Director of Underwriting Medical Malpractice

Job Title: Director of Underwriting
Location: Glastonbury, CT (On-site)
Reports To: Chief Underwriting Officer

A regional property & casualty insurance company is seeking a Director of Underwriting to oversee its underwriting operations and lead a team aligned with corporate strategy, risk appetite, and growth objectives. This individual will serve as the senior underwriting leader, partnering closely with executive leadership to ensure underwriting discipline, profitability, and regulatory compliance.

Key Responsibilities:

🛡 Risk Evaluation & Portfolio Oversight

• Lead the underwriting team in evaluating risks, pricing policies appropriately, and maintaining strong file documentation.

• Monitor book performance, identify adverse trends, and guide remediation strategies.

• Ensure sound risk selection and balanced portfolio development aligned with company goals.

📋 Underwriting Standards & Policy Development

• Set and refine underwriting guidelines and operational processes.

• Work with senior leadership to align underwriting practices with corporate goals and evolving market needs.

• Monitor industry trends and state-specific regulatory shifts to adjust underwriting criteria as needed.

💻 Technology & Workflow Optimization

• Integrate modern underwriting systems and tools to increase accuracy and efficiency.

• Leverage analytics, policy administration platforms, and external data tools to inform decisions.

• Collaborate with internal service teams to streamline workflows and support timely policy issuance and payment processing.

📈 Strategic & Market Expansion Planning

• Assist in evaluating market trends, competitor positioning, and distribution channel opportunities.

• Support dual distribution growth and agent/broker engagement in underpenetrated regions.

• Collaborate across departments to identify product gaps and new solutions to support profitable expansion.

📊 Performance & Financial Analysis

• Track portfolio performance using loss ratio, expense ratio, and territory-level data in coordination with actuarial teams.

• Manage department budget, allocating resources across systems, staffing, and training.

• Recommend adjustments to improve underwriting results and operational efficiency.

⚖ Regulatory Compliance

• Maintain awareness of legal requirements across all states in which the company operates.

• Implement compliance processes that reflect both internal guidelines and external regulations.

• Ensure policy documentation and rating tools adhere to approved filings.

👥 Team Leadership & Culture Building

• Manage, mentor, and grow a team of underwriters to foster a high-performing, collaborative environment.

• Lead through change, guiding the team through system upgrades, regulatory updates, and evolving market needs.

• Support succession planning and team development through coaching, training, and performance management.

Qualifications:

• Bachelor’s degree required; Master’s or industry designation (CPCU preferred) is a plus.

• 10+ years of casualty underwriting leadership, including staff management.

• At least 5 years of experience in medical professional liability (MPL) underwriting preferred.

• Active P&C producer license or eligibility to obtain.

• Demonstrated ability to set strategy, execute tactical plans, and influence stakeholders.

• Knowledge of state regulatory filing and insurance compliance frameworks.

• Proficiency with Microsoft Office and underwriting platforms.

• Excellent written and verbal communication skills.

• Strong organizational, analytical, and decision-making capabilities.