Underwriter, Workers' Compensation

pieinsurance· Underwriting Field
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📍 United States💰 USD 80K–100K

About this role

Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.
 
Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.

Our Underwriters are on the front lines, interacting with our customers all day, every day. Every underwriting call, email and message has a profound impact on our business and our reputation. The average day in the life of a Pie Underwriter involves a high volume of daily transactions ranging from making underwriting decisions to issuing a certificate of insurance. We expect your role will evolve quickly as Pie grows. 

How You’ll Do It

  • Leverage workers’ compensation or commercial insurance underwriting expertise to assess medium to complex risks in order to underwrite and bind new and renewal coverage.
  • Quickly and effectively decide each request through the use of Pie’s underwriting guidelines and known risk exposures and loss frequency and severity.
  • Achieve profitable growth through appropriate risk evaluation while building and maintaining outstanding payroll partner customer relationships.
  • Prioritize and resolve payroll partner customer inquiries for documentation or support.
  • Provides technical assistance to the payroll partner sales team and customers regarding policy and endorsement provisions and underwriting acceptability for designated insurance coverages.
  • Maintain strong industry knowledge on commercial insurance underwriting expertise and changes in market/account positions. Develop and maintain full knowledge of all forms, coverages, ratings, and manuals for the specific line being underwritten.
  • Participate in review and evaluation of risk portfolio, making recommendations on book management issues.
  • Take on other tasks, responsibilities and projects as needed.

Travel Requirements

  • Some travel could be required in this position, up to 10% travel.

The Right Stuff

Educational Background:

  • High School diploma or GED required. Bachelor's degree or equivalent experience with some college coursework is preferred

Experience:

  • Minimum 3 years of underwriting experience or equivalent is required
  • Intermediate to advanced knowledge of workers’ compensation class codes
  • Ability to sell our product while simultaneously discerning risk characteristics within the direct to business market.
  • Ability to balance the outstanding execution of processes while handling a high volume of transactions
  • Experience with Insurity, HubSpot and Salesforce preferred
  • Verifying businesses using various resources and databases like Google, Yelp, LinkedIn, Facebook and similar sites
  • Experience underwriting insurance for payroll partners is very valuable.
  • Strong expertise in the California workers' compensation market is preferred

The use of AI in Application Review: To support a fair, efficient, and consistent hiring process, we use AI-powered tools to assist in the initial screening of applications. These tools help us identify qualifications and prior work experiences that align with the requirements of the role. We may also use AI assistant video tools during interviews to support note-taking and candidate evaluation. All AI-powered outputs are still subject to human oversight and decision-making at multiple stages of the process. By submitting your application, you acknowledge and consent to Pie utilizing these AI technologies to assist in our evaluation process.

Base Compensation Range
$80,000$100,000 USD

Compensation & Benefits 

  • Competitive cash compensation
  • Comprehensive health plans
  • Generous PTO
  • Future focused 401k match
  • Generous parental and caregiver leave
  • Our core values are more than just a poster on the wall; they’re tangibly reflected in our work 

Making every part of working with us "Easy as Pie" - including our offer process. When we find someone we'd like as a Pie-oneer (a member of our team), we move quickly to put together a fair offer based on your skills, experience, location, and compensation expectations.

Each year Pie reviews company performance and may grant discretionary bonuses to eligible team members.

Location Information 

Unless otherwise specified, this role is remote. Remote team members must live and work in the United States (territories excluded) and have access to reliable, high-speed internet.

Additional Information

Pie Insurance is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, military service status, citizenship, or other protected characteristic.

Pie Insurance participates in the E-Verify program. Please click here, here and here for more information.

Pie Insurance is committed to protecting your personal data. Please review our Privacy Policy.  

Safety First: Pie Insurance is committed to your security during the recruitment process. We will never ask you for credit card information or ask you to purchase any equipment during our interview or onboarding process.

Pie Named to 2025 America's Best Startup Employers

Pie Insurance 2025 State of Workplace Safety Report

 

#LI-REMOTE
#BI-REMOTE

Frequently Asked Questions

What is the salary for the Underwriter, Workers' Compensation role at pieinsurance?
The listed salary for this Underwriter, Workers' Compensation position at pieinsurance is USD 80K–100K. This is an full-time role.
Where is the Underwriter, Workers' Compensation position at pieinsurance located?
This Underwriter, Workers' Compensation role at pieinsurance is based in United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Which team or department does the Underwriter, Workers' Compensation at pieinsurance belong to?
This Underwriter, Workers' Compensation position is part of the Underwriting Field department at pieinsurance. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Underwriter, Workers' Compensation position at pieinsurance?
Click the "Apply Now" button on this page. You will be redirected to pieinsurance's official application portal hosted on greenhouse where you can submit your application directly.
When was the Underwriter, Workers' Compensation job at pieinsurance posted?
This Underwriter, Workers' Compensation position at pieinsurance was posted on Jun 17, 2026. Apply as soon as possible — early applications are often reviewed first.
Underwriter, Workers' Compensation
pieinsurance · 💰 USD 80K–100K
Apply for this role ↗

You'll be redirected to pieinsurance's official application page on Greenhouse.