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Pie Insurance

Underwriting Service Specialist II

Sorry, this job was removed at 10:20 p.m. (EST) on Wednesday, Feb 11, 2026
Easy Apply
Remote
Hiring Remotely in United States
Easy Apply
Remote
Hiring Remotely in United States

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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.

As an Underwriting Service Specialist II, you will be responsible for the processing portion of the underwriting life cycle of policies. Assists with rate and functionality testing and verification in various policy rating platforms and ad hoc processing projects on an as-needed basis, up to and including corrective endorsements and other policy updates. This role is responsible for processing aspects of Workers Comp policies throughout the policy lifecycle, including but not limited to: policy issuance, endorsements, cancel/rewrites, preparation of renewal files and other policy changes.

How You’ll Do It

Policy servicing & processing on direct and partner accounts:

  • Processing of midterm change endorsements
  • Entity changes, cancel/rewrites, and other policy changes as needed.
  • Working with renewal teams to coordinate communications around significant changes during policy term to ensure appropriate renewal reviews year over year. 

Rate verification and testing, batch processing work, and corrective tasks:

  • Ad hoc work with product & compliance teams to test rates and other system functionality and data.
  • Providing feedback & helping to test with product & engineering teams.
  • Corrective endorsements for Work Comp bureau error reports as needed.
  • Batch processing for book rolls and other large volume quoting & submission needs .
  • Supporting UA & UW teams with data entry or file prep work as needed.
The Right Stuff
  • A High School Diploma or GED is required.
  • 3+ years of experience in commercial insurance is required.
  • Developed problem solving skills to be able to manage tasks and work through to solutions with little guidance and direction.
  • Demonstrated self-direction and responsibility for own tasks, deliverables and timelines.
  • Ability to eagerly learn from mistakes, and frequently search for opportunities to raise the bar and continually improve.
  • Strong ability to multitask and meet deadlines in a fast-paced environment. Ability to manage multiple deliverables simultaneously.
  • Keen eye for detail with the ability to accurately transcribe information from one source to another.
  • Developing leadership skills and some general experience leading work groups or task forces in specific projects.
  • Strong communication (written and verbal) with the ability to deliver complex information effectively, as well as, adjust communication style appropriately based on audience. 
  • General knowledge and familiarity of cloud-based systems. Microsoft Office, Google Suite, Slack, Salesforce, and Adobe skills with the ability to quickly learn new systems and technology.

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. All AI-reviewed applications 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
$25.25$30 USD
Compensation & Benefits 
  • Competitive cash compensation
  • A piece of the pie (in the form of equity)
  • 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 

Our goal is to make all aspects of working with us as easy as pie. That includes our offer process. When we’ve identified a talented individual who we’d like to be a Pie-oneer , we work hard to present an equitable and fair offer. We look at the candidate’s knowledge, skills, and experience, along with their compensation expectations and align that with our company equity processes to determine our offer ranges. 

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.

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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

 

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