Governor Appoints Division of Insurance Commissioner

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BOSTON — Governor Maura Healey announced the appointment of Michael T. Caljouw as Commissioner of the Division of Insurance (DOI), an agency overseen by the Massachusetts Office of Consumer Affairs and Business Regulation (OCABR) within the Executive Office of Economic Development.  
 
"Our administration is committed to ensuring a level playing field for businesses and consumers and making our state more affordable for all our residents," said Governor Maura Healey. "We are excited to have Commissioner Michael Caljouw leading the Division of Insurance, where he will oversee one of the leading insurance markets in the country, work to make insurance coverage more affordable and accessible, and tackle growing challenges in the insurance market."   
 
Caljouw comes to DOI with 33 years of industry experience in insurance law and policy, most recently serving as Vice President for State and Federal Government and Regulatory Affairs at Blue Cross Blue Shield of Massachusetts. Previously, he held positions as Senior Counsel at Holland and Knight; Deputy Director, Chief of Staff, and General Counsel for OCABR; General Counsel for DOI; and as Chief of Staff and Legal Counsel for former Massachusetts Senate Minority Leader Brian Lees. 
 
During the course of his career in the public and private insurance sectors, Caljouw has led the development of major policy, including Massachusetts' HMO insolvency and cost containment laws. He was responsible for insurance rate decisions and the review of major insurance mergers and acquisitions across all lines of the insurance business. He led multiple teams across disciplines, mentoring and developing leaders in both policy and insurance markets and working to create a culture of diversity and inclusion. 
 
"I am excited to return to public service under the Healey-Driscoll Administration, with a mission of ensuring stable, affordable, and transparent insurance markets and safeguarding consumer interests in Massachusetts," said Michael Caljouw. 
 
Caljouw serves as the chairman of the board of the Rappaport Center for Law and Public Policy. He is a former board member of the Massachusetts Taxpayers Foundation, Massachusetts Health Policy Forum, Massachusetts Health Policy Commission, and Associated Industries of Massachusetts. A Massachusetts native and Boston Latin School graduate, Caljouw earned his B.A. from Williams College and his J.D. cum laude from Suffolk University Law School. 
 
DOI is responsible for overseeing and monitoring an approximately $70 billion industry with more than 1,400 licensed insurance companies and approximately 200,000 individual insurance producers licensed to do business in Massachusetts.  
 
DOI's primary mission is to monitor the solvency of its licensed insurance carriers in order to promote a healthy, responsive, and willing marketplace for consumers who purchase insurance products. DOI also serves to protect consumers by providing accurate and unbiased information about policy decisions, plan types, and available insurers, so that consumers may make informed decisions about their insurance coverage and intervenes on behalf of consumers victimized by unfair business practices. 
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Fenton: Governor's Council Must Deliver for the Berkshires

Community submissionGuest Column
I am a Springfield lawyer running for Governor's Council and I am asking for Berkshire County residents to support me over an incumbent from North Adams. 
 
Here's why: Last year I learned about staffing issues in our regional courts that I could not ignore. In 2025, it was reported that four of Western Massachusetts' 11 Superior Court judgeships were vacant, all at the same time. A few weeks later, that grew to five vacancies. This meant there were only six Superior Court judges serving all of Western Mass at a time when Berkshire, Hampshire, Franklin, and Hampden counties had more than 100 pending homicide cases. 
 
Those numbers were alarming to me, so I started to engage with leaders in the community who work most closely with the court system and I came to learn that these vacancies were only the tip of the iceberg here in Berkshire County.
 
I learned that no Superior Court or District Court judge had been appointed from the Berkshires since the current incumbent took office. As a result, there is not a single Superior Court judge who lives in the Berkshires today, and several of the District Court judges drive in from other counties to support Berkshire courts in Pittsfield, Great Barrington, and North Adams. Court staff also informed me about severe staffing shortages at the Berkshire Clerk of Courts office resulting in other counties needing to loan staff to the Berkshires just so hardworking employees can take a brief and planned summer vacation. This is not normal. These issues are a reflection of genuine problems with the Berkshire County court system and show a lack of proactive attention from our Governor's Councilor.
 
Instead of focusing on regional equity, I watched as the current incumbent celebrated that she has voted against the governor's nominees more than any other councilor, without much explanation as to why. Most recently, she voted against two extremely qualified former prosecutors for the Parole Board. This was despite an in-person plea from the governor and a letter of support from all the three of the district attorney's from Western Mass. Those votes do not show independence or standing up for principles, they demonstrate naivete, and an unwillingness to work with the key stakeholders.
 
I had seen and heard enough. I decided to jump in the race and challenge the incumbent to address these problems head-on.
 
I am a partner of a regional law firm. I understand our courts and the importance of having qualified, fair and hardworking judges. And I know how important it is to have judges from the Berkshires serving the Berkshires. To achieve that, you need strong relationships with the legal community and local stakeholders. You need to know how to use the power of the Governor's Council to fight forcefully for our region. And you need to be laser focused on identifying vacancies before they occur so that they can be filled quickly with local candidates.
 
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