Full-Time

Senior Product Manager

Insurance

Posted on 6/23/2025

Pie Insurance

Pie Insurance

501-1,000 employees

Tech-driven workers' comp for small businesses

Compensation Overview

$135k - $170k/yr

+ Bonus

Remote in USA

Remote

Remote team members must live and work in the United States (territories excluded) and have access to reliable, high-speed internet.

Category
Product (1)
Required Skills
Product Management
SQL
Snowflake
Excel/Numbers/Sheets
Requirements
  • Bachelor's Degree required.
  • CPCU or CIC Certification preferred.
  • 8+ years of related experience in insurance with 4+ years in product management.
  • Advanced expertise in commercial insurance product development and underwriting with a proven track record of performance analysis.
  • Expert-level knowledge and understanding of commercial auto required.
  • Expert-level capabilities in data management and manipulation using Excel required, with experience with SQL and Snowflake for complex multi-variable analysis preferred.
  • Advanced analytical thinking with ability to evaluate complex, intangible factors independently and make sophisticated product decisions.
  • Proven ability to drive results in fast-paced, high-growth environments while managing significant business complexity.
  • Advanced organizational and time management skills, capable of working with high autonomy on complex initiatives while meeting critical deadlines.
  • Comprehensive knowledge of commercial insurance regulatory compliance across multiple states and complex market dynamics.
  • Expert understanding of distribution channels (direct-to-business, independent agents) including advanced knowledge of process dynamics and economic metrics.
  • Exceptional interpersonal skills with proven ability to build rapport and collaborate effectively with stakeholders at all levels, serve as subject matter expert, and mentor team members across the organization and with key external partners.
Responsibilities
  • Serve as the primary subject matter expert for commercial insurance products, demonstrating deep knowledge of underwriting guidelines, pricing models, and market dynamics across property, casualty, workers' compensation, and general liability lines.
  • Provide expert guidance on complex commercial insurance challenges including risk assessment methodologies, coverage gap analysis, and multi-line insurance portfolio optimization strategies.
  • Lead knowledge transfer initiatives to elevate team understanding of commercial insurance fundamentals, regulatory compliance requirements, and industry best practices across diverse business sectors.
  • Collaborate with cross-functional teams to ensure product decisions align with commercial insurance market requirements, regulatory standards, and emerging risk landscapes.
  • Maintain current knowledge of commercial insurance industry trends, including cyber liability, environmental risks, supply chain vulnerabilities, and competitive landscape developments.
  • Manage complex relationships with external business partners, including regulatory bodies, reinsurance providers, and industry collaborators, to advance commercial insurance product initiatives.
  • Demonstrate executive presence and influence skills when presenting strategic recommendations to senior leadership and external stakeholders on commercial insurance matters.
  • Navigate challenging partnership dynamics with confidence, using deep domain expertise to advocate for optimal product outcomes across multiple commercial insurance lines.
  • Build consensus across diverse stakeholder groups through effective communication and collaborative problem-solving approaches that address varied commercial insurance needs.
  • Execute strategic initiatives independently while maintaining strong alignment with organizational objectives and partner requirements in the broader commercial insurance market.
  • Monitor and analyze profitability, loss ratios, and growth metrics across assigned product lines with advanced expertise.
  • Conduct sophisticated analysis of product mix, quote-to-bind conversion rates, claims frequency, and retention strategies.
  • Identify and evaluate new market opportunities through complex market analysis and competitive intelligence.
  • Coordinate with the pricing team to develop competitive pricing structures using ISO tools, proprietary rating elements, and advanced economic models.
  • Design and recommend systematic approaches to optimize automated underwriting processes.
  • Apply advanced expertise to ensure all commercial insurance products, forms, rules, and rating plans meet compliance guidelines across multiple states.
  • Design and recommend automated compliance systems to improve operational efficiency.
  • Collaborate with internal and external partners to develop and file new programs with regulatory bodies.
  • Provide expert guidance on complex regulatory challenges and compliance solutions.
  • Serve as subject matter expert for regulatory initiatives and state-specific requirements.
  • Collaborate with technology teams to develop advanced policy management systems and product technology enhancements.
  • Apply expert knowledge to integrate traditional product models with technology-driven solutions using telematics and other third-party data.
  • Provide technical expertise for complex implementation of rate, rule, and form changes across multiple systems.
  • Collaborate with the technology teams to develop sophisticated underwriting tools and customer experience improvements.
  • Own automated underwriting rulesets and collaborate with technology teams to enhance rule structure, design sophistication, and decision quality through continuous optimization of underwriting logic and risk assessment algorithms.
Desired Qualifications
  • CPCU or CIC Certification preferred.

Pie Insurance provides workers’ compensation insurance for small businesses. Its product uses data-driven technology to underwrite and price policies, delivering fast, online access with quotes in about three minutes. The platform processes, underwrites, and issues workers’ comp coverage, with nationwide availability across 38 states and Washington, D.C., offering potential savings of up to 30% and straightforward terms for small business owners.

Company Size

501-1,000

Company Stage

Series D

Total Funding

$620.3M

Headquarters

Washington DC, District of Columbia

Founded

2017

Simplify Jobs

Simplify's Take

What believers are saying

  • 271% direct written premium growth drives fastest U.S. workers' comp expansion.
  • Audra Foglietta's Chubb expertise boosts financial performance as new CFO.
  • $615M funding since 2017 and 2,800 agency partnerships fuel nationwide scale.

What critics are saying

  • 14% layoffs in 2023 erode morale and trigger talent exodus to GEICO.
  • Funding drought exhausts cash runway without new VC investment.
  • Next Insurance steals market share with broader bundled policy offerings.

What makes Pie Insurance unique

  • Pie Insurance uses data analytics for precise small business workers' comp pricing.
  • Offers 3-minute online quotes and up to 30% savings in 40 states.
  • A.M. Best A-rated coverage revolutionizes traditional insurance processes.

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Benefits

Competitive cash compensation

Equity

Comprehensive health plans

Generous PTO, including paid sick leave

Future focused 401k match

Generous parental & caregiver leave

Growth & Insights and Company News

Headcount

6 month growth

-14%

1 year growth

-14%

2 year growth

-15%
Yahoo Finance
Feb 8th, 2024
Pie Insurance Integrates with Ivans Download

Pie Insurance integrates with Ivans Download.

Business Wire
Nov 30th, 2023
Pie Insurance Secures $11 Million Series A Funding to Rapidly Expand SMB Workers’ Compensation Insurance Offering

Pie Insurance (www.pieinsurance.com) today announced the completion of an $11M Series A funding round. The round was led by Greycroft, and included pa

FF News
Oct 2nd, 2023
Pie Insurance Appoints Audra Foglietta As Chief Financial Officer

Pie Insurance (“Pie”), an insurtech company specializing in commercial insurance for small businesses, today announced the appointment of insurance executive Audra Foglietta as the company’s new chief financial officer (CFO). Foglietta joins Pie during a pivotal period of growth—Pie is the fastest growing workers’ comp insurer in the U.S.1, achieving a 271 percent increase in direct written premiums, surpassing the growth of all other insurers.Foglietta brings a wealth of financial leadership and strategic expertise to Pie, having spent more than twenty years at Chubb, the world’s largest publicly traded property and casualty insurance company. Most recently, Foglietta served as Chubb’s executive vice president and CFO of Global Operations and Technology, in addition to previously serving as CFO of Westchester Specialty, the company’s excess and surplus division. Foglietta has a proven track record of driving financial performance and operational efficiencies in the public insurance sector. Her expertise includes global business transformations, corporate finance, financial planning and analysis, business analytics and operations.“I’m honored to join Pie as its CFO and be part of an organization that is redefining the small commercial insurance landscape and growing at an impressive rate,” said Audra Foglietta, incoming CFO at Pie. “Pie’s commitment to technology and innovation combined with its dedication to serving the unique needs of small businesses resonated with me

Reinsurance News
Oct 2nd, 2023
Pie Insurance names Audra Foglietta Chief Financial Officer

Pie Insurance, an insurtech company specialising in commercial insurance for small businesses, has appointed Audra Foglietta as the new Chief Financial Officer.

Insurance Innovation Reporter
Aug 25th, 2023
Pie Insurance Expands Leadership Team with Appointments of Four Industry Experts

Carla Woodard, Jaime Gilliam-Swartz, Arash Sadati and Kris Bagchi join Pie's leadership team as Vice Presidents.

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