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Sr. Underwriter - Executive Products; Wholesale

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: RLI Corp
Full Time position
Listed on 2026-10-16
Job specializations:
  • Insurance
    Underwriter, Insurance Sales
Job Description & How to Apply Below
Position: Sr. Underwriter - Executive Products (Wholesale)
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.

Position Purpose Own and grow a profitable portfolio of Management Liability business through disciplined underwriting, sound judgment, and exceptional broker relationships. The successful candidate will independently evaluate complex risks, make timely underwriting decisions, and deliver a high-quality work product while contributing to the continued growth and profitability of the Wholesale Division.

Principal

Duties & Responsibilities Analyze, quote, bind, and manage new and renewal Management Liability (D&O, EPL, etc) submissions within underwriting authority.

Build trusted relationships with Wholesale Brokers through responsive communication, consistent follow-through, and thoughtful underwriting decisions.

Exercise strong underwriting judgment by evaluating financial, operational, legal, and management exposures to determine acceptable risks.

Produce accurate, well-documented underwriting files, pricing rationale, and policy documentation requiring minimal rework.

Effectively prioritize new business, renewals, and operational responsibilities while meeting service standards and internal deadlines.

Collaborate with internal partners to support profitable growth and continuous process improvement.

Education & Experience Bachelor's degree or equivalent experience.
5+ years of commercial underwriting experience, preferably in Management Liability.

Demonstrated success managing a profitable book of business and building strong broker relationships.

RPLU designation preferred

Knowledge, Skills, & Competencies Sound underwriting judgment and analytical thinking.

Strong knowledge of Management Liability products and underwriting strategy.

Excellent communication and negotiation skills.

Exceptional attention to detail and organizational skills.

Ability to manage competing priorities in a fast-paced environment.

Accountability, ownership, and independent decision-making.

Intellectual curiosity and a commitment to continuous learning.

Relationship builder with strong marketing instincts and the ability to create trusted partnerships that generate profitable business

What Success Looks Like Builds trusted broker relationships that generate repeat business.

Makes timely, well-reasoned underwriting decisions aligned with company strategy.

Maintains exceptional underwriting quality and documentation.

Grows a profitable portfolio while balancing production, retention, and profitability.

Demonstrates ownership, accountability, and a collaborative, team-first mindset.

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  salary offered will take into account a number of factors including, but not limited to, geographic location, experience, scope &…
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