• 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 / Risk Strategies Expansion Continues With Addition Of Another Massachusetts Employee Benefits Practice

Risk Strategies Expansion Continues With Addition Of Another Massachusetts Employee Benefits Practice

May 22, 2018 by AC Editor

CBG Benefits Inc., is also known as Costello Benefits Group, Inc.

Agency Checklists, MA Insurance News, Mass. Insurance News, Risk Strategies, Mass. agencies acquired by Risk StrategiesRisk Strategies continues to grow its employee benefits practice at a brisk pace with the announcement of its third agency acquisition in the past year. The Boston-based firm’s latest addition to its roster is the Costello Benefits Group, Inc. also known as CBG Benefits Group, Inc.

Founded in Woburn in 1999, CBG Benefits is a full-service agency employee benefits brokerage that aids human resources and corporate finance departments on a number of fronts, including development and implementation of health and welfare benefits programs, workplace wellness programs, regulatory compliance, employee communication, and benefits technology. Further terms of the transaction were not disclosed.

As we continue to build our national practice, we’re seeking to add partners with technical expertise and experience that will translate nationally across industries,” said John Greenbaum, Risk Strategies’ national employee benefits practice leader. “CBG Benefits has exactly the scope and depth of capabilities we’re looking for in a new partner.”

According to the official announcement, CBG Benefits has developed itself over the past few years as a market leader responding to the complex needs of biotechnology companies at all stages of their growth. In addition, the agency also is a market leader with respect to helping companies navigate “the fast-paced, often hype-laden world of HR and benefits technology.”

Growing our business as a boutique brokerage firm with an entrepreneurial spirit, we’ve seen the power of focusing on depth of expertise,” said Chris Costello, principal and co-founder of CBG Benefits. “Risk Strategies’ embrace of innovation and track record of bringing together best-in-class partners made them a natural fit as we looked to become part of a national organization, and we feel certain our people and our clients will benefit greatly.”

Risk Strategies’ growing national presence

Founded in 1997, Risk Strategies has grown over the last 18 years to become one of the largest insurance brokerage firms in the U.S. The privately held Risk Strategies focuses on middle and upper-middle market commercial and high-net-worth clients with its vertical industry expertise including healthcare, higher education, manufacturing, professional liability, construction, entertainment, fine arts, private equity, private client and real estate.

In October of 2014 Risk Strategies acquired the DeWitt Stern Group, greatly expanding its Private Client practices into New York City, Chicago, Los Angeles and Sacramento. In July 2015, it went on to acquire the Burlingame, California-based MacCorkle Insurance Services giving it a foothold in the San Francisco area. In October 2015, the firm established a new Private Client practice in the Southern states of Tennessee, Georgia, and Alabama via its previous acquisition of the Crow Friedman Group.

In November 2015, Kelso & Co., one of the oldest and most established firms in the private equity industry as well as a leading investor in the insurance sector, announced that it had acquired a majority stake in Risk Strategies.

In October 2016,  the brokerage firm formally entered into the retirement and financial planning consultancy space with the acquisition of TSG Financial in Long Island.

Mirroring the overall company, Risk Strategies’ employee benefit practice is also rapidly growing to national prominence. The brokerage firm has already incorporated three separate, independent specialty agencies and brokerages into its operations, each of whose focus is on  employee health and welfare program challenges along with the expertise of the staff who have joined its ranks.

Primary Sidebar

Search Our Archives Here

Job Board

Career News

Quincy Mutual appointed Gerald F. Cox as president and chief executive officer following his tenure as CFO of Hiscox USA.

Quincy Mutual Announces New CEO

Salem Five Insurance Services appointed Gregory Grintchenko as senior vice president of insurance sales to support the agency's continued growth strategy.

Salem Five Insurance Services Expands Leadership Team with Addition of Gregory Grintchenko

Gavin McPhail, Vice President and Chief Data Officer at Plymouth Rock Assurance.

Plymouth Rock Assurance Strengthens Leadership Team with Three Strategic Appointments 

View All

MA Division of Insurance Advertisements

Framed formal notice from Massachusetts Division of Insurance about amending a foreign license for AXA XL Insurance Company Americas, dated July 23, 2026.
Massachusetts Division of Insurance notice about Oakwood Insurance Company's license to transact life, accident, and health insurance.
Massachusetts Division of Insurance notice to Samsung Fire and Marine Insurance about license amendment for property and casualty insurance in the Commonwealth, dated July 31, 2026.
Formal Massachusetts Division of Insurance notice about State Farm Life Insurance Company's license application to transact life, accident, and health insurance in the Commonwealth.
Formal notice from the Commonwealth of Massachusetts Division of Insurance about amending Wesco Insurance Company’s foreign license, dated July 27, 2026.
Formal regulatory notice dated July 31, 2026 from Massachusetts Division of Insurance to R.V.I. America Insurance Company about amending its foreign license to transact property and casualty insurance in the Commonwealth of Massachusetts.

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, Google, CapitalG, Investments in insurance innovation

InSurOp-Ed: The CGL Policy and Faulty Workmanship

By Bill Wilson

Agency Checklists, MA Insurance News, Mass. Insurance News, Micromobility, Bird Scooters, Insurance and scooters

InsurOp-Ed: The Scooter Craze and Insurance

By AC Editor

Agency Checklists, MA Insurance News, Mass. Insurance News

InsurOp-Ed: Language vs. Logic

By Bill Wilson

InSurOp-Ed: Another Cautionary Tale of Underinsurance

InSurOp-Ed: Another Cautionary Tale of Underinsurance

By Bill Wilson

View All

In Memoriam

Gordon Elliott Taylor, longtime owner of the Blackmer Insurance Agency in Shelburne, Massachusetts, who served the local insurance community for decades.

In Memoriam: Gordon Elliott Taylor

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

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...