• 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 / Insurance Professionals: Acknowledgments, Achievements, & Awards / Thomas DiCarlo Joins S&S as the Personal Lines President

Thomas DiCarlo Joins S&S as the Personal Lines President

August 18, 2023 by AC Editor

Starkweather & Shepley Insurance Brokerage, Inc. (S&S) is pleased to welcome Thomas DiCarlo to our Personal Insurance Division as the Personal Lines President. Thomas will lead, execute, and innovate Personal Insurance Practices.

“It is with utmost joy and enthusiasm that I share the news of my appointment as the President of Personal Insurance at Starkweather,” stated Thomas. “I firmly believe that the foundation of any successful endeavor lies in the strength of the team, and I have full confidence in our collective abilities to surpass expectations and set new benchmarks within the industry. The Starkweather legacy is synonymous with trust, reliability, and innovation, and I am honored to be entrusted with furthering these values as we forge ahead into the future. I am genuinely excited about the possibilities that lie ahead, and I invite you all to join me on this remarkable adventure. To each member of the Starkweather family, thank you for your warm welcome and the trust you have placed in me. I am truly grateful for this incredible opportunity and cannot wait to begin this thrilling chapter together.”

“We are very excited to be welcoming Thomas to our leadership team. Personal Lines of Insurance is our 2nd largest discipline, servicing over 20,000. clients throughout New England, the Cape & Islands, and nationally including two (2) offices on the east and west coast of Florida.

Thomas will certainly refine and expand on our valued Select and Private Client personal insurance brands. His passion, commitment, and drive to innovate personal lines was day-one apparent.” Commented Larry Keefe, Chairman & CEO.

Thomas brings with him 12 years of experience as a Personal Insurance Professional. In his former role as Vice President and Regional Executive at PURE Insurance, Thomas was responsible for overseeing the strategic direction and operations of the company in the New York region. He implemented effective business strategies, managed key relationships, and ensured the delivery of exceptional service to members and brokers alike. Through his leadership, Thomas made a significant impact in fueling growth and upholding PURE’s esteemed reputation as a trusted insurer in the region.  Thomas will be based out of the East Providence office but will have a presence in all Starkweather offices.

An Additional 27 Stakeholder Promotions and Officer Advancements Were Announced

Earlier this summer, in June, the brokerage firm announced that a cohort of promotions and advancements for an additional 27 employees during the company’s annual meeting.

“Our people make our organization. Our leaders are foundational and fundamental to our current and future success. Congratulations to this class of 2023 the 27 aforementioned diverse, talented professionals that lean in daily for our associates, clients, and the firm. At Starkweather, we are absolutely in it together” shared Larry Keefe Chairman & CEO.

“We have the most talented insurance professionals within the insurance industry, and we thank all our associates for their hard work and dedication to Starkweather & Shepley.  Your efforts do not go unnoticed.  Congratulations to the 27 associates that we have the privilege to work with on a daily basis and had the honor to promote at our June 2023 Board of Directors meeting.” added Andrew Fotopulos, EVP of Starkweather & Shepley, and President of S&S Insurance Corp. of MA.

“Congratulation to the 27 associates on their promotions in 2023.  They all have displayed true leadership and commitment to their clients in a challenging time in the insurance industry.  The board is proud to recognize them for their dedication and hard work. Commented, Peter Plumb, EVP & COO of Starkweather & Shepley, and President of RISCO.

The following is a list of those individuals from the company’s website:

Board of Directors

  • Jessica Thayer 

Senior Vice Presidents

  • Russell Corner II
  • Christina Giuliani
  • Michael McCabe

Vice Presidents 

  • Jonathan Cuneo
  • Thomas Di Carlo
  • Brien Johnston
  • Kiley Prime
  • Michael Prentiss

Assistant Vice Presidents

  • Hollie Archetto
  • Sandy Benigno
  • Robin Cahill
  • David Deblois
  • Raquel Jones
  • Michael Kass
  • Ruth Leber
  • Ashley Motta
  • Heather Resnik
  • Alicia Vazquez

RISCO Insurance Brokerage Inc.

  • Christina Giuliani, Senior Vice President
  • Bopha Dunbar. Assistant Vice President

Starkweather & Shepley Insurance Corp. of MA

  • Elizabeth Basile, Senior Vice President
  • Jason Marcell, Senior Vice President
  • Elizabeth Harrington, Vice President
  • Lisa Stone, Vice President
  • Celeste Carlson, Assistant Vice President

Martha’s Vineyard Insurance Agency Inc.

  • Zackary Bernard, Assistant Vice President
  • Celeste Santee, Assistant Vice President

About Starkweather & Shepley Insurance Brokerage, Inc. 

Established in 1879, Starkweather & Shepley is presently the largest independent agency in Rhode Island and the 61st largest Insurance brokerage firm in the U.S., along with being a top 10 Best Places to Work in Insurance, large-sized company, by Business Insurance. Starkweather & Shepley, held in Trust since 1935, ensures the firm will remain privately held in perpetuity, providing certainty to clients and associates alike. The firm provides commercial and personal insurance, health and employee benefits, surety bonding and risk management services. These services are provided nationally and internationally through its partnership with Assurex Global.  Headquartered in East Providence, RI, Starkweather has additional branch offices in Providence and Middletown, & Westerly, RI, Bristol, and Shelton, CT; Westwood, Sturbridge, and Martha’s Vineyard, MA: Palm Beach Gardens and Naples, FL.

Primary Sidebar

Job Board

Career News

Coverys Elects Insurance Executive Michael L. Boguski to Board of Directors

Paul Collins, Northeast Area President at HUB International, professional headshot

Hub International Names Paul Collins Northeast Area President

Kelley O'Cooner: Plymouth Rock's new state sales manager for Massachusetts

Kelley O’Connor: Plymouth Rock’s New MA State Sales Manager

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

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

View All

MA Division of Insurance Advertisements

Official notice on Commonwealth of Massachusetts Division of Insurance letterhead dated July 1, 2026, regarding license amendment for OBI America Insurance Company at Plymouth, MN address for Accident and Health insurance in the Commonwealth.
Official notice from the Commonwealth of Massachusetts Division of Insurance about OBI National Insurance Company’s license amendment, dated July 1, 2026, with address block and filing instructions.
Official Massachusetts Division of Insurance notice to General Security National Insurance Company about amending its foreign license to transact property and casualty insurance, dated July 1, 2026.

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

The Paradigm Shift in AI: From Chatbots to Autonomous Agents

By Owen Gallagher

InSur-Op-Ed: Claim Denials and Agency Accommodations

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Insurance Claims, How to make an insurance claim after a natural disaster

InSurOp-Ed: An Agent Call To Action: Underinsurance

By Bill Wilson

How ChatGPT Says AI Will Change The P&C Insurance Industry Over the Next 10 Years

By AC Editor

View All

In Memoriam

William R Berkley founder of W R Berkley Corporation and leader in commercial insurance industry

W. R. Berkley Corporation Announces the Passing of Its Founder and Executive Chairman, William R. Berkley

Michael R Quinn longtime leader of Allan M Walker Insurance Agency in Taunton Massachusetts

Taunton Insurance Leader Michael R. Quinn Dies at 70

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

In Memoriam: Robert Pangione, 1935-2026

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...