Underwriter - Programs
Ryan Specialty Group
Chicago, IL · $140k–$175k a year · Posted November 2, 2026
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More in Illinois job market · Underwriter jobs in Chicago, IL (11) · All Underwriter jobs (164) · Financial Services & Banking · Finance jobs
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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)
Pay compared with the market
This listing pays about $157,500 a year. Across 50 open underwriter listings that state pay, the middle half runs $75,000 to $122,000 and the median is $95,000. That is 66% above the median, above the middle half of those listings.
Listed pay is what employers advertise, not what people are paid.
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
Position SummaryRyan Specialty National Programs is seeking an experienced and growth-oriented Program Underwriter to join our expanding Business Services & Contractors team.This role is responsible for underwriting, managing, and growing a profitable portfolio of specialized...