Director, Portfolio Management

Location: Waltham, Massachusetts (hybrid); Boston, Massachusetts is also listed.

US annual base salary range: $196,000–$265,000 USD, plus potential annual performance-based incentives.

Company

Technology-led provider of small business insurance offering customized coverage across the United States.

What you will do

• Develop a strategic profitability roadmap in partnership with the VP and Chief Actuary.
• Align execution across Product, Claims, Sales Channels, and Actuarial Pricing.
• Manage portfolio growth plans and loss ratio trends prospectively with Insurance Product Management.
• Use actuarial profitability, underwriting quality, and portfolio management metrics to guide decisions.
• Identify profitability bottlenecks and co-lead escalation of strategic or risk disagreements.
• Communicate roadmap status, risks, and opportunities to executive stakeholders.

Requirements

• 12+ years of experience in P&C insurance, including underwriting management, state management, product management, or actuarial functions.
• End-to-end understanding of underwriting strategy, including appetite, guidelines, rules, and quality measurement.
• Ability to lead critical initiatives through indirect influence and cross-functional collaboration.
• Financial literacy covering loss ratios, earned premiums, and other P&C insurance metrics.
• Understanding of portfolio dynamics, accumulation risk, underwriting guidelines, and growth-versus-profitability trade-offs.
• Exceptional executive communication skills and ability to explain complex topics clearly.

Nice to have

• Bottom-line accountability for a P&C insurance portfolio, territory, line of business, or insurance program.
• FCAS, ACAS, or CPCU credentials.
• Experience evaluating and improving automated underwriting system quality and accuracy.
• AI-forward approach to data evaluation and strategic planning.

Culture & Benefits

• Collaborative environment with shared accountability across insurance, actuarial, finance, claims, and global teams.
• Partially subsidized medical plan.
• Fully subsidized vision and dental options.
• Life and disability insurance, 401(k), flexible paid time off, and parental leave.
• Equal opportunity workplace focused on inclusion and respectful collaboration.