Underwriter — Strategic Growth & Risk

Role Description

Most underwriting roles ask you to manage a book. This one asks you to shape one. At South Shore Insurance Underwriters, you won't just evaluate individual risks — you'll help define what a healthy, growing portfolio looks like, influence the relationships that drive it, and contribute to the strategy that sustains it.

We're looking for someone who sees the connection between a single underwriting decision and the long-term trajectory of a territory. Someone who brings intellectual curiosity to complex risks, builds genuine trust with agency partners, and isn't satisfied with just clearing the queue — they want to understand why the queue exists and how to make it better.

• Translate risk analysis into portfolio-level decisions — evaluating new business, renewals, endorsements, and complex submissions with an eye toward long-term profitability, not just individual acceptability.
• Be the strategic underwriting voice for your territory — acting as a trusted advisor to agency partners, not just a decision-maker. Provide coverage guidance, creative solutions, and market insights that make agents want to bring you their best business.
• Turn market intelligence into underwriting strategy — monitoring trends, competitor activity, and emerging risks, then connecting those signals to how you approach your book.
• Identify growth opportunities others miss — recognizing patterns across submissions, agency relationships, and portfolio data that point to where profitable expansion is possible.
• Drive continuous improvement — collaborating with leadership to sharpen underwriting processes, surface workflow inefficiencies, and contribute ideas that make the entire operation smarter.
• Exercise confident judgment on complex and non-standard risks — knowing when to find a creative path forward and when to hold the line.

Qualifications

• 3–7 years of Property & Casualty underwriting experience — homeowners, dwelling property, personal lines, commercial property, or specialty/E&S lines.
• A track record of building strong agency relationships and delivering decisions agents rely on.
• Sharp analytical instincts paired with clear, confident communication — written and verbal.
• Comfort working independently in a remote environment, with the discipline to manage competing priorities without losing quality.
• CPCU, CIC, AINS, CRM, or other insurance designations are a plus — but intellectual curiosity matters more than credentials.
• Excess & Surplus Lines experience is valued but not required.
• Bachelor's degree in Business, Risk Management, or a related field preferred.

Benefits

• Competitive compensation.
• Comprehensive benefits.
• Generous paid time off.
• Wellness and mental health resources.
• Paid parental leave.
• 401(k) with company matching contributions.

Company Description

We believe our success starts with our people. We are committed to creating an environment where coworkers feel valued, supported, and empowered to make a meaningful impact. Our culture is built on trust, transparency, teamwork, and continuous improvement. We encourage coworkers to act with integrity, embrace challenges and innovation, and work together by supporting one another and sharing success.

At South Shore Insurance, you are more than an employee—you are a valued member of a team that invests in your growth, celebrates your contributions, and empowers you to help shape the future of our organization.