Senior Underwriter, Midwest
Honeycomb Insurance
Remote · Chicago, IL · Posted November 2, 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)
Pay compared with the market
This listing does not state pay. Across 87 open senior underwriter listings that state pay, the middle half runs $110,000 to $147,500 and the median is $130,000.
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
Honeycomb Insurance
At Honeycomb, we're not just building technology; we’re reshaping the future of insurance.
In 2025, Honeycomb was recognized by Dun & Bradstreet as “ Top 10 Best Start Up Companies to Work For ” in Israel, named by LinkedIn as “ Top 10 Startups in Chicago ”, and Newsweek’s " Greatest Startup Workplaces in America, 2025 ". Through the first half of 2026 we’ve been recognized on Inc. Magazine’s " Best Workplaces " List and Forbes " Fintech 50 ".
How did we earn these honors?
Honeycomb is a rapidly growing global startup, generously backed by top-tier investors and powered by an exceptional team of thinkers, builders, and problem-solvers. Dual-headquartered in Chicago and Tel Aviv (R&D center), and with 6 offices across the U.S., we are reinventing the commercial real estate insurance industry, an industry long overdue for disruption. Just as importantly, we ensure every employee feels deeply connected to our mission and one another.
With over $100B in insured assets, Honeycomb operates across 23 states, covering more than 65% of the U.S. population and increasing its coverage.
If you’re looking for a place where innovation is celebrated, culture actually means something, and smart people challenge you to be better every day - Honeycomb might be exactly what you’ve been looking for.
What You'll Do
Next-generation risk assessment – divesting from binary underwriting and revisioning risk selection utilizing mega data, AI and curiosity. Modernized underwriting using cutting edge technology to more accurately and quickly assess risk, price and bespoke coverage/terms to profitably grow and manage a book of business spanning Habitational and Lessor's Risk Only (LRO) package and excess liability. Honeycomb offers an environment of personal and career growth to achieve your best self through mentorship, engaging project assignments, personalized training and development, and internal and exterior exposure opportunities to expand your network and sphere of influence.
Evaluate renewal Habitational accounts for underwriting acceptability, make risk-based decisions on referred accounts, and partner with the Director of Underwriting and AVP of Renewal Underwriting to support portfolio profitability and retention.
Analyze and approve requested policy changes across the LRO and Habitational portfolio
Maintain familiarity and compliance with state insurance regulations and ISO rules for all states within assigned underwriting territory
Maintain open, transparent and supportive communications with team members and interdivisional partners
Monitor portfolio composition via reports, audits and inspections
Support marketing functions and efforts to build and promote Honeycomb
Complete special projects and assignments
Some travel as deemed necessary Basic Requirements
4+ years of underwriting/insurance experience with a strong LRO background required; Commercial Habitational and Specialty Property experience is a valued addition to that background, not a standalone requirement
Bachelor's degree or equivalent education/experience preferred
Retail agency relationship preferred
AI Proficiency and desire to seek automation and efficiency opportunities
Curiosity, hardworking, self-accountable, positive attitude, humble and fun
Have an opinion, share your opinion and be open to other opinions
Passion to obtain, retain and employ knowledge – as well as share knowledge
Excellent verbal and written communication skills
Strong analytical skills and attention to detail
This position is remote in the Midwest or Hybrid out of our Chicago Office, 3X weekly
Benefits
Salary Range: $100,000 - $120,000 (Pending Experience) + Bonus
Health Benefits
Employee options grant
401K with employer match
Flexible paid time off
Paid national holiday