P

Pie Insurance

Tech-driven workers' comp for small businesses

Quality and Training Analyst

Full-TimeUpdated on 10/23/2026
$70k - $90k+ Discretionary bonus
Mid
Bachelor's
Remote in USA
RemoteRemote team members must live and work in the United States; territories excluded.
Risk & ComplianceInternal Audit & Controls

About the job

Requirements
  • A high school diploma or GED is required.
  • At least 3 years of related professional experience, such as work in an insurance quality analyst, underwriting, or premium audit role.
  • Comprehensive knowledge of workers compensation in multiple states and general insurance knowledge.
  • Strong attention to detail and the ability to review files accurately and consistently across high volumes.
  • Clear written and verbal communication skills, including the ability to document findings and provide constructive, straightforward feedback.
  • Ability to manage work across multiple departments and shifting priorities simultaneously.
  • Experience communicating in internal chat platforms such as Slack or Teams.
Responsibilities
  • Conduct individual file audits within the department’s Quality Program, ensuring consistent application of rules and internal processing guidelines in underwriting, audit, and customer service departments; gather and analyze data collected from quality reviews.
  • Promote quality awareness and adherence to procedures, and identify trends, coaching, and training opportunities.
  • Apply integrative thinking to identify underlying needs and trends as a basis for developing training to improve team performance.
  • Assist with facilitating and presenting training across various departments.
  • Coordinate and participate in quality meetings, consistency checks, and calibration sessions.
  • Support LOA framework documentation across assigned departments, including mapping authority levels and coordinating updates with operational stakeholders.
  • Guide individuals in the underwriting, audit, and customer service departments to develop their knowledge of processes, systems, regulatory requirements, and company expectations and help them become self-sufficient subject matter experts.
  • Participate in process improvement teams, projects, and other problem-solving processes; provide guidance on new procedures and systems and ensure departmental adoption.
Desired Qualifications
  • A Bachelor's degree is preferred.
  • Experience with project management or workflow tools such as Jira and documentation platforms such as Confluence is preferred.

About the company

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

201-500

Company Stage

Series D

Total Funding

$620.3M

Headquarters

Denver, Colorado

Founded

2017

Get referred to Pie Insurance

See people who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • January 2026 milestones showed 55,000 policies in-force and continued geographic expansion.
  • Pie says 2026 priorities are responsible growth and deeper agent partnerships, strengthening retention.
  • More than $615 million funding and A.M. Best A rating support carrier credibility.

What critics are saying

  • May 2023 layoffs cut 14% after management said profitability required no additional investment.
  • Pie Development v. Pie Insurance keeps trade-secret claims alive around its founding.
  • If capital markets stay shut, Pie’s cash runway and growth stall before profitability.

What makes Pie Insurance unique

  • Pie’s 2026 agent network tops 5,000 agencies, embedding distribution others lack.
  • Its 2026 Connecticut expansion and 55,000 policies-in-force show scaled underwriting breadth.
  • Data science, AI pricing, and reinsurance specialization remain Pie’s core moat.

Help us improve and share your feedback! Did you find this helpful?

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

6 month growth

-5%

1 year growth

3%

2 year growth

1%
Business Wire
Oct 13th, 2026
Newsroom | Business Wire

The global leader in press release distribution and regulatory disclosure. Public relations and investor relations professionals rely on Business Wire for broad-based and targeted market reach.

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.