• Skip to main content
  • Skip to secondary menu
  • Skip to primary sidebar
  • Skip to footer
  • Contact Us
  • Post A Job

Agency Checklists

Massachusetts Insurance News & Job Opportunities

  • AC Interviews
  • Agency M&A
  • Career News
  • CAR News
  • DOI News
  • Coverage Cases
  • Innovation
  • InsurOp-Eds
  • AC Podcast
You are here: Home / Agency Perpetuations, Valuations & Sales / Agency Mergers & Acquisitions / Cross Insurance Acquires Two More Massachusetts Insurance Agencies & Opens A New Office in Newburyport

Cross Insurance Acquires Two More Massachusetts Insurance Agencies & Opens A New Office in Newburyport

May 10, 2022 by AC Editor

The two sister agencies are located in the Newburyport area

Cross Insurance has acquired two new property and casualty insurance agencies, the Harold Humphrey Insurance Agency and the Byfield Insurance Agency, Inc. Operating under the Brownson Insurance Agency brand name, both sister agencies are located in the Newburyport area. Going forward, Humphrey & Byfield will both operate under the name Cross Insurance-Newburyport with Dave Messersmith, President of Cross Insurance-Coastal Region serving as the regional president for Cross Insurance’s Newburyport office.    

“We look forward to expand our service operations into Newburyport, particularly in a robust coastal community,” said Dave Messersmith, President of Cross Insurance- Coastal Region.  “We know the Humphrey & Byfield Agency, and its talented staff will be a tremendous fit for Cross as we look to grow and flourish throughout the region.” 

The company also announced the opening of an additional Newburyport office

In addition to acquiring both Brownson Insurance Agencies, Cross Insurance also announced the expansion of its presence in this area with the opening of a Newburyport, MA branch office located at Port Plaza Shopping Center, East Shops, 45 Story Avenue, Newburyport. With this new location, the family-owned agency is looking to bolster its coastal presence in the Massachusetts marketplace.

“We are thrilled to welcome Humphrey & Byfield Agency to the Cross Insurance family of agencies,” said Jonathan Cross, President of Cross Insurance. With the acquisition and Cross’s new Newburyport branch office, we look forward to better serve the needs of our existing New England coastal clients while also opening the doors wide open for new ones as well.”

Cross Insurance-Newburyport will provide a comprehensive insurance platform available to expand the coastal region, while utilizing the largest outreach of marketplace availability in the region. Above are photos showing the new office space.

A look at all the recent acquisitions by Cross Insurance in the New England/Northeast Area

Now the third-largest insurance broker in Massachusetts, Cross Insurance continues to grow its presence not only across the Commonwealth, but throughout the Northeast. Since 2020, it has made five agency acquisitions in the Bay State alone, not counting the two just announced. The following is a complete list of the acquisitions in the region since 2020.

QuarterDate AcquiredAgency AcquiredLocation
2020
Q11/1/2020ACBIConnecticut
Q13/6/2020Deblasio InsuranceRhode Island
Q13/6/2020Gaspee Benefit PlannersRhode Island
Q25/1/2020Clifton BrokerageConnecticut
Q37/1/2020The Doyle Agency, Inc.Connecticut
Q37/10/2020Charles GoodmanNew York
Q38/1/2020Kettle CreekConnecticut
Q412/15/2020Daigle & TraversConnecticut
Q412/30/2020Boston MarineMassachusetts
Q412/31/2020McSweeney & RicciMassachusetts
2021
Q12/12/2021Bedford Insurance BrokerageNew York
Q24/1/2021Business Benefits, Inc.Massachusetts
Q25/3/2021A. J. Benet, Inc. New York
Q26/15/2021Boynton Insurance AgencyMassachusetts
Q411/30/2021Corkin Insurnace AgencyMassachusetts
Q412/1/2021The Doyle Agency, Inc.Connecticut

Primary Sidebar

Job Board

  • NEW! Commercial Insurance Manager (SalemFive)
  • NEW! FAST Auto Appraiser III (N&D)
  • NEW! REMOTE: Senior Marketing Representative (N&D)
  • BOSTON: Commercial Lines Account Manager (LORE)
  • WOBURN: Sr. Personal Insurance Account Manager (Salem Five)
  • QUINCY: AVP Sales & Marketing (Arbella)
  • YARMOUTH: Commercial Lines Account Manager (Pioneer)
  • SOUTHBOROUGH: President & CEO (Hospitality Insurance Group)
  • SOUTHBOROUGH: Commercial Lines Small Business Account Manager (Fitts)
  • WAKEFIELD: Account Manager – Personal Lines (Hartshorne & Curley)
  • WOBURN: Senior Commercial Lines Account Manager (SalemFive)
  • HOLYOKE: Commercial Lines Account Manager Insurance (Chase Clark Stewart & Fontana Agency)

Career News

Professional headshot of a smiling man in a blue suit against a dark gray background.

Jeffrey C. Johnston Named NAIC Chief Executive Officer 

Patriot Growth Insurance Services appoints Chi Vo as Senior Vice President of Operations to lead agency integration and growth strategy

Chi Vo Joins Patriot Growth Insurance Services as Senior Vice President of Operations

Arbella Insurance leadership transition Bob Bizak retirement Andrew O’Donoghue promotion

Arbella Insurance Group Announces Retirement of Bob Bizak, Executive Vice President of Sales & Marketing 

Risk Strategies founder Michael Christian

King Risk Partners Announces Addition of Michael Christian to Its Board of Directors

View All

Listen Now

Sponsor

Interviews

From Nuptials, Tickets, and Taxes to Trusted Advisor: One Agency’s Unique Path to P&C Success

A Conversation with Evan Silverio, President & CEO of Silverio Insurance Group

Deland, Gibson Celebrates 125 Years: A Conversation with CEO Chip Gibson

The Fourth-Generation Family-Owned Agency is Based in Wellesley

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual | Agency Checklists

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual

Mr. Welch is CEO of Massachusetts-based Hospitality Insurance Group

Born and Bred in the Bay State: The Special Agent Story

Our Latest Agency Interview is with the Founder & President of Special Agent

A Conversation with Daniel C. Bridge – The 2023 Insurance Professional of the Year

Daniel Bridge is Board Chair, President, and CEO of Vermont Mutual Insurance Group

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Our latest Agency Interview is with Nadeen Vella, the founder and owner of a virtual scratch independent agency.

View All

InsurOp-Eds

Agency Checklists, MA Insurance News, Mass. Insurance News

Mass. Agent Op-Ed: My Volunteer Hurricane Relief Work After Hurricane Harvey

By AC Editor

InSurOp-Ed: What ChatGPT Says About Exclusions in Insurance Policies…

By Nina Kallen

Agency Checklists, MA Insurance News, Mass. Insurance News

Independent Agents – Positioning For A New Reality

By AC Editor

InsurOp-Ed: InsurTech Conferences – Hear No Evil, Speak No Evil, See No Evil

By Bill Wilson

View All

In Memoriam

Eric Cioppa was Maine's Superintendent of Insurance from 2011 until 2022.

In Memoriam: Eric Cioppa, 1958-2026

In Memoriam: David H. Knight, 1936-2026

In Memoriam: David H. Knight, 1936-2026

In Memoriam: Saul F. Feingold, 1932-2026

In Memoriam: Saul F. Feingold, 1932-2026

Footer

Contact us

We offer a variety of ways to get help promote your company or product.

Announcements
Email Sponsorships
Partnerships
Custom Collaborations

*Affiliate Disclosure

Please note that any of Agency Checklists’ articles might contain one or more affiliate links. This means that any subsequent purchase resulting from these links may result in a commission for us, but at no additional cost to you. For example, as an Amazon Associate, Agency Checklists earns a commission from all qualifying purchases. By working with affiliates we can continue to keep Agency Checklists subscription free. Thank you for your support.

Explore Our Archives

Copyright © 2026 · Agency Checklists · All rights reserved.

Loading Comments...