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You are here: Home / unpublished / Insurance Agency Mergers & Acquisitions in Massachusetts | Q2-2026

Insurance Agency Mergers & Acquisitions in Massachusetts | Q2-2026

August 3, 2026 by AC Editor

New England insurance agency M&A activity Q1 2026

New England Agency M&A Also Slows in First Half of 2026

Agency Checklists’ tracking of publicly announced agency transactions in Massachusetts and New England shows a similar slowdown during the first half of 2026 to that of the latest OPTIS Partners Quarterly Report. Eight transactions were announced from January through June, compared with 15 during the first half of 2025. Activity was concentrated early in the year, with four transactions announced in January, one in February and none in March or April. Deal announcements resumed in May with the acquisitions of Paradiso Insurance by Trucordia and Turner Liberty Insurance by Davis & owlet Insurance Group, followed in June by World Insurance Associates’ acquisition of Worcester-based Wolpert Insurance.

The 2026 transactions involved a mix of regional agency groups and larger acquirers. Among the other first-half deals were MountainOne Insurance’s acquisition of Amy R. Morey Insurance Agency, Cushman Insurance Group’s acquisition of New Bedford’s Bergeron Agency, Starkweather & Shepley’s addition of DiMatteo Insurance Brokers, Davis & owlet’s partnership with The Insurance Source, and Hanscom Federal Credit Union’s acquisition of Peoples Bank, which brought Fleetwood Insurance Group into the credit union. The eight announced transactions represent a decline of approximately 47% from the 15 transactions tracked by Agency Checklists during the comparable period in 2025.

New England Insurance Agency M&A by Month, 2023–2026

The following table reflects agency merger and acquisition activity for Q1 2026. All in all, there were five transactions publicly announced in New England—four in January and one in February. Of those, three occurred in Massachusetts (all in January), with one each in Connecticut (January) and New Hampshire (February). The graph below reflects Agency Checklists’ proprietary data for 2023–2026. Please note the 2026 column reflects total New England activity for Q1-2026 only.

QuarterMonth2023202420252026
Q1January2424
February4241
March3120
Q1 Total9785
Q2April3110
May3242
June3021
Q2 Total9373
Q3July343—
August243—
September411—
Q3 Total997—
Q4October322—
November335—
December462—
Q4 Total10119—
Yearly Totals373031—


Thinking of selling your agency? Our checklist, “How to Sell Your Insurance Agency in Massachusetts” might be a good place to start.


Agency Checklists’ Proprietary List of Recent Acquisitions in New England

The following is an updated list of insurance agency acquisitions in Massachusetts and New England. Agency Checklists has tracked publicly announced insurance agency acquisitions throughout New England since 2023.

The table below compares monthly and quarterly transaction activity through June 2026. As always, if you know of a sale of an insurance agency not listed here, whether in Massachusetts or one of the New England states, please let us know so we can keep our list as accurate as possible. Thank you.

2026 Agency M&A Activity in New England

First Quarter Sales (Q1-2026)

January 2026 (Q1)

Hanscom Closes Peoples Bank Deal, Brings Fleetwood Insurance Group into the Credit Union

MountainOne Insurance Acquires Amy R. Morey Insurance Agency, Expands into Greenfield

Cushman Insurance Group Acquires New Bedford’s Bergeron Agency

Starkweather & Shepley Welcomes DiMatteo Insurance Brokers

February 2026 (Q1)

Davis & owlet Insurance Group Announces Partnership with The Insurance Source

March 2026 (Q1)

No announced sales this month

April 2026 (Q2)

No announced sales this month

May 2026 (Q2)

Paradiso Insurance Acquired by Trucordia

Davis & owlet Welcomes Turner Liberty Insurance to the Fold

June 2026 (Q2)

World Welcomes Worcester’s Wolpert Insurance


2025 Agency M&A Activity in Massachusetts & New England

First Quarter Sales (Q1-2025)

January 2025 (Q1)

Deland, Gibson Welcomes Worcester’s Burr Insurance To The Fold

Strong Start To 2025 For Duffy Insurance As It Expands Into West Newbury

February 2025 (Q1)

It’s Official: Alera Group Has Acquired Kaplansky Insurance

Arthur J. Gallagher & Co. Acquires Agilis Partners LLC

Insurance Services of New England Connects with Eight New Agencies in Connecticut

Duffy’s Good Fortune Continues With Addition of Beverly’s Fortunato Insurance Agency To Its Family of Agencies

March 2025 (Q1)

Sterling Insurance Buys Boston Agency Soo Hoo Insurance

Silverio Insurance Acquires the Secky Insurance Agency*

Second Quarter Sales (Q2-2025)

April 2025 (Q2)

Kaplansky acquires Premier Shield of Auburn*

May 2025 (Q2)

Boston’s Allegiant Global Partners Is Now Part of Hub

Deland, Gibson Acquires GV&Y Insurance Agency, Expanding Presence in Westwood, MA

Davis & owlet Insurance Group Announces Acquisition of Tobey & Merrill Insurance (NH)

Kaplansky acquires Henderson Insurance Agency of Needham*

June 2025 (Q2)

Duffy Insurance Announces Acquisition of Saratoga Insurance Agency

What Made This Boston Agency Worth $9.8 Billion to Buyers

Third Quarter Sales (Q3-2025)

July 2025 (Q3)

Kaplansky Acquires Conway Insurance of Hanover, MA*

Kaplansky Acquires Annarummo & Associates Insurance Agency in Warwick RI*

Duffy Insurance Announces First Acquisition Outside of Mass.

August 2025 (Q3)

Kaplansky Acquires Eagle Trust of Cambridge, MA*

Kaplansky Acquires Shea Insurance Agency of Holliston, MA*

Kaplansky Acquires CIA Insurance of Long Island, NY*

September 2025 (Q3)

Duffy Insurance Expands Presence with Latest Acquisition in Lexington

Fourth Quarter Sales (Q4-2025)

October 2025 (Q4)

Risman Insurance Acquires the Garrett-Lynch Insurance Agency

Renaissance Alliance Expands National Profile with IAN Acquisition

November 2025 (Q4)

Burgin Platner Acquires Walpole’s Millis Insurance Agency (Acting as Herb Lewis Insurance)

Duffy Insurance Acquires Waverley Insurance Agency

Trucordia Adds Five Agencies, Two in Massachusetts, As Part of National Expansion Effort

DiVirgilio Insurance Acquires Ebba J. Holland Insurance Agency; Marks Seventh Acquisition for Lynnfield-Based Firm

King Risk Partners’ Presence in Massachusetts Accelerates with Addition of Acacia Insurance

December 2025 (Q4)

Morse Insurance Joins Patriot Growth Insurance Services

Kaplansky Acquires Brockton’s Diamond Insurance*


M&A Activity in New England in 2024 & 2023

For those readers who are interested in reviewing past merger and acquisition activity in Massachusetts, the following is a list of the transactions featured in Agency Checklists during both 2023 and 2024.

2024 Agency M&A Activity in New England

First Quarter (Q1-2024)

January 2024 (Q1)

MountainOne Insurance Expands To Stockbridge, MA

Arthur J. Gallagher & Co. Acquires The Rowley Agency, LLC (New Hampshire)

Patriot Growth & FBinsure Acquire Rhode Island Insurance Group

Lowell’s Byam Bros-Mahoney Agency Joins Duffy Insurance

February 2024 (Q1)

Deland, Gibson Insurance Agency Acquires Austin Chandler Insurance

MountainOne Insurance Acquires G. W. Morisi Insurance Agency

March 2024 (Q1)

Kaplansky Welcomes WT Flynn Insurance Of Framingham To Its Ranks

Second Quarter (Q2-2024)

April 2024 (Q2)

Kaplansky Insurance ‘Strikes Gold’ With Latest Agency Acquisition

May 2024 (Q2)

Hub Enhances Commercial And Personal Insurance With Massachusetts’ William R. Cargill Insurance Acquisition

King Insurance Partners Announces Acquisition Of Marcus Insurance (Connecticut)

June 2024 (Q2)

No Reported Sales

Third Quarter (Q3-2024)

July 2024 (Q3)

Hub Bolsters New England Presence with Strategic Acquisition of IBG

Deland, Gibson Insurance Acquires Atchue Insurance

Insurance Agencies in Shelburne Falls and Greenfield Partner with Wheeler & Taylor

Connecticut Insurance Agency Joins Smith Brothers Insurance

August 2024 (Q3)

PCF Insurance Acquires Peabody Agency

A New Milestone For Kaplansky: Its 45th Agency Acquisition

Kaplansky Insurance Acquires Buckley Insurance

North Adams and Adams Insurance Agencies Partner with Wheeler & Taylor

September 2024 (Q3)

Duffy Insurance Does It Again! Agency Announces 11th Acquisition | Agency Acquisition

Fourth Quarter (Q4-2024)

October 2024 (Q4)

AssuredPartners Announces Growth in Northeast with New Acquisition

DiVirgilio Insurance Expands in Boston Area With Latest Acquisition

November 2024 (Q4)

Silverio Insurance Acquires The David E. Zeller Insurance Agency

Kaplansky Insurance Acquires Pijar Insurance

Kaplansky Insurance Acquires Mobilio Insurance

December 2024 (Q4)

Gallagher Acquires AssuredPartners For $13.45 Billion

Needham’s NorthStar Insurance Services Joins World Insurance

MountainOne Insurance Expands in Pioneer Valley with Acquisition of McClure Insurance Agency

Kaplansky Acquires Mulligan Flaherty Insurance*

Kaplansky Acquires Russo Insurance*

Kaplansky Acquires Rizzo Insurance*


2023 Agency M&A Activity in New England

First Quarter (Q1-2023)

January 2023 (Q1)

Patriot Growth Insurance Grows New England Presence With RI Partnership

Hilb Group Expands in RI With OceanPoint Insurance Acquisition

February 2023 (Q1)

Bearce Insurance Agency Joins World Insurance Associates

Duffy Insurance Agency Acquires B&M Insurance Agency In Wakefield

Kaplansky Insurance Acquires Bridge Insurance

New Bedford’s Tomlinson & O’Neil Joins World Insurance Associates

March 2023 (Q1)

Aronson Insurance Acquires LJM Insurance Agency

Salem Five Insurance Acquires Nichols Insurance Agency Inc.

World Picks Up Another Two Agencies In New England

Second Quarter (Q2-2023)

April 2023 (Q2)

World Welcomes Worcester’s Thomas J. Woods Insurance Agency

Sabatino Insurance Agency Acquires The Mastrocola Insurance Agency

Hilb Group Grows New England Property And Casualty Presence

May 2023 (Q2)

Duffy Insurance Agency Acquires Boyd-Neelon Insurance Agency Of Sudbury Mass

Patriot Growth Insurance Services Expands Its Network In Massachusetts

Kaplansky Insurance Acquires Seekonk’s Crosstown Insurance

June 2023 (Q2)

Wm F. Borhek & B. R. Alexander Agencies Join World Insurance Associates

BayCoast Insurance Announces Its Acquisition Of E.P. Tremblay And Sons Insurance Agency, Inc.

Cross Insurance Acquires The North Shore’s Daly Insurance

Third Quarter (Q3-2023)

July 2023 (Q3)

Smith Brothers Advances Massachusetts Growth with Rawson & Sons Acquisition

Beverly Merger: Sterling Ins. Buys The Morgan-McPherson Agency

Kaplansky Insurance Continues To Expand Market Presence In Massachusetts With 42nd Agency Acquisition

August 2023 (Q3)

Hub New England Welcomes Worcester’s Horizon Insurance

Cross Acquires Greenberg, Rhein & Margolis, Inc. – Connecticut*

September 2023 (Q3)

Gallagher Snaps Up Eastern In Sale Worth 5-Times Commissions

Salem Five Insurance Acquires Philbin Insurance Group

Cross Acquires The Russell D. Patten Insurance Agency, LLC of Maine*

Cross Acquires Costello New Hampshire Insurance Agency, Inc.*

Fourth Quarter (Q4-2023)

October 2023 (Q4)

Alden C. Goodnow Insurance Agency Acquires Inlign Insurance

Another North Shore Agency Acquisition For Duffy Insurance

Cross Insurance Acquires Advocate Brokerage of New York*

November 2023 (Q4)

Cross Insurance Acquires Massachusetts’ Sculos & Santilli Insurance Agency, Inc.*

Growth Continues At Duffy Insurance With Addition Of The DeAngelis Trinity Insurance Agency

Archetype Acquisition Is The 43rd For Kaplansky Insurance

December 2023 (Q4)

Cross Insurance Acquires the Paul Insurance Agency in Massachusetts*

IMA Financial Group Expands In Mass. With EBS Insurance Brokers Purchase

New England’s Foy Insurance Joins World Insurance Associates

Patriot Growth Insurance Services Expands Footprint In New England Region

* Denotes that no official announcement appeared in Agency Checklists; the agency self-reported the sale after the fact.

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