Personal Lines Underwriting Director – Strategy

Posted Sep 11

This is a fully remote position, open to applicants in Massachusetts, +1 more state.

📋 Description

• Define and refine the Personal Lines risk appetite framework, encompassing growth targets, profitability thresholds, volatility tolerance, and concentration limits.

• Create and uphold a comprehensive portfolio strategy view that spans products, segments, geographies, and distribution channels.

• Evaluate portfolio performance against risk appetite and strategic goals; identify emerging risks, exposure shifts, and areas of opportunity.

• Direct scenario analysis and stress testing under diverse market, weather, and competitive conditions.

• Collaborate with Actuarial and Finance teams on underwriting strategy, pricing adequacy, capital considerations, and financial outcomes.

• Convert portfolio insights into strategic guidance for Product and Underwriting teams.

• Offer recommendations on areas for growth, maintenance, or reduction, backed by thorough analysis.

• Establish portfolio KPIs and dashboards for senior leadership oversight and informed decision-making.

• Prepare and deliver executive and Board-level presentations regarding portfolio health, tradeoffs, and strategic alternatives.

• Lead cross-functional initiatives involving rebalancing actions and growth adjustments.

• Manage and nurture a team of strategy professionals through coaching, feedback, and career development.

• Act as a strategic thought partner to Personal Lines leadership on market positioning and enterprise risk tradeoffs, including reinsurance strategy.


⛳️ Requirements

• 7+ years of relevant professional experience.

• 3+ years of demonstrated experience in leading cross-functional teams.

• Strong understanding of insurance portfolio dynamics, risk appetite frameworks, and return tradeoffs.

• Capability to integrate underwriting, pricing, capital, and growth strategies into a cohesive portfolio perspective.

• Comfortable interpreting complex analyses, scenarios, and tradeoffs without oversimplifying.

• Ability to challenge assumptions, influence senior leaders, and facilitate challenging tradeoff discussions.

• Proactive in anticipating market, competitive, regulatory, and climate-related portfolio shifts.

• Proven experience in leading and developing high-performing strategy teams.

• Excellent written and verbal communication skills; credible and persuasive with senior leaders and Boards.


🏝️ Benefits

• Full-time, exempt role.

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