Approved by Shareholders; Company Recaps 2021 Highlights

EXHIBIT 99.1 Berkshire Hills Announces Results of Annual Meeting All Proposals Approved by Shareholders; Company Recaps 2021 Highlights BOSTON, May 20, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB), announced today that all four proposals were approved at its Annual Meeting of Shareholders on May 18, 2022, with 93% of eligible outstanding shares represented at the meeting. All twelve director

Other Events

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 18, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Commis

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2022 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERK

Financial Statements and Exhibits, Other Events

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 29, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, April 29, 2022 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.12 per common share to shareholders of record at the close of business on May 12, 2022, payable on May 26, 2022. ABOUT BERKSHIRE HILLS BANCORP Berkshire Hills Bancorp is the

Financial Statements and Exhibits, Other Events

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 22, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 20, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

BERKSHIRE HILLS REPORTS IMPROVED FIRST QUARTER RESULTS

Exhibit 99.1 BERKSHIRE HILLS REPORTS IMPROVED FIRST QUARTER RESULTS BOSTON, April 20, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today reported that first quarter earnings per share (EPS) increased year-over-year by 62% to $0.42 in 2022 from $0.26 in 2021. The non-GAAP measure of adjusted EPS increased by 37% to $0.43 from $0.32. Earnings benefited from loan growth in 2022 together with a r

2021 Summary Annual Report Purpose. Performance. Progress. SM Berkshire Hills Bancorp, Inc.—BHLB | berkshirebank.com 1 Berkshire Bank (Berkshire Hills Bancorp | NYSE: BHLB) Berkshire Hills Bancorp, Inc. (NYSE: BHLB) is the parent company of Berkshire

Exhibit 99.1 2021 Summary Annual Report Purpose. Performance. Progress. SM Berkshire Hills Bancorp, Inc.?BHLB?|?berkshirebank.com 1 Berkshire Bank (Berkshire Hills Bancorp | NYSE: BHLB) Berkshire Hills Bancorp, Inc. (NYSE: BHLB) is the parent company of Berkshire Bank. The Bank sets itself apart from its peers through a focus on exceptional customer experience that?s driven by its DigiTouchSM comm

Financial Statements and Exhibits, Other Events

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 12, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (Commi

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. )

DEF 14A 1 a2022proxy.htm 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 permi

Berkshire Bank Expands Partnership with FinTech Narmi Partnership will Propel Berkshire Bank to the Forefront of Digital Banking Experience

EXHIBIT 99.1 Berkshire Bank Expands Partnership with FinTech Narmi Partnership will Propel Berkshire Bank to the Forefront of Digital Banking Experience BOSTON- MARCH 28, 2022- Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a socially responsible community-dedicated bank with branch locations in New England and New York, announced that it has expanded its partner

Financial Statements and Exhibits

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): March 28, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Berkshire Hills Appoints Mihir A. Desai As New Independent Director Financial, Investment, and Business Expertise Will Bolster Transformation

EXHIBIT 99.1 Berkshire Hills Appoints Mihir A. Desai As New Independent Director Financial, Investment, and Business Expertise Will Bolster Transformation BOSTON? March 14, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a socially responsible, community-dedicated bank with branch locations in New England and New York, announced the election of Mihir A. Des

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

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): March 10, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm

Subsidiary Information

Exhibit 21 Berkshire Hills Bancorp, Inc. Subsidiaries Name State or Other Jurisdiction of Incorporation or Organization Berkshire Hills Bancorp, Inc. Delaware Berkshire Bank Massachusetts Beacon Comprehensive Services Corp. New York RSB Properties, Inc. New York CSB Service Corp. Massachusetts Legacy Insurance Services of the Berkshires, LLC Delaware North Street Securities Corporation Massachuset

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended: December 31, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKSHIRE

BHLB / Berkshire Hills Bancorp, Inc. / VANGUARD GROUP INC - SCHEDULE 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Schedule 13G Under the Securities Exchange Act of 1934 (Amendment No.: 10)* Name of issuer: Berkshire Hills Bancorp Inc. Title of Class of Securities: Common Stock CUSIP Number: 084680107 Date of Event Which Requires Filing of this Statement: December 31, 2021 Check the appropriate box to designate the rule pursuant to which this Schedule i

BHLB / Berkshire Hills Bancorp, Inc. / DIMENSIONAL FUND ADVISORS LP - SEC SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 14 )* Berkshire Hills Bancorp Inc (Name of Issuer) Common Stock (Title of Class of Securities) 084680107 (CUSIP Number) December 31, 2021 (Date of Event Which Requires Filing of this Statement) Check the appropriate box to designate the rule pursuant to whic

Financial Statements and Exhibits, Other Events

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 2, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

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 28, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, January 28, 2022 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.12 per common share to shareholders of record at the close of business on February 10, 2022, payable on February 24, 2022. ABOUT BERKSHIRE HILLS BANCORP Berkshire Hills Ba

BERKSHIRE HILLS REPORTS IMPROVED FOURTH QUARTER RESULTS; SETS ANNUAL MEETING DATE

Exhibit 99.1 BERKSHIRE HILLS REPORTS IMPROVED FOURTH QUARTER RESULTS; SETS ANNUAL MEETING DATE BOSTON, January 20, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today reported that fourth quarter earnings per share (EPS) increased year-over-year by 40% to $0.42 in 2021, and by 50% to $0.42 on an adjusted non-GAAP basis. For the year 2021, Berkshire reported EPS of $2.39, or $1.69 on an adjuste

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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 20, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

BERKSHIRE HILLS REPORTS $140 MILLION SHARE REPURCHASE PROGRAM

EXHIBIT 99.1 BERKSHIRE HILLS REPORTS $140 MILLION SHARE REPURCHASE PROGRAM BOSTON, January 19, 2022 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a share repurchase program pursuant to which the Company is authorized to repurchase shares of Company common stock at a total cost of up to $140 million through December 31, 2022. This would result

Financial Statements and Exhibits, Other Events

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 19, 2022 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

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

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): December 16, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Berkshire Hills Appoints Nina A. Charnley As New Independent Director Adds Digital, Financial & Risk Expertise to Strengthen Transformation

EXHIBIT 99.1 Berkshire Hills Appoints Nina A. Charnley As New Independent Director Adds Digital, Financial & Risk Expertise to Strengthen Transformation BOSTON? December 21, 2021 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a socially responsible community-dedicated bank with branch locations in New England and New York, announced the election of Nina A. Char

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, November 1, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.12 per common share to shareholders of record at the close of business on November 11, 2021, payable on November 24, 2021. ABOUT BERKSHIRE HILLS BANCORP Berkshire Hills Ba

Current Report

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 1, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Resignation, Separation Agreement and Full and Final Release of Claims dated October 29, 2021

EXHIBIT 10.1 RESIGNATION, SEPARATION AGREEMENT AND FULL AND FINAL RELEASE OF CLAIMS This Resignation, Separation Agreement and Full and Final Release of Claims (?Agreement?) is entered into between Berkshire Hills Bancorp, Inc., Berkshire Bank and Tami M. Gunsch (?you? or ?your?) (collectively, the ?Parties?) on October 29, 2021. Per our mutual understanding, your employment as Senior Executive Vi

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

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): October 26, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Consulting Agreement dated October 29, 2021

EXHIBIT 10.2 CONSULTING AGREEMENT This Consulting Agreement (?Agreement?) is entered into by and between Tami M. Gunsch (?you?) and Berkshire Bank (the ?Bank?) on October 29, 2021 (the ?Effective Date?). For purposes of this Agreement, the term ?Bank? shall also include the Bank?s successors, and all of their respective parent companies, subsidiaries, affiliates, officers, directors, employees and

BERKSHIRE HILLS REPORTS EARNINGS PER SHARE GROWTH

Exhibit 99.1 BERKSHIRE HILLS REPORTS EARNINGS PER SHARE GROWTH BOSTON, October 21, 2021 - Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today reported that third quarter 2021 earnings per share increased year-over-year by 212% to $1.31 compared to $0.42 in 2020, and compared to $0.43 in the prior quarter. Results in the most recent quarter included $0.78 per share in net non-operating income, consist

Regulation FD Disclosure, Financial Statements and Exhibits, Results of Operations and Financial Condition

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): October 21, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Bancorp Announces Partnership with AI Lending Platform Upstart Berkshire Bank Will Offer AI Based Lending Solutions to Help More Consumers with their Financial Needs

EXHIBIT 99.1 Berkshire Hills Bancorp Announces Partnership with AI Lending Platform Upstart Berkshire Bank Will Offer AI Based Lending Solutions to Help More Consumers with their Financial Needs BOSTON, October 18, 2021- Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a socially responsible community-dedicated bank with branch locations in New England and New York

Financial Statements and Exhibits, Other Events

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): October 18, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Co

Berkshire Hills Bancorp Announces “BEST Community Comeback” – $5 Billion Multi-Year ESG Commitment to Fuel Resilience in Local Communities

EXHIBIT 99.1 Berkshire Hills Bancorp Announces ?BEST Community Comeback? ? $5 Billion Multi-Year ESG Commitment to Fuel Resilience in Local Communities Boston ? September 15, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, a socially responsible community-dedicated bank with branch locations in New England and New York, announced that the Bank will lend and

Other Events

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): September 15, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (

Berkshire Hills Bancorp Announces Lucia “Lucy” Bellomia Hired As Executive Vice President, Head of Retail Banking

EXHIBIT 99.1 Berkshire Hills Bancorp Announces Lucia ?Lucy? Bellomia Hired As Executive Vice President, Head of Retail Banking BOSTON ? September 13, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, announced the Bank has hired Lucia ?Lucy? Bellomia as EVP, Head of Retail Banking. Ms. Bellomia has over 20 years of experience in the financial industry, most r

Other Events

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): September 13, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (

Financial Statements and Exhibits, Other Events

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): September 9, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Berkshire Hills Bancorp Announces Mortgage Professional Ellen Steinfeld Hired as Executive Vice President, Head of Consumer Lending & Payments

EX-99 2 ex99-18k090821.htm NEWS RELEASE DATED SEPTEMBER 9, 2021 EXHIBIT 99.1 Berkshire Hills Bancorp Announces Mortgage Professional Ellen Steinfeld Hired as Executive Vice President, Head of Consumer Lending & Payments BOSTON – September 9, 2021 – Berkshire Hills Bancorp, Inc. (NYSE: BHLB), the parent company of Berkshire Bank, announced that the Bank has hired Ellen Steinfeld as EVP, Head of Con

Berkshire Hills Announces Hiring of Veteran Connecticut Banking Professional Jeffrey Klaus as Regional President for Southern CT

EXHIBIT 99.1 Berkshire Hills Announces Hiring of Veteran Connecticut Banking Professional Jeffrey Klaus as Regional President for Southern CT BOSTON ? September 7, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) the parent company of Berkshire Bank, announced that the Bank has hired Jeffrey Klaus as SVP, Regional President & Middle Market Team Leader in Southern Connecticut, based in New Haven.

Financial Statements and Exhibits, Other Events

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): September 7, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Current Report

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): September 1, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Financial Statements and Exhibits, Other Events

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K/A CURRENT REPORT PURSUANT TO SECTION 13 OR 15(D) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 27, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (C

Other Events, 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): August 27, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Com

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

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): August 20, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction of Incorporation) (Comm

Berkshire Hills Announces Board Leadership Transition David M. Brunelle to Succeed J. Williar ("Bill") Dunlaevy as Chairperson of the Board Jeffrey W. Kip to Join Board as Independent Director & Financial Expert BOSTON – August 25, 2021 – Berkshire H

Exhibit 99.1 Berkshire Hills Announces Board Leadership Transition David M. Brunelle to Succeed J. Williar ("Bill") Dunlaevy as Chairperson of the Board Jeffrey W. Kip to Join Board as Independent Director & Financial Expert BOSTON ? August 25, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE:BHLB), announced today that Board Chairperson J. Williar ("Bill") Dunlaevy will retire from the joint Board of D

Berkshire Hills and Brown & Brown Announce Definitive Agreement to Sell Berkshire Insurance Group to Brown & Brown of Massachusetts

Exhibit 99.1 Berkshire Hills and Brown & Brown Announce Definitive Agreement to Sell Berkshire Insurance Group to Brown & Brown of Massachusetts BOSTON ? August 24, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) and Brown & Brown, Inc. (NYSE: BRO) today announced the execution of a definitive agreement for the sale of the assets and operations of Berkshire Insurance Group, Inc. (BIG), a subsidi

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Other Events

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): August 24, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Com

Asset Purchase Agreement, dated as of August 24, 2021, by and among Berkshire Insurance Group, Inc., Berkshire Hills Bancorp, Inc. and Brown & Brown of Massachusetts, LLC*

Exhibit 2.1 FINAL EXECUTION VERSION ASSET PURCHASE AGREEMENT This Asset Purchase Agreement (this ?Agreement?), dated as of August 24, 2021 (the ?Agreement Date?), is made and entered into by and among Brown & Brown of Massachusetts, LLC, a Massachusetts limited liability company (?Buyer?); Berkshire Insurance Group, Inc., a Massachusetts corporation (?Seller?); and Berkshire Hills Bancorp, Inc., a

Financial Statements and Exhibits, Other Events

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): August 13, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Com

Berkshire Hills Announces Quarterly Shareholder Dividend

EXHIBIT 99.1 Berkshire Hills Announces Quarterly Shareholder Dividend BOSTON, August 13, 2021 ? Berkshire Hills Bancorp, Inc. (NYSE: BHLB) today announced that its Board of Directors has approved a quarterly cash dividend of $0.12 per common share to shareholders of record at the close of business on August 26, 2021, payable on September 9, 2021. ABOUT BERKSHIRE HILLS BANCORP Berkshire Hills Banco

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 10-Q

Table of Contents 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, 2021 ? TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-15781 BERKS

Financial Statements and Exhibits, Other Events

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): August 2, 2021 BERKSHIRE HILLS BANCORP, INC. (Exact Name of Registrant as Specified in its Charter) Delaware 001-15781 04-3510455 (State or Other Jurisdiction) of Incorporation) (Comm