#1 "Best Agency to Work For"​ in the United States - Insurance Journal Top #100 Largest Agencies in the United States - Insurance Journal Boston Globe's "Top Places to Work"​ Boston Business Journal's "Best Places to Work"​ (2017-2021) RogersGray, A Baldwin Risk Partner, offers thoughtful, tailored strategic solutions to our clients, their families, and their companies. We serve as a trusted advisor, safeguarding clients’ assets while steering them towards personal and professional growth. Strong relationships with clients are further reinforced by our intense focus on our colleagues and our community, leaning on our shared values to make everyone better together.

Sentinel Insurance Agency, located in the heart of Boston, Massachusetts, stands as a prominent insurance broker in the area. Boasting a substantial presence, this larger office specializes in providing comprehensive insurance solutions tailored to meet the unique needs of both local and regional employers. Sentinel Insurance Agency has gained recognition for its proficiency in serving self-funded clients, making it a trusted choice for businesses seeking effective risk management strategies. With a diverse clientele, this agency has successfully assisted employers across various industries, including architectural, engineering, and related services, grocery and related product merchant wholesalers, and depository credit intermediation. Their impressive track record includes partnering with esteemed organizations like Aha Consulting Engineers, an architectural and engineering firm with 90+ participants, Catania-Spagna Corporation, a grocery wholesaler with 130+ participants, and Foster-Miller Dba Qinetiq North America, an architectural and engineering services company with 460+ participants. These partnerships underscore their ability to adapt to the distinct demands of businesses of varying sizes, from small employers to midsize enterprises. As a valuable asset within the local brokerage firm landscape, Sentinel Insurance Agency combines its extensive industry knowledge with a commitment to personalized service, ensuring that clients receive tailored insurance solutions to safeguard their assets and employees. When evaluating insurance options, employers can confidently turn to Sentinel Insurance Agency for a dependable partner in securing their future.

Group Insurance Solutions, located in the bustling city of Boston, MA, operates from a sprawling office, epitomizing their extensive reach and influence. With a wealth of experience in catering to a diverse clientele, this insurance broker specializes in serving self-funded clients, offering invaluable insights into stop loss, limits, pharmacy costs, and HR consulting. Noteworthy is their impressive client portfolio, featuring industry leaders such as Amylyx Pharmaceuticals, a prominent player in pharmaceutical and medicine manufacturing with over 440 participants. Similarly, they've successfully partnered with Aspen Aerogels, a major player in miscellaneous manufacturing boasting 610+ participants, and CH Powell Company in freight transportation arrangement with 140+ participants. Group Insurance Solutions showcases remarkable expertise spanning various industries, including pharmaceutical and medicine manufacturing, hardware, and plumbing and heating equipment and supplies merchant wholesalers, and outpatient care centers. As a local brokerage firm, they bring a nuanced understanding of the regional market dynamics. This broker distinguishes itself with a track record of serving midsize, large, and small employers, demonstrating versatility and adaptability to the unique needs of businesses of different scales. Their commitment to excellence and local market insight positions them as a strategic partner for employer benefits buyers seeking comprehensive and tailored insurance solutions in the competitive landscape of Boston.

Eastern Insurance is one of the largest independent insurance agencies headquartered in Massachusetts. We have a dedicated team of professionals who can find the right coverage to suit your needs. No matter what size your business is, Eastern Insurance Group LLC can design an insurance solution to fit your needs.

Havens & Company, based in Boston, MA, operates a sizable office with a demonstrated focus on catering to the unique needs of large employers. With a robust track record, this insurance broker has gained valuable experience in collaborating with self-funded clients, offering crucial support to both local and regional employers. One of the key strengths of this office is its extensive expertise in the hospitals industry. This is exemplified by their successful partnerships with renowned institutions such as Montefiore Medical Center in New York, boasting a participant count exceeding 12,330, and Uc Health in Ohio with over 6,310 participants. These collaborations underscore the broker's ability to navigate the complexities of the healthcare landscape and deliver tailored insurance solutions within the hospitals sector. As part of a local brokerage firm, this office benefits from a network that enhances its understanding of the unique dynamics of the Boston market. Their commitment to large employers is evident in their demonstrated experience working with notable clients. The broker's proficiency in serving the specific needs of large employers positions them as a valuable partner for businesses seeking comprehensive and tailored insurance solutions.

We understand that no two companies are the same. That is why we customize a benefit package that meets the needs, budget, and culture of your organization. While benefit plan design and rate negotiations are an annual event, administration, compliance, and the communication of benefits is never ending. Baystate Benefit Services offers its clients unparalleled services and compliance support all under one roof. We strive to be a true partner; our team of qualified experts are ready to help with any benefits or staffing related question all year long. Let us do the heavy lifting so you can focus on what matters most, your business.

Located in Worcester, MA, IMA's office stands out as a key player in the insurance brokerage landscape, particularly for employer benefits. Specializing in medical and ancillary benefits, this branch leverages its local and regional expertise to cater to the diverse needs of employers in various industries. With a notable focus on the nursing and residential care facilities sector, IMA has demonstrated proficiency in managing benefits for organizations like the Jewish Healthcare Center. In this industry, they oversee programs for 80+ participants, showcasing a deep understanding of the unique challenges and requirements within healthcare settings. Additionally, IMA's success extends to the professional and commercial equipment and supplies merchant wholesalers industry, with clients such as Masterman's benefitting from their expertise. Handling benefits for over 80 participants in this sector, IMA showcases versatility and a comprehensive understanding of the distinct needs of businesses in this field. As part of a regional insurance broker firm, IMA's Worcester office brings forth the collective strength and resources of a broader network. Noteworthy is their proven track record with small employers, demonstrating a commitment to tailoring solutions for businesses of all sizes. With a client-centric approach and a focus on diverse industries, IMA's Worcester location emerges as a reliable partner for employers seeking effective and customized benefits solutions.

HUB International, a leading national insurance consultant with an office in East Longmeadow, Massachusetts, is a reliable partner for businesses seeking comprehensive insurance solutions. With a strong focus on meeting client needs, they excel in working with large and midsize employers across various industries. While there have been some lower customer reviews, HUB International is committed to addressing any concerns to enhance their services. One notable success story from their East Longmeadow office is their collaboration with Holyoke Chicopee Springfield Head Start Inc, an educational services employer with 290 members. HUB International worked closely with their HR and finance team to establish a tailored self-funding arrangement, HMO plan, PPO plan, PBM, and drug plan that perfectly catered to the unique requirements of their members. HUB International stands out in the Springfield, MA market as one of the top brokerages, boasting extensive experience and expertise across client sizes, industries, and products. Their impressive track record is reflected in their high M Scores, emphasizing their deep understanding of the insurance landscape. The East Longmeadow office of HUB International specializes in servicing clients in Massachusetts, Maine, New York, and Michigan. Their expertise extends across sectors such as healthcare and social assistance, activities related to real estate, as well as printing and related support activities. Noteworthy employer clients served by HUB International include Alternative Services Inc, Baker Newman Noyes, Clinical & Support Options, and Davis Long Term Care Group Inc. With their wide range of experience and commitment to delivering tailored insurance solutions, HUB International is a trusted partner for businesses seeking comprehensive coverage and exceptional service.

Cleary Insurance, located in Boston, MA, stands out as a local brokerage firm with a deep understanding of the unique insurance needs of local and regional employers. This office has garnered recognition for its expertise in providing medical and ancillary benefits. Their proficiency is particularly notable in catering to specific industries such as vocational rehabilitation services and the electric power generation, transmission, and distribution sector. This location's client portfolio includes prominent names like Health and Welfare Trust Fund Local 103 Ibew, a key player in the electric power sector with over 5590 participants. This showcases their ability to handle complex insurance needs for large organizations. Additionally, they serve clients like Road To Responsibility in the vocational rehabilitation services industry, attending to smaller organizations with 50+ participants. This diversity in their client base highlights their flexibility and ability to tailor services to various sizes and types of businesses. Cleary Insurance's team in Boston is equipped with the knowledge and experience to offer tailored insurance solutions. Their capability to navigate the intricacies of industries like vocational rehabilitation services and electric power generation underscores their comprehensive approach to insurance brokerage. This location's dedication to understanding and meeting the specific needs of their clients makes them a valuable partner for businesses seeking reliable and specialized insurance advice and services.

NFP is a leading insurance broker and consultant providing specialized property and casualty, corporate benefits, retirement, and individual solutions through its licensed subsidiaries and affiliates. NFP enables client success through the expertise of over 7,400 global employees, investments in innovative technologies, and enduring relationships with highly rated insurers, vendors, and financial institutions. NFP is the 5th largest benefits broker by global revenue, 5th best place to work in insurance and 6th largest US-based privately owned broker (Business Insurance); 9th commercial lines agency by P&C commercial lines revenue and 10th largest property and casualty agency (Insurance Journal); and 12th largest global insurance broker (Best’s Review).

IBG focuses exclusively on Employee Benefit solutions for small to mid-sized companies.