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 $130 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 team as part of our Operations and Accounting and Finance departments. This is a great opportunity for an individual to not only build a career but to help contribute to the growth and development of a large growing agency. This position will be based in CT, preferably in our Southbury, CT office. Additionally, after an initial in-house training for the first 90 days, this position can be hybrid work at home, with a few days in office and a few days at home each week.
The Accounting and Operations Specialist will focus on the following key responsibilities:
- Carrier and Vendor Relationship management- Including contract review.
- Agency Commissions – Reconciliation of commission received against download transactions.
- Financial and business reporting –Report creation and delivery with contextual explanation.
- Needs assessment – meet with departments to enhance or modify workflows and reports.
- Agency wide Virtual or live Training, individually or in groups.
Successful candidates will need to occasionally travel throughout MA and CT. They should be comfortable with public speaking and possess the following skills and experiences:
- Strong analytical skills and attention to detail required
- Leadership skills
- Communication skills
- Excel- Intermediate to Advanced knowledge required
- Insurance Industry background is required
- Insurance agency management system knowledge is required
- Power BI, Teams, SharePoint and PowerPoint experience is preferred.
- IT and Microsoft system knowledge preferred
If the following core values: Employees, Customers, Trust, Performance, Citizenship and Diversity and Inclusion, are consistent with yours, we would love to discuss this opportunity further with you.
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.







