
201 - 500 employees
🛡️ Insurance
đź’ł Fintech
🤝 B2B
Insurance • Fintech • B2B
Pie Insurance is transforming small business insurance by making it less expensive, simpler, and more transparent for small business owners. With a team of seasoned technology and insurance experts, Pie Insurance is dedicated to enhancing the insurance experience, particularly focused on workers' compensation and InsureTech innovations.
🔥 3 minutes ago
🇺🇸 United States – Remote
đź’µ $205k - $295k / year
⏰ Full Time
đź”´ Lead
đź‘” Vice President
🦅 H1B Visa Sponsor
đź‘» Ghost score 0%
Where this job comes from
Posted on Pie Insurance's careers page, not through a job board
First seen by Remote Rocketship 3 minutes ago

201 - 500 employees
🛡️ Insurance
đź’ł Fintech
🤝 B2B
Insurance • Fintech • B2B
Pie Insurance is transforming small business insurance by making it less expensive, simpler, and more transparent for small business owners. With a team of seasoned technology and insurance experts, Pie Insurance is dedicated to enhancing the insurance experience, particularly focused on workers' compensation and InsureTech innovations.
• Own loss ratio outcomes across New Business and Renewal • Drive underwriting strategy, including appetite, authority standards, and risk selection philosophy • Partner with Corporate Underwriting on appetite, eligibility, underwriting best practices, and automation • Establish portfolio monitoring frameworks and lead underwriting review and corrective action cadence • Own the design and ongoing performance of Pie's blended onshore/offshore underwriting model • Set strategic direction for the offshore underwriting partnership • Define work segmentation among onshore, offshore, and automated channels • Coordinate human underwriting judgment with AI-assisted tools • Build and lead the Field Underwriting organization • Recruit and develop New Business and Renewal leaders • Create an internal development culture for underwriting capability • Establish the intellectual framework for workers' compensation risk selection • Drive consistent performance management practices with the People team • Shape enterprise priorities as an executive team member • Represent Field Underwriting in SLT discussions on growth strategy, capital allocation, and competitive positioning • Partner with Business Development and Agency Management on key account strategy and agent-facing priorities • Engage with reinsurers, strategic partners, and regulators on underwriting and portfolio topics • Build Pie's external presence in the workers' compensation underwriting community • Define the strategic vision and transition roadmap for AI-enabled underwriting • Partner with Corporate Underwriting and Data Science on the automation roadmap • Lead adoption of new underwriting tools and AI-assisted workflows • Support documentation and systematization of underwriting standards
• Bachelor's degree; advanced degree a plus • 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 • Experience with technology-forward environments such as InsureTech, innovative carrier, or MGA context preferred • Familiarity with blended onshore/offshore models or centralized underwriting at scale • Strong executive presence to represent the function to SLT, reinsurers, and external partners • Analytical fluency with loss data, model outputs, and portfolio trends • CPCU, ARe, or equivalent; advanced credentials preferred • Must live and work in the United States, excluding territories • Access to reliable, high-speed internet
• Competitive cash compensation • Comprehensive health plans • Generous PTO • Future focused 401k match • Generous parental and caregiver leave • Discretionary bonuses may be granted annually to eligible team members • Core values tangibly reflected in the work
Apply NowImprove your chances of getting an interview by checking your resume score before you apply.
🔥 1 hour ago
Vice President of Marketing leading B2C subscription growth and B2B enterprise demand generation for an online learning company. Driving AI adoption, MarTech modernization, transformation, and team development.
🔥 1 hour ago
Vice President leading enterprise healthcare affordability and cost-of-care strategies at Trillium Health Resources, a North Carolina managed care organization. Driving savings, trend analysis, and financial accountability while protecting care quality and access.
🇺🇸 United States – Remote
đź’µ $144.8k - $180.5k / year
⏰ Full Time
đź”´ Lead
đź‘” Vice President
🔥 6 hours ago
Vice President establishing pricing strategy and monetization for Housecall Pro’s software platform serving home-service professionals. Building scalable pricing governance, analytics, and commercial capabilities for sustainable growth.
🇺🇸 United States – Remote
đź’µ $228.8k - $309.6k / year
⏰ Full Time
đź”´ Lead
đź‘” Vice President
🦅 H1B Visa Sponsor
🔥 8 hours ago
Associate Vice President leading Vizient’s healthcare growth-opportunity assessments. Translating market, client, competitive, and internal data into executive-ready strategic priorities.
🇺🇸 United States – Remote
đź’µ $156.5k - $290.1k / year
⏰ Full Time
đźź Senior
đź”´ Lead
đź‘” Vice President
🔥 9 hours ago
VP of Development growing AMSURG’s ambulatory surgery center network through acquisitions, new-center development, and physician partnerships. Leading complex transactions and business development across Florida and nationwide markets.