Senior Underwriter, Small Commercial Workers Compensation / Commercial AutoUnited States

Senior Underwriter, Small Commercial Workers' Compensation / Commercial Auto

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. As part of the Commercial Auto team, you'll be at the forefront of our underwriting team and not only responsible for day-to-day decision making but also providing guidance and expertise for how our underwriting evolves, grows, and scales as we press forward.

How You'll Do It

• Leverage commercial auto underwriting expertise to assess medium to complex risks to underwrite and bind new coverage.
• Quickly and effectively assess each submission using 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 partner customer relationships.
• Prioritize and resolve partner customer inquiries for documentation or support.
• Provide technical assistance to the support teams 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.
• Participate in review and evaluation of risk portfolio, making recommendations on book management issues.
• Consistently meets production targets and contributes to team goals through efficient workload management and timely task completion.

The Right Stuff

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 : $85,000 - $110,000 USD

Compensation & Benefits

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 has the option to be hybrid or remote. Hybrid work locations provide team members with the flexibility of working partially from our Denver office and from home. Remote team members must live and work in the United States (

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's Ford Pro Insure Coverage expanded to Pennsylvania and Texas. Pie Insurance 2025 State of Workplace Safety Report.