• 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 / Starkweather & Shepley Welcomes DiMatteo Insurance Brokers

Starkweather & Shepley Welcomes DiMatteo Insurance Brokers

January 12, 2026 by AC Editor

Rhode Island’s Starkweather & Shepley Agency Expands its presence in Connecticut

Starkweather & Shepley Welcomes DiMatteo Insurance Brokers

Starkweather & Shepley Insurance Brokerage Inc. (S&S) is pleased to announce that, effective January 1, 2026, DiMatteo Insurance Brokers, LLC has joined Starkweather & Shepley.

“This addition reflects our continued commitment to strategic growth and to partnering with individuals and organizations that share our values and client-focused approach,” said Andrew J. Fotopulos, Chairman and Chief Executive Officer of Starkweather & Shepley. “Angelo and Trina have built a highly respected agency, and we are excited to welcome them and their clients to Starkweather & Shepley.”

Founded in 2010, DiMatteo Insurance Brokers is an independent insurance agency based in East Hartford, Connecticut. The firm is led by founder Angelo DiMatteo, who will join Starkweather & Shepley along with Trina Nicholson, Vice President, who has been with the agency since 2013.

The DiMatteo Insurance team will operate from Starkweather & Shepley’s Bristol, Connecticut office. The agency brings a strong Commercial Lines portfolio with a track record in the Construction and Hospitality industries, as well as offerings in Employee Benefits and Personal Lines Insurance.

Starkweather & Shepley looks forward to the experience, relationships, and capabilities that DiMatteo Insurance Brokers brings to the organization as the firm continues to expand its presence and service offerings throughout Connecticut and beyond.

A listing agency acquisitions in New England

The following are other agency acquisitions by Starkweather & Shepley in the New England region.

  • Starkweather & Shepley Acquires The Dennis Rodrigues Agency of Rehoboth
  • Rhode Island’s Starkweather & Shepley Acquires Its Second Mass. Agency In Sturbridge

About Starkweather & Shepley Insurance Brokerage, Inc.

Founded in 1879, Starkweather & Shepley is the 59th largest insurance brokerage firm in the U.S. and a recognized Top 10 Best Places to Work in Insurance, mid-sized company by Business Insurance. Privately held in trust since 1935, S&S specializes in commercial, personal, and employee benefits insurance, as well as risk management services. Through its partnership with Assurex Global, S&S also offers national and international expertise. The firm is headquartered in East Providence, Rhode Island, with additional locations in Rhode Island, Connecticut, Massachusetts, and Florida.

Primary Sidebar

Job Board

Career News

Liberty Mutual construction insurance leadership focusing on large infrastructure and commercial projects

Liberty Mutual Insurance Appoints Amy Gross General Manager, North American Construction

Maine Bureau of Insurance leadership transition as Superintendent Robert Carey announces retirement

Maine Bureau of Insurance Announces Retirement of Superintendent Robert Carey

Arbella Insurance has appointed Jon Swartz as vice president and chief actuary.

Arbella Appoints New Vice President, Chief Actuary

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

Jeffrey C. Johnston Named NAIC Chief Executive Officer 

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, Insurance Doorknob Marketing

InsurOp-Ed: Doorknob Marketing

By Bill Wilson

How do You Create Customer Loyalty? Why Do Consumers Stay with a Particular Agent or Carrier for Years?

By Bill Wilson

InsurOp-Ed: Transitioning to The Gallagher Way

By Tim Lodge

InSur-Op-Ed: Claim Denials and Agency Accommodations

By Bill Wilson

View All

In Memoriam

Smiling older man with short hair wearing a black zip-front pullover, seated indoors at a table.

In Memoriam: Robert Pangione, 1935-2026

Mr. Haskell was a second-generation independent agent owner of the former Haskell Insurance Agency

In Memoriam: Patrick J. “P.J.” Haskell, 1966-2026

Mr. DeWolfe retired as Vice President of the Appleby & Wyman Insurance Agency

In Memoriam: Edward R. DeWolfe, 1940-2026

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...