Last Updated on September 28, 2026 by Justin Bryant

Pie Insurance is hiring a U.S.-remote Underwriting Associate to review insurance submissions, update quotes, process bind reviews, and handle policy changes and endorsements. The company lists $50,000-$60,000 in base compensation and requires a high school diploma or equivalent; a bachelor's degree is preferred rather than required.

The experience wording needs care. Pie describes a minimum of one year in commercial lines, workers' compensation, another property-and-casualty line, or relevant work as preferred. Because minimum and preferred point in different directions, applicants should treat about one year of relevant experience as the safest practical expectation rather than assuming the job requires no experience. The official application was active when checked on September 28, 2026. Greenhouse job ID: 6208650004.

What Is Pie Insurance?

Pie Insurance is a technology-focused commercial insurer serving small businesses. The company uses data and software to simplify how businesses buy and manage insurance, including workers' compensation and commercial auto coverage.

The Underwriting Associate works on the operational side of that process. Instead of setting companywide underwriting strategy, the associate reviews transaction details, processes changes within an assigned authority level, and escalates risk questions that need an underwriter's judgment.

Pay and Benefits

Pie lists a base compensation range of $50,000-$60,000. The company says it reviews performance annually and may grant discretionary bonuses to eligible team members. Because the bonus is discretionary and no target is shown, applicants should treat the base range as the dependable figure unless an offer states otherwise.

The official listing names:

  • Medical and other health plans
  • Paid time off
  • A 401(k) match
  • Parental and caregiver leave
  • A possible discretionary annual bonus

The page does not state employee premium costs, deductibles, the match formula, vesting, exact paid-time-off amounts, equipment, or a home-office stipend.

Job Highlight: Underwriting Associate

This is a documentation-heavy insurance-operations role. The associate reviews new-business submissions and changes to existing quotes, checks bind requests before a policy is purchased, processes post-issuance requests and endorsements, and requests missing information when needed.

The work requires careful attention because inaccurate details can change whether a risk fits Pie's underwriting rules. The associate handles transactions within a defined authority level and sends more complex or questionable cases to an underwriter.

Most duties center on reviewing records, updating systems, researching businesses, and communicating with internal teams and agency partners. The listing calls for written and verbal communication but does not say how much work happens by phone. This supports a documentation/records label, not a no-phone or chat-only promise.

Key Responsibilities

  • Review new-business submissions and requested quote changes
  • Process bind reviews and identify red flags before payment requests are released
  • Update submissions and quotes based on agency-partner questions
  • Process post-issuance requests, endorsements, and policy changes
  • Support quote revisions and operational projects across underwriting teams
  • Request additional information when a submission is incomplete
  • Communicate with underwriters, agency partners, and internal teams
  • Maintain working knowledge of workers' compensation and commercial auto coverage
  • Use web-based research sources such as OSHA and SAFER when appropriate
  • Manage a high-volume workload while keeping records accurate

Qualifications

Pie is looking for:

  • A high school diploma or equivalent
  • A bachelor's degree as a preferred, not required, qualification
  • Roughly one year of commercial-lines, workers' compensation, other property-and-casualty, or relevant work experience as the safest interpretation of the listing
  • Ability to produce accurate work in a high-volume environment
  • Strong attention to detail and ability to switch between tasks
  • Clear written and verbal communication with internal and external partners
  • Comfort with web-based and cloud software
  • Familiarity with Salesforce, Microsoft Excel, Google Workspace, Slack, or Teams as preferred tools
  • Ability to adapt when processes and systems change
  • Interest in learning insurance forms, coverage, rating, and manuals

This role may be approachable for someone early in an insurance career, but it should not be called no-experience-required. Applicants without direct commercial-insurance work need a clear way to connect their relevant administrative, financial, claims, policy, records, research, or regulated-process experience to the duties.

Resume Keywords

Use these terms only when they accurately reflect your experience:

  • Underwriting support
  • Commercial insurance
  • Workers' compensation
  • Property and casualty insurance
  • Commercial auto
  • New-business submissions
  • Quote revisions
  • Bind review
  • Policy endorsements
  • Post-issuance requests
  • Risk review
  • Insurance documentation
  • Agency partners
  • Salesforce
  • Microsoft Excel
  • Google Workspace
  • Web-based research
  • Quality control
  • High-volume processing
  • Attention to detail

Strong resume bullets can show how many files, requests, policies, or transactions you processed; how you caught errors before completion; how quickly you maintained service levels; or how you improved documentation accuracy.

Location and Schedule

Pie says the role is remote and that team members must live and work in the United States, excluding territories, with reliable high-speed internet. The listing does not name state exclusions.

The page does not state full-time or part-time classification, weekly hours, daily schedule, time-zone requirements, weekend work, overtime, training, travel, company-provided equipment, internet reimbursement, or an application deadline. Applicants should confirm all of those details before accepting an offer.

Closing Notes

This opening may fit an underwriting assistant, insurance service representative, policy-processing specialist, claims or records professional, or detail-focused administrator with relevant regulated-work experience. Its strongest advantages are nationwide U.S. remote language, a $50,000-$60,000 base range, a high-school education requirement, named benefits, and work centered on submissions, records, quotes, and policy changes.

The biggest catches are the employer's mixed minimum and preferred experience wording and the missing details about classification, schedule, communication channels, equipment, and deadline. The exact Greenhouse job ID is 6208650004, and the official application was last verified active on September 28, 2026.

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