Executive Underwriter, Wholesale Excess Casualty
Liberty Mutual Insurance
Chicago, IL · Posted September 8, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about finance jobs
- Best cities for finance jobs #1 New York (1,932 openings)
- Best cities for finance pay after cost of living #1 San Mateo ($162k)
- Most requested AI skills in finance jobs #1 AI tools in daily work (4.3%)
- AI tools named most often in finance jobs #1 Claude (0.55%)
- Employers with the most finance jobs #1 Amazon (475 roles)
How AI is used in this kind of work
AI use among insurance underwriters is little observed so far. Measured exposure for insurance underwriters: 6% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
Underwrite and price complex primary GL and excess casualty E&S risks within authority, using data-driven analysis and strong underwriting judgment. Manage and grow a portfolio of wholesale broker relationships to drive profitable new business and maintain portfolio performance. Evaluate, structure, and negotiate coverage for complex risks; often involving unique exposures. Build and maintain a strong market presence, deepening existing broker partnerships while developing new business opportunities. Collaborate cross-functionally with Claims, Actuarial, UW Support, and leadership to support underwriting strategy and execution. Provide mentorship to junior underwriters and contribute insights on portfolio trends, emerging risks, and product or process improvements. Degree in Business or equivalent is typically required A minimum of 5-10 years, typically 3 or more years, of progressive underwriting experience and/or other related experience CPCU or professional insurance designation preferred Proven analytical ability to evaluate and judge underwriting risks within scope of responsibility that includes competence with all phases and aspects of the underwriting process, and proficiency in the use of qualitative and quantitative tools and techniques Must demonstrate comprehension of complex technical underwriting issues and be capable of defining and implementing necessary underwriting and administrative processes/workflows to properly manage or administer those issues Proven track record of developing and underwriting profitable business