Executive Underwriter, Property
Liberty Mutual Insurance
Chicago, IL · Posted September 9, 2026
Just laid off? Start here: a plan for the first weeks
See every open role at Liberty Mutual Insurance
More in Illinois job market · All Executive Underwriter jobs (46) · Financial Services & Banking · Finance jobs
More roles at Liberty Mutual Insurance
- Technical Consultant, Small Commercial · Los Angeles, CA
- VP, Operational Excellence - Investment Operations - Liberty Mutual Investments · Boston, MA
- Chief Actuary Reserving - North America · Boston, MA
- Executive Underwriter - Construction · Kansas City, MO
- Senior Underwriter, Inland Marine · San Francisco, CA
- Remote Inside Sales Representative · Austin, TX
Similar jobs
- Underwriter · Aon · Chicago, IL
- Underwriter I, Sponsor Finance - Analyst Development Program (Chicago, IL) · First Citizens Bank · Chicago, IL
- Sr Production Underwriter National Territory (Remote Chicago area) · Selective Insurance · IL
- Production Underwriter - Remote · Selective Insurance · IL
- Senior/Executie Underwriter-Middle Market Solutions Midwest · Crum & Forster · CHICAGO, IL
- Underwriter, Primary General Liability, Chicago · Crum & Forster · CHICAGO, IL
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
Manages portfolio of brokers/agents & clients. Leverages market presence and expertise to develop and underwrite profitable business, acting as a representative for Liberty. Has relationships with senior/market-leading brokers and/or key agents. Maintains a strong market presence, including established relationships with agents and brokers. Looks to strengthen these relationships and develop new ones. Articulates key coverage differences with a high degree of detail. Provides significant input into the business and marketing planning process, including advanced data-driven insights from portfolio analysis. Participates in projects across departments designed to drive underwriting and process excellence (e.g., member of a working team). Models effective collaboration across teams, stakeholders and partners (e.g., UW Support, Claims, Actuarial, Directors of Underwriting in North America). Has strong knowledge of key legal cases, legislation and regulation impacting area(s) of underwriting expertise. Shares knowledge based on technical expertise, including providing external thought-leadership. Mentors, coaches, and trains other underwriters and internal partners. Prior single carrier property underwriting experience preferred. Prior experience working with property risk engineering and/or loss prevention preferred. Prior property facultative reinsurance or shared and layer property experience also will be considered. Degree in Business or equivalent typically required A minimum of 5 years expected, typically 7 years or more, of progressive underwriting experience and/or other related business experience CPCU or professional insurance designation preferred Proven analytical ability to evaluate and judge underwriting risks within scope of responsibility Demonstrated ability to communicate complex analyses and information in understandable written and/or oral directives to other persons in the organization for underwriting or training purposes Demonstrated effective communication and interpersonal skills in dealing with internal and external stakeholders Must demonstrate comprehension of most 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