Senior Underwriter
Wintrust Financial
Northbrook, IL · $98k–$132k a year · Posted November 3, 2026
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Where Northbrook, IL ranks
Where Northbrook, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Cities with the most jobs that need no experience in the Great Lakes3.5% · of 50
- #1Cities with the most hybrid jobs in the Midwest40% · of 67
- #1Cities with the most hybrid jobs in the Great Lakes40% · of 50
- #2Cities with the most jobs that need no experience in the Midwest3.5% · of 67
- #7Best cities for director and executive jobs in the Midwest24% · of 69
- #7Best cities for director and executive jobs in the Great Lakes24% · of 53
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 $115,000 a year. Across 83 open senior underwriter listings that state pay, the middle half runs $110,000 to $146,500 and the median is $130,000. That is inside the middle half of those listings, 12% below the median.
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
As one of the largest premium finance companies in the country, FIRST Insurance Funding provides full premium finance services, plus additional services built specifically for agencies. We pride ourselves on the variety of incentive programs, services, and technology we...