Pie Insurance

pieinsurance.com

HQ: Washington, District of Columbia, United States

500

Finance

Company research

Public company, workplace, funding, and market signals

Updated Aug 16, 2026

Overview

Pie Insurance is a privately held insurtech and full-stack commercial insurer focused on making small-business insurance more affordable and easier to buy. It uses proprietary pricing, data science, automation, and agent distribution to underwrite and service primarily workers’ compensation coverage, with commercial auto offered through selected programs and partners.

Primary product

Small-business workers’ compensation insurance, sold directly and through independent insurance agencies; Pie also supports selected commercial insurance and commercial-auto programs.

Founded

2017

Headquarters

Denver, Colorado, United States

Team size

Approximately 300-450 employees; public estimates vary. Pie previously reported more than 400 full-time employees, while third-party datasets report approximately 302-405.

Work style

Remote

Industry

Insurance

Sub-industry

Insurtech; small commercial property and casualty insurance; workers’ compensation

Offices

Denver, Colorado, United States

Washington, D.C., United States

Remote across the United States

Business model

Direct-to-small-business insurance

Independent-agent distribution

Managing general agent and carrier model

Embedded and partner-distributed insurance programs

Funding

Stage

Late-stage venture / Series D; private, generating revenue

Total raised

$615M

Latest round

Series D · Sep 2022

Latest amount

$315M

Series D

Sep 2022 · Centerbridge Partners and Allianz X

$315M

Series C

Mar 2021 · Acrew Capital and Allianz X

$118M

Financing and capital commitments

May 2020 · Gallatin Point Capital

$127M

Series B

Mar 2019 · SVB Capital

$45M

Series A

Aug 2018 · Greycroft

$11M

Seed

Oct 2017

$4.3M

People & investors

Leadership

John Swigart

Co-founder and Chief Executive Officer

Audra Foglietta

Chief Financial Officer

Christopher Lankford

Chief Technology Officer

Rick Poulin

Senior Vice President, Underwriting and Pricing

Lauri Putt Needleman

Chief People Officer

Carla Woodard

Senior Vice President, Claims

Kris Bagchi

Vice President, Reinsurance and Actuarial

Brenton Pankratz

Vice President, Product

Holly Tinnel

Vice President, Legal and Compliance

Jaime Gilliam-Swartz

Vice President, Customer Service and Operations

Arash Sadati

Vice President, Data Science

Founders

Dax Craig

Co-founder and former President

Investors

Acrew Capital

Allianz X

Aspect Ventures

Centerbridge Partners

Echelon Capital

Elefund

Gallatin Point Capital

White Mountains Insurance Group

Work & culture

Pie emphasizes data-driven decision-making, first-principles thinking, excellence, deep expertise, cumulative innovation, mission-aligned impact, remote collaboration, detail orientation, transparent decision-making, constructive debate, and inclusive teamwork. The company describes itself as remote-first and reports that 96% of employees felt welcomed in its 2025 Great Place to Work results.

Work style

Remote

Compensation

Pie publicly advertises equity, 401(k), paid health benefits, and has received Built In recognition for compensation and benefits. Role-specific salary ranges were not consistently available in the researched sources; visa and relocation support were not publicly established.

Benefits

Fully paid health, vision, and dental premiums for full-time employees

Employer HSA contribution of $1,500 for individuals and $2,000 for families

401(k) contributions

Equity

100% compensation for the first three months of parental leave

Flexible remote, hybrid, and in-office work options

Employee workers’ compensation discount reported as up to 30% savings

Career development, mentorship, wellness, and employee resource programming

Product & market

Pricing

Risk-based insurance premiums determined by payroll, business classification, location, employee duties, loss history, experience modification, and coverage terms. Pie markets competitive pricing and savings of up to 30%; eligible customers can use pay-as-you-go billing tied to payroll, as well as monthly, quarterly, semiannual, or annual payment plans.

Differentiators

—Workers’ compensation specialization for small businesses
—Proprietary data-driven pricing and underwriting models
—Automated decisions and fast digital quoting; Pie has reported quotes in roughly three minutes
—Direct and independent-agent distribution
—Pay-as-you-go billing based on actual payroll
—Full-stack carrier capabilities after acquiring and forming licensed insurance entities
—A- AM Best financial-strength rating, currently reported with a stable outlook
—Partner APIs and integrations intended to reduce agency manual work
—AI and advanced analytics investments in underwriting, claims, and operational automation

Technology

Python

SQL

JavaScript

TypeScript

React

Redux

GraphQL

Microservices

Snowflake

Airflow

Data Vault 2.0

AWS SQS

Looker

Tableau

Power BI

Salesforce

Guidewire

Insurity

Origami Risk

Stripe

Customers

Small businesses across the United States

Small-business employers needing workers’ compensation

Independent insurance agencies and their small-business clients

More than 55,000 policies in force reported for 2025

More than 5,000 partner agencies reported for 2025

Ford Pro Insure customers through Pie’s managing-general-agent services

Competitors

NEXT Insurance

biBERK

EMPLOYERS Holdings / Cerity

The Hartford

Travelers

AmTrust Financial Services

ICW Group

Berkshire Hathaway GUARD

Thimble

Coterie

Scale & contact

Estimated revenue

Approximately $100M-$500M annually; third-party estimates include approximately $78M-$100M and approximately $300M, so revenue is not publicly verified.

Estimated monthly visits

181.8K

Traffic estimate as of Jun 2026

Signals & risks

Layoff

May 2023

Pie announced a reduction of approximately 14% of its workforce, affecting 66 employees, as part of a budget revision intended to eliminate more than $25 million in annual expenses and extend runway toward profitability.

Source

Acquisition

Jan 2023

Pie acquired a nationally licensed insurance company, renamed it The Pie Insurance Company, and completed its transition from an MGA for SiriusPoint to a rated full-stack carrier. Terms were not disclosed.

Source

Other

Mar 2024

AM Best placed Pie’s A- financial-strength and a- issuer-credit ratings under review with negative implications after 2023 material underwriting losses and adverse reserve development in New York. The ratings were later affirmed A- with a stable outlook in March 2025 after reserve commutation and capital improvements.

Source

Other

Feb 2025

Co-founder and President Dax Craig announced his planned departure after nearly eight years. He subsequently stated that his final day was April 30, 2025.

Source

Latest news

Pie Insurance Reports Strong 2025 With Geographic Expansion, 55,000+ Policies In-Force, and Continued Industry and Workplace Recognition

Pie Insurance · Jan 2026

Pie reported expansion into Connecticut, 55,000-plus policies in force, more than 5,000 partner agencies, continued A- stable financial-strength ratings, and investments in AI and advanced analytics.

Pie Insurance Launches Workers’ Compensation Insurance in Connecticut

Pie Insurance · Aug 2025

Connecticut became Pie’s 39th workers’ compensation state, bringing coverage to 39 states plus Washington, D.C.; the company cited AI and machine-learning pricing technology and more than 5,000 agencies.

Pie Insurance’s Tech-Driven Approach Led to Early Adoption of AI in Claims

Claims Journal · Jun 2025

Pie described its in-house claims transformation using Origami Risk, automation, document summarization, fraud red-flag detection, natural-language processing, and AI-assisted customer interactions.

AM Best Removes Pie’s Ratings From Under Review and Affirms A- With Stable Outlook

AM Best · Mar 2025

AM Best affirmed Pie Insurance and Pie Casualty at A- with a stable outlook after reviewing reserve commutation, capital, liquidity, and 2024 profitability.

Pie President Craig Announces Upcoming Resignation

The Insurer · Feb 2025

Dax Craig announced his departure from the president role after nearly eight years at Pie.

Jobs and careers at Pie Insurance

25 jobs at Pie Insurance

Vendor Management & Sourcing Specialist

On-site

Claims

United States

1d ago

On-site

Full-time