About this role
The Vice President, Field Underwriting position at Pie Insurance is a remote executive leadership opportunity based in the United States that directs underwriting P&L, team performance, and operating models. This role suits an experienced insurance leader with a background in building and restructuring underwriting functions within a technology-forward environment.
Role Overview
Operating as a member of the executive team and reporting directly to the Chief Underwriting Officer, the Vice President, Field Underwriting owns the entire underwriting P&L and the execution engine that supports it. This leader shapes company priorities, defines the multi-year strategy for Field Underwriting, and oversees the blended onshore and offshore operating model. The position requires a change leader who can establish frameworks for workers' compensation risk selection, collaborate with Corporate Underwriting on automation and AI integration, and balance functional goals with broader enterprise priorities.
Key Responsibilities
Requirements
Skills and Tools
Salary and Benefits
About the Company
Pie Insurance is on a mission to empower small businesses to thrive by making commercial insurance affordable and accessible. By leveraging technology, the company transforms how small businesses buy and experience commercial insurance. Recognized as one of America's Best Startup Employers, Pie operates as a diverse team of builders, dreamers, and entrepreneurs guided by core values that prioritize making insurance easy for customers.
How to Apply
Interested candidates should visit the official Pie Insurance careers page to submit an application and review further details about the recruitment process.
Questions candidates ask
Where is the Vice President, Field Underwriting position located?
This role is remote, with remote team members required to live and work in the United States, excluding territories, and have access to reliable, high-speed internet.
What is the salary range for this role?
The base compensation range is $205,000 to $295,000 USD, with final offers determined by skills, experience, location, and compensation expectations.
What qualifications are required for experience?
Candidates must have 15+ years of workers' compensation underwriting experience with portfolio accountability, and 10+ years leading underwriting organizations with experience building or rebuilding teams.
Who does this position report to?
The Vice President, Field Underwriting reports directly to the Chief Underwriting Officer and operates as a member of the executive team.
Does Pie Insurance use AI in the hiring process?
Yes, Pie Insurance uses AI-powered tools for initial application screening and may use AI assistant video tools during interviews for note-taking and candidate evaluation, with all outputs subject to human oversight.