Business Details
50+ Years
experience
Your Trusted Insurance Partner Since 1954
Cross Insurance is a third-generation, family-owned insurance provider established in 1954. With over 1,100 employees and 40+ offices across the Northeast and Florida, we specialize in personalized insurance solutions for individuals, businesses, and organizations. Our expertise spans personal insurance, commercial coverage, employee benefits, and specialty products, supported by partnerships with top-tier carriers.Recognized as the 2nd Largest Insurance Broker in Massachusetts (2022 - 2024), we prioritize community engagement, offering tailored services while maintaining a legacy of trust and dedication. Our teams deep industry experience ensures clients receive comprehensive protection aligned with their unique needs.
Services
Auto Insurance
Home Insurance
Life Insurance
Commercial Property Insurance
General Liability Insurance
Workers Comp Insurance
Employee Benefits
Student Health Insurance
Surety Bonding
Cyber Insurance
Details
- Year established: 1954
Highlights and features
- Family-owned since 1954 with deep industry expertise.
- Represent 0+ top insurance carriers for diverse options.
- 1,100+ experienced professionals dedicated to client needs.
- Community-centered with local office support nationwide.
- Awarded 2nd Largest Insurance Broker in Massachusetts (20222024).
Services
Personal Insurance
We offer tailored personal insurance solutions, including auto, home, life, and umbrella policies. Our services protect individuals and families against unforeseen risks, ensuring financial security and peace of mind. With flexible options and expert guidance, we help clients choose coverage that aligns with their lifestyles and long-term goals.
Commercial Insurance
Our commercial insurance provides comprehensive coverage for businesses, including general liability, workers compensation, and cyber insurance. Designed for industries like construction, healthcare, and retail, these policies safeguard against operational risks. Our team works closely with clients to develop strategies that protect assets and support sustainable growth.
Employee Benefits
We deliver group benefits solutions, including medical, dental, and vision plans for employers. Our services help businesses attract and retain talent by offering competitive benefits packages. With partnerships across national and regional carriers, we provide customized plans that meet regulatory requirements and employee needs.
Student Health Insurance
Our student health insurance plans offer affordable, comprehensive coverage for college students. Tailored to meet institutional requirements, these policies include preventive care, prescriptions, and emergency services. We collaborate with universities to ensure seamless enrollment and access to nationwide healthcare networks, supporting students academic success.
Surety Bonding
We provide surety bonds, including bid, performance, and payment bonds, for construction and other industries. These bonds guarantee contractual obligations, enhancing credibility with clients and partners. Our specialists assist businesses in securing bonds efficiently, ensuring compliance with project requirements and industry standards.
People
Royce Cross
Chairman
Royce Cross leads Cross Insurances mergers and acquisitions strategy, leveraging decades of industry experience. Committed to confidentiality and seamless transitions, he ensures agencies maintain their legacy while benefiting from Crosss resources and expertise.
Jonathan Cross
M&A Team Leader
Jonathan Cross oversees acquisitions, prioritizing trust and continuity for partner agencies. With hands-on involvement in due diligence, he ensures smooth integrations while preserving client relationships and staff integrity.
Questions
What types of insurance does Cross Insurance offer?
We provide personal insurance (auto, home, life), commercial coverage (liability, workers’ comp), employee benefits, student health insurance, and specialty products like surety bonds and cyber insurance.
How can I file a claim?
Contact your local Cross Insurance office directly. Our claims representatives will guide you through reporting the loss and work with your carrier to resolve it promptly.
Do you offer employee benefits for small businesses?
Yes. We design group benefits packages, including medical, dental, and vision plans, tailored to small businesses’ needs and budgets.
What areas do you serve?
We operate in Maine, New Hampshire, Massachusetts, Connecticut, New York, Rhode Island, Florida, and beyond through 40+ offices.
Can students purchase health insurance through Cross?
Yes. We offer student health plans in partnership with colleges and universities across New England and nationally.
