Bearingstar Insurance, a member of the Arbella Insurance Group, is one of the leading property and casualty insurance providers in Massachusetts and Connecticut writing over $100 million in premium. Bearingstar possesses a dynamic culture that has an independent agency feel along with the strength and resources of a large parent company. This allows us to offer competitive salaries, bonus above commission, excellent benefits, and great training and development programs.
We are currently looking for motivated and self-driven individuals to join our sales team to help Bearingstar achieve its goal as being the top sales agency in our region. This is a great opportunity for an individual to not only build a sales career but to help contribute to the development of a large growing agency. We have opportunities in both Connecticut and Massachusetts.
Insurance experience is not required. We are looking for people who have strong community ties, professional networks, and personal relationships. Successful candidates have come to us from a variety of other careers including mortgage lenders, real estate agents, banking and other financial institutions as well as the military.
Our candidates must be motivated, goal-oriented self-starters with excellent interpersonal and communication skills who can work alone and in a team environment. Successful Sales experience is a prerequisite and Insurance Industry Sales are a plus but are not required. We offer training and assistance with obtaining your Property and Casualty license.
Arbella Insurance Group Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Arbella Insurance Group and has not been reviewed or approved by Arbella Insurance Group.
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Healthcare Strength — Feedback suggests comprehensive medical, dental, vision, mental‑health resources, and onsite health services are a standout element of the package. Wellness options like fitness resources and reimbursements further elevate perceived value.
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Retirement Support — Feedback suggests a 401(k) with company match and immediate vesting, along with profit‑sharing/employer contributions, strengthens long‑term financial support. These features are positioned as core components of total rewards.
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Leave & Time Off Breadth — Generous PTO, paid holidays, and additional leave programs (parental/adoption) are frequently highlighted as positives. Flexible/hybrid scheduling complements time‑off breadth and supports work‑life balance.
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What We Do
Founded in 1988 in Quincy, Massachusetts, Arbella provides affordable car, home, and business insurance in Massachusetts and Connecticut, and business insurance in New Hampshire and Rhode Island. Our vision is to be the best property and casualty company in the Northeast. Period. We are proud to be consistently recognized as one of the Best Places to Work by the Boston Business Journal. We think you’ll find Arbella to be a different kind of insurance company – one that does good for our employees, our customers, our independent agents, and our communities. Our people are caring, collaborative, passionate, and involved, and we work hard to support their total well-being. Arbella is a good place to be. Come explore what it can be for you. Arbella. Here. For Good.







