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Sr. Technical Claim Manager/Attorney-D&O/EPL (hybrid)

RLI Corp · Chicago, IL · $136,618–$199,120 a year · Full time

Posted Jul 28, 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 complex claim where you set a reserve and later had to change it a lot. What happened?

What they are checking: Whether they reserve honestly and adjust promptly when facts change, rather than waiting.

How does your legal training change how you handle claims compared to a non-attorney examiner?

What they are checking: Whether they use their legal skill to add value while staying in the claim role, not acting as counsel.

Tell me about a mediation you handled. How did you prepare, and what was the outcome?

What they are checking: Whether they negotiate with a clear valuation and strategy rather than splitting the difference.

How do you keep up with changes in employment law and securities litigation trends?

What they are checking: Whether they stay current, since claim values and defense strategies shift with case law.

What would you do

An EPL claim comes in with a discrimination charge filed with the EEOC. What are your first steps?

What they are checking: Whether they know the EPL claim process, from notice and counsel selection to early resolution options.

The insured wants to settle a securities class action within limits, and you think it is overpriced. How do you handle it?

What they are checking: Whether they can balance consent rights, the insured's interests and the company's money without creating bad faith risk.

About the work

Walk me through the coverage issues you look for first on a new D&O claim.

What they are checking: Whether they know the common D&O issues like prior acts, insured versus insured, related claims and conduct exclusions.

How do you handle allocation between covered and uncovered parties or claims in a D&O matter?

What they are checking: Whether they understand allocation fights and can reach a defensible position with the insured.

How do you manage outside defense counsel so legal fees stay reasonable without hurting the defense?

What they are checking: Whether they can guide strategy and budgets actively, which is a big cost driver in management liability.

How do you document a claim file so it would hold up if it were reviewed in a bad faith suit?

What they are checking: Whether they write files that show prompt, reasoned, fair decisions at each step.

Practice this interview out loud.

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The full job description

As published by RLI Corp.

About Us We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us. RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company. Principal Duties & Responsibilities -Handle claims proactively to achieve optimum payout results by resolving claims fairly, expeditiously and economically. -Assess coverage issues on claims and issue appropriate coverage letters/documentation in required timeframe. -Complete timely investigation of claim and post appropriate reserves. -Proactively manage outside counsel on litigated claims. -Handle claims in accordance with RLI's Best Practices. Education & Experience -B.A. plus 6+ years of claim-handling and/or comparable legal experience with a concentration in the handling of Directors & Officers, Fiduciary and Employment Practice Liability claims. -J.D. strongly preferred. Knowledge, Skills, & Competencies -Be proactive in initial investigation, claim handling, attorney management, and resolution. -Superior communication skills to work effectively with insureds, underwriters and claimants. Compensation Overview The base salary range for the position is listed below. Please note that the base salary is only one component of our robust total rewards package at RLI. The salary offered will take into account a number of factors including, but not limited to, geographic location, experience, scope & responsibilities of the role, qualifications/credentials, talent availability & specialization, as well as business needs. The below range may be modified in the future. Base Pay Range $136,618.00 - $199,120.00 Total Rewards At RLI, we're all owners. We hire the best and the brightest employees and allow them to share in the company's success through our Total Rewards. With the Employee Stock Ownership plan at its core, the Total Rewards program includes all compensation, benefits and perks that come with being an RLI employee. Financial Incentives • Annual bonus plans • Employee stock ownership plan (ESOP) • 401(k) — automatic 3% company contribution • Annual 401k and ESOP profit-sharing contributions (Up to 15% of eligible earnings) Work & Life • Paid time off (PTO) and holidays • Paid volunteer time off (VTO) to support our communities • Parental and family care leave • Flexible & hybrid work arrangements • Fitness center discounts and free virtual fitness platform • Employee assistance program Health & Wellness • Comprehensive medical, dental and vision benefits • Flexible spending and health savings accounts • 2x base salary for group life and AD&D insurance • Voluntary life, critical illness, & accident insurance for purchase • Short-term and long-term disability benefits Personal & Professional Growth RLI encourages its employees to pursue professional development work in insurance and job-related areas. We make a commitment to employees to provide educational opportunities that help them enhance their skills and further their career advancement. RLI fosters a true learning culture and encourages professional growth through insurance courses, in-house training and other educational programs. RLI covers the cost for most programs and employees typically earn a bonus upon successful completion of approved courses and certifications. Our personal and professional growth benefits include: • Training & certification opportunities • Tuition reimbursement • Education bonuses Diversity & Inclusion Our goal is to attract, develop and retain the best employee talent from diverse backgrounds while promoting an environment where all viewpoints are valued and individuals feel respected, are treated fairly, and have an opportunity to excel in their chosen careers. We actively support, and participate in, initiatives led by the American Property Casualty Insurance Association that aim to increase diversity in the insurance industry. Cultivating an exceptional and diverse workforce to deliver excellent customer service reinforces our culture and is a key to achieving superior business results. RLI is an equal opportunity employer and does not discriminate in hiring or employment on the basis of race, color, religion, national origin, citizenship, gender, marital status, sexual orientation, age, disability, veteran status, or any other characteristic protected by federal, state, or local law.

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