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Underwriter - Professional Liability

Starr Insurance · Chicago, IL · $90,000–$125,000 a year · Full time

Posted Sep 2, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a broker relationship you grew into steady submission flow. What did you do?

What they are checking: Whether they can build long-term relationships that generate new business, a stated goal of the role.

Tell me about an account you declined or lost on price. Looking back, was it the right call?

What they are checking: Underwriting discipline and the ability to reflect honestly on decisions.

What would you do

A tech company wants E&O but also asks about cyber coverage. How do you handle that conversation?

What they are checking: Cross-selling across teams while being clear about what this product does and doesn't cover.

Your portfolio's loss ratio rises in one class. How do you figure out why and what to change?

What they are checking: Portfolio monitoring and the ability to recommend corrective action based on data.

A broker needs a quote in two days on a complex risk with a messy application. How do you respond?

What they are checking: Responsiveness balanced with getting the information needed to underwrite properly.

About the work

Walk me through how you'd underwrite a Miscellaneous Professional Liability risk for a consulting firm.

What they are checking: A structured approach to services, contracts, revenue and claims history in a class with wide variety.

How does underwriting Real Estate E&O differ from Technology E&O?

What they are checking: Breadth across the specific professional liability classes the posting names.

What exposures worry you most on a Media Liability account?

What they are checking: Knowledge of defamation, IP and privacy exposures that drive media claims.

How do you decide on retention, limits and pricing when the submission has thin loss history?

What they are checking: Judgment with limited data and the use of guidelines and market conditions to set terms.

What emerging risk do you think will change professional liability claims over the next few years?

What they are checking: Whether they keep up with industry trends and regulatory changes, as the posting expects.

Practice this interview out loud.

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The full job description

As published by Starr Insurance.

Join Starr, a global leader in commercial insurance with over a century of expertise. We empower our employees to innovate, make impactful decisions, and build lasting client relationships worldwide. At Starr, you'll work in an entrepreneurial culture alongside accessible leaders, leveraging our financial strength and vast industry experience to deliver solutions for our clients, no matter how complex. Grow your career with a rapidly growing company that invests in its people and their ability to drive real progress. Responsibilities of position include, but are not limited to the following: • Review and analyze complex standalone Professional Liability risks, including but not limited to Miscellaneous Professional Liability, Real Estate E&O, Media Liability, and Technology Professionals. • Conduct comprehensive risk assessments and analysis to determine appropriate coverage, terms, and pricing based on internal guidelines and market conditions. • Establish and maintain strong long-term relationships with brokers, clients, and other stakeholders to drive submission flow and new business growth. • Collaborate with other underwriting teams to identify cross-selling opportunities and promote our product offerings. • Maintain a keen awareness of industry trends, regulatory changes, and emerging risks. • Monitor and manage the performance of the assigned portfolio, making recommendations for adjustments as needed. • Maintain meticulous documentation and data integrity within underwriting systems. • Other duties as may be assigned by manager. Requirements: • Bachelor's degree – insurance, business, finance, or a related field preferred. • 2-5 years of experience in Professional Liability underwriting, with a proven track record of profitable growth. • Comprehensive knowledge of Professional Liability underwriting, policies, and coverages within the insurance industry. • Strong analytical and problem-solving skills, with the ability to analyze complex data and make sound decisions. • Possess planning, communication, and negotiation skills, with the ability to build and maintain relationships. • Self-motivated and independent work traits along with multi-tasking, organizational skills. • Proficient in using underwriting software, Microsoft Office, and other relevant tools. • Professional designations such as CPCU, RPLU, and/or ARM are a plus. For individuals assigned and/or hired to work in New York, Starr Insurance Companies is required by law to include a reasonable estimate of the compensation range for this role. The wage range for this role takes into account the wide range of factors that are considered in making compensation decisions including but not limited to skill sets: experience and training: licensure and certifications: and other business and organizational needs. A reasonable estimate of the current range is $90,000 - $125,000. Starr is an equal opportunity employer, which means we'll consider all suitably qualified applicants regardless of gender identity or expression, ethnic origin, nationality, religion or beliefs, age, sexual orientation, disability status or any other protected characteristic. We recruit and develop our people based on merit and we're committed to creating an inclusive environment for all employees. We offer first class training and development opportunities to all employees. Our aim is to grow our own talent and bring out the best in people.

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