Vice President, Field Underwriting

The role

The VP, Field Underwriting owns the underwriting P&L and the execution engine. This leader is accountable for portfolio results, team performance, and the operating model. They will design the blended onshore/offshore model and lead the strategic vision for AI-enabled underwriting.

What you will do

• Own loss ratio outcomes across New Business and Renewal.
• Drive underwriting strategy in partnership with the VP of Insurance Product and Pricing and the CUO.
• Partner with Corporate Underwriting on appetite, eligibility, and underwriting best practices development.
• Establish portfolio monitoring frameworks.
• Lead the underwriting review and corrective action cadence.
• Own the design and performance of the blended onshore/offshore underwriting model.
• Build and lead the Field Underwriting organization.
• Recruit and develop leaders for New Business and Renewal.
• Actively shape enterprise priorities as a member of the executive team.
• Lead field-level adoption of new underwriting tools and AI-assisted workflows.

Required qualifications

• Bachelor's degree
• 15+ years of workers' compensation underwriting experience with demonstrated accountability for portfolio results
• 10+ years leading underwriting organizations, including experience building or rebuilding a team
• Track record of operating model design and change leadership
• Familiarity with blended onshore/offshore models or centralized underwriting at scale
• Strong executive presence
• Analytically fluent
• CPCU, ARe, or equivalent

Nice to have

• advanced degree
• Experience with technology-forward environments: InsureTech, innovative carrier, or MGA context
• advanced credentials

Benefits

• Competitive cash compensation
• Comprehensive health plans
• Generous PTO
• Future focused 401k match
• Generous parental and caregiver leave
• Discretionary bonuses

Before you apply

• Remote team members must live and work in the United States ( territories excluded ) and have access to reliable, high-speed internet
• By submitting your application, you acknowledge and consent to Pie utilizing AI technologies to assist in your evaluation process

About the company

Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. They leverage technology to transform how small businesses buy and experience commercial insurance.