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Massachusetts Insurance Agency Mergers & Acquisitions | Q2-2021

July 12, 2021 by AC Editor

All the agency purchase and sales during the Second Quarter of 2021

As Agency Checklists has done for every quarter for the past few years, the following is a running list of the agency acquisitions reported or announced during the 2nd Quarter of 2021 (Q2-2021). Additionally, for comparison purposes, the listing also includes those insurance agency mergers and acquisitions Agency Checklists compiled in both 2020, and 2019. Since not every purchase and sale is announced, however, please note that this list includes only the transactions that Agency Checklists has been made aware of or that were announced publicly.

The purpose of this list is to help our readers take stock of the consolidation of the marketplace within Massachusetts versus what is happening nationally. It should be noted that during both 2020 and 2021, it appears a shift has occurred in the types of agencies acquiring other agencies. While a couple of years ago, the majority of purchases and sales had been between agencies owned and operated in Massachusetts, they are now many more national buyers entering this marketplace. With that said, many of our regions largest agencies such as Salem Five, Eastern Insurance, Kaplansky Insurance, and Cross Insurance continue to acquire agencies as they expand their geographic footprint throughout Massachusetts, and New England, and even New York.


Our proprietary list of purchases and sales of Massachusetts insurance agencies

Based on our data for 2021, here is a snapshot of the trends in insurance agency acquisitions in Massachusetts:

  • During Q2-2021, there were a total of 17 reported transactions, 18 counting all of the New England region.
  • In comparison, this is 12 more transactions than the five (5) reported during Q2-2020, in the middle of the pandemic.
  • It is also five more than the 12 reported transactions during the First Quarter of 2021.
  • The busiest months for acquisitions so far this year were January and March during Q1-2021, and April during Q2-2021, with eight (8) announced deals.

Massachusetts agencies sold in 2021

The following is a list of the transactions featured in Agency Checklists during 2021, followed by our list from 2020, and 2019. Any title with an * means that the update was sent to us, but was not an officially announced transaction that we reported. As always, if you know of a sale of an insurance agency not listed here, please help us keep this list as accurate as possible by letting us know here.


January 2021 (Q1)

World Insurance Associates Acquires The R.S. Gilmore Insurance Agency

The Philbin Insurance Group Purchases The Douglas Insurance Agency

AssuredPartners Northeast Acquires Fessenden & Sykes

Hub Acquires The Alpha Pension Group

Duffy Insurance Announces 10th Acquisition With Purchase Of The Barry & O’Connor Agency

Cross Insurance Acquires McSweeney & Ricci And Boston Marine


February 2021 (Q2)

FBinsure Becomes The First New England Agency Partner For Patriot Growth Insurance Services

Cross Insurance Acquires Bedford Insurance Brokerage (N.Y.)*


March 2021

Jeff Carbone Insurance Agency Acquires Hughes Insurance

Deland, Gibson Insurance Acquires The Dickey Insurance Agency

Hub NE Expands In Vermont With Finn & Stone, Inc. Acquisition

Compass Planners Joins Forces With The Hilb Group

AssuredPartners Acquires The Joseph A. Glynn Insurance Agency


April 2021 (Q2)

Relation Insurance Enters New England Marketplace With Acquisition Of Santo Insurance & Financial Services

Hub Acquires Massachusetts-Based IBG Financial Partners, LLC

Kaplansky Insurance Acquires The Towers-Lemos Agency

Eastern Insurance Acquires Concord’s Northbridge Insurance Agency

Partners Insurance Group Purchases The Interstate Insurance & Finance Company

Risk Strategies Acquires Specialty Insurance Solutions

SIAA Acquired By Private Equity Group Odyssey Partners

Cross Insurance Acquires Business Benefits, Inc.*


May 2021 (Q2)

AssuredPartners Acquires Lehrer & Madden Insurance Agency

Kaplansky Insurance Acquires John P. Riley Insurance

Hub New England Acquires CT’s Ion Insurance Corporation

Salem Five Insurance Acquires Ambrose & Grant Insurance Agency

Eastern Insurance Group Announces Acquisition Of Barr Insurance Agency, Inc.

Cross Insurance Acquires A.J. Benet, Inc. (N.Y.)*


June 2021 (Q2)

Baldwin Risk Partners Acquires RogersGray

Hub New England Welcomes Epstein Financial Services LLC

Women-Led Boston Benefit Partners, LLC Joins Alera Group

RogersGray Acquires E.J. McGrath Insurance Agency


Massachusetts agencies sold in 2020

January 2020 (Q1)

The Connolly Insurance Agency Merges With Morse Insurance

RogersGray Expands Its Geographic Footprint in Southern Massachusetts With Acquisition Of The G.H. Dunn Agency

Alera Group Acquires Massachusetts’ Sylvia Group

Risman Insurance Acquires MassPay Insurance Agency*


February 2020 (Q1)

The Hilb Group Acquires Group Brokerage Insurance Agency

FBInsure Acquires Attleboro’s Nimiroski Insurance Agency

The Risman Insurance Agencies acquire the T.F. Ward Insurance Agency of Melrose


March 2020 (Q1)

The Risman Agency Acquires The Phil Richard Insurance Agency*

Kaplansky Insurance Acquires Pike Insurance

The Hilb Group, LLC Acquires LifePlus Insurance Agency, Inc.

Gilbert Insurance Acquires Aljane Insurance Inc. of Medford


April 2020 (Q2)

No Acquisitions Announced This Month


May 2020 (Q2)

The DiVirgilio Insurance Agency Acquires On-Time Payroll, Inc.

Hub Acquires Massachusetts-Based Lashua-LaChance & Poliks Insurance Agency, Inc.


June 2020 (Q2)

The Madeleine Brooks Insurance Agency Is Acquired By The A.P. Michaud Agency, LLC

Foley Palenscar Schortmann Acquires Pollicelli & Mullen Insurance Agency

Assured Partners Acquires WTPhelan & Co. Insurance Agency, Inc.


July 2020

AHT Insurance Acquires Mason & Mason Insurance

Chatham’s Eldredge & Lumpkin Sold To The Hilb Group

Peter C. Foy Insurance Acquires Massachusetts’ Moulton Insurance As Part Of Regional Agency Buying Spree

The N. Pingree Insurance Agency Joins The Duffy Family of Insurance Agencies

Morin & Foy Merges With First American Insurance Agency

August 2020

Brown & Brown Acquires Quincy’s Amity Insurance Agency

Risman Insurance Acquires Insurance Associates of Burlington, MA

September 2020

Risk Strategies Acquires Securitas Insurance Partners


October 2020

Alera Group Acquires Gordon Atlantic Insurance Agency

Eastern Insurance Continues Expansion With Auburn Insurance Agency Acquisition

November 2020

Hub Acquires Its Second Massachusetts Agency in 2020 -Baystate Fiduciary Advisors, Inc.

Assured Partners Acquires People’s United Insurance Agency

December 2020

MTM Insurance Acquires The Brian S. Dempsey Insurance Agency

Eastern Insurance Group LLC Acquires Assets Of Campbell, Flaherty & Ring Insurance Agency, Inc.

Arthur J. Gallagher Acquires North Star Marine Insurance

Cross Insurance Acquires Boston Marine Insurance Services, LLC*

Cross Insurance Acquires The McSweeney & Ricci Insurance Agency*

Massachusetts agencies sold in 2019 – Updated in 2020

January 2019 (Q1)

Make It 32 – Kaplansky Insurance Acquires The KW Insurance Agency

Ryan Specialty Group, LLC To Acquire Boston Insurance Specialists


February 2019 (Q1)

FBinsure Acquires The Reid-Hofmann Insurance Agency

C&S Insurance Announces The Acquisition Of The Francis M Walley Insurance Agency, Inc.


March 2019 (Q1)

WTPhelan Acquires The Robert J. Cappadona Insurance Agency

The Hilb Group Acquires Another Massachusetts Insurance Agency, It’s First Of 2019

Cross Insurance Acquires The Quincy Insurance Agency (added in 2020)


April 2019 (Q1)

No reported transactions


May 2019 (Q2)

Rogers & Gray’s Acquires The Paul Peters Agency of Falmouth & Mashpee


June 2019 (Q2)

Risk Strategies Acquires MainStreet Consulting Group

New England-based 360 Corporate Benefit Advisors Bought By The Hilb Group

Boston-based Risk Strategies Acquires Creative Insurance Solutions

Twinbrook Acquired By Brown & Brown of Massachusetts

Cross Insurance Acquires The Gerald T. McCarthy Insurance Agency (added in 2020)


July 2019 (Q2)

Risk Strategies Acquires California’s Winter Group, Inc.

T. Edmund Garrity Acquires The Willard Martin Agency

Risk Strategies Acquires Gerard B. Tracy Associates

The Hilb Group Acquires Massachusetts’ Agency Handy-Apple Valley, LLC

Boston-based Risk Strategies Buys New York Brokerage Firm Reiff & Associates


August 2019 (Q3)

HUB New England Acquires The Insurance Center of New England

Brown & Brown of Massachusetts Acquires Boston’s Yozell Associates


September 2019 (Q3)

The John C. Gallagher Insurance Agency Joins Kaplansky Insurance

The Hilb Group, LLC Acquires Massachusetts-based, The Incentive Group, LLC


October 2019 (Q4)

No reported transactions


November 2019 (Q4)

The Hilb Group Is Sold To The Carlyle Group

The Hilb Group Acquires Southborough-based G&N Insurance

Brown & Brown Of Massachusetts Acquires Poole Professional Cos.

 Cross Insurance Acquires Fair and Yeager Insurance Agency (added in 2020)


December 2019 (Q4)

Another Massachusetts Insurance Producer Joins The Hilb Group

Alera Group Acquires Massachusetts’s Sylvia Group

Filed Under: Insurance Agencies | Mergers & Acquisitions, Latest News, Massagent | News & Announcements Tagged With: Agency Checklists, Insurance Agency Acquisitions Massachusetts, massachusetts insurance news, Massagent agency sales, New England Insurance News

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