
The Cross Family of Agencies welcomes you. We need your talent and expertise.
Responsible for the retention, upselling and cross selling of an assigned book of Personal Lines business for accounts under $15k in premium. Must work independently and proactively with managing all aspects of account management and servicing, handling client questions, requests, and coverage review.
**Position is posted as Hybrid but there is the possibility for full remote for the right candidate depending on distance to/from Westport, CT**
Duties of a Personal Lines Middle Market Account Manager include but are not limited to:
EPIC knowledge preferred.
Working knowledge of Microsoft Office (Word, Excel, Outlook, MS Teams).
Working knowledge/experience with quoting in and servicing the following carrier platforms: Andover, Cincinnati, Hanover, Hartford, Mapfre, Narragansett, National General, Progressive, Safeco, Travelers, NFIP and Private Market Flood carriers and products.
Candidate must have exceptional time management skills, be able to organize, set, and maintain priorities and multitask in a fast-paced work environment.
Must excel with working independently and collaboratively as needed.
Compensation: The base salary range for this role is $65,000 to $80,000 annually. Actual compensation will be based on factors including location, skills, experience, and internal equity. Cross Insurance offers a comprehensive benefits package including medical, dental, vision, 401(k) with match, paid time off, and more.

Cross Insurance is a family owned insurance agency with over 40 branches throughout the Northeast. Established at the kitchen table of Woodrow Cross in 1954, today we have become one of New England’s largest independent insurance intermediaries. In 2023 and 2024 we were named the 2nd Largest Insurance Broker in Massachusetts. Since our founding, we have successfully acquired over 150 operations, increasing our footprint on the Northeast. With over 1,100 employees and counting, our experienced team is ready to provide insurance options for you.
- 27th Largest Broker of U. S. Business, Per Business Insurance report ’20
- 2nd Largest Insurance Broker in Massachusetts, per Boston Business Journal ’22, '23, and '24
- Official Insurance Broker of the New England Patriots, Gillette Stadium, the Boston Bruins, the Boston Red Sox, and New England Revolution
Four generations later, Cross Insurance is still family owned and operated. Cross Insurance is headquartered in Bangor, Maine.