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Honeycomb InsuranceHI

Senior AI Underwriter

Honeycomb Insurance offers innovative, technology-driven real estate insurance solutions, making insurance easier and more affordable for property owners.

Honeycomb Insurance

Employee count: 51-200

Salary: 100k-120k USD

United States only

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Honeycomb

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 and named by LinkedIn as “Top 10 Startups in Chicago”.

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 5 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 $55B in insured assets, Honeycomb operates across 20+ major states, covering 60% 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.

AI Underwriter

The Role

As an Underwriter on our AI Team, you'll sit at the intersection of deep insurance expertise and next-generation technology. You'll be a critical voice in researching, developing, validating, and monitoring AI-driven risk assessment models — helping ensure they reflect real-world underwriting judgment and produce accurate, defensible outcomes.
You'll have the opportunity to contribute to some of Honeycomb's most exciting technical initiatives, including:
  • Computer Vision — helping evaluate and validate AI systems that analyze property imagery for risk assessment purposes.
  • Generative AI — informing the development of AI-powered tools that assist in quote generation, risk narratives, and underwriting workflows.
  • Predictive Modeling — contributing your underwriting expertise to proprietary risk models, helping drive more accurate and data-driven outcomes across our book of business.

What You’ll Do

  • Partner closely with AI researchers and engineers throughout the full model lifecycle — from early research and development through post-production monitoring. Translate complex underwriting guidelines into clear, consistent property assessments that inform and improve AI models.
  • Conduct in-depth property reviews to identify gaps or weaknesses in current AI models and recommend improvements.
  • Supervise labeling teams to ensure accurate property classification in production models.
  • Provide training and ongoing guidance to annotation teams; perform continuous quality assurance on annotation projects.
  • Assist in the discovery and evaluation of new and revised AI models, contributing underwriting subject matter expertise.
  • Maintain open, proactive communication across underwriting and AI teams. Take on special projects and assignments as the team's needs evolve.

Basic Requirements

  • 4+ years of underwriting/insurance experience (commercial preferred)
  • Bachelor’s degree or equivalent education/experience preferred
  • Retail agency relationship preferred
  • 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

Benefits:

  • Salary: $100,000 - $120,000
  • ISO stock options
  • Medical, dental, and vision coverage for you and your dependents
  • HSA with company contributions
  • 401(k) with employer match
  • Flexible time off
  • 10 company-paid holidays
  • Paid family leave

Honeycomb is committed to fair and equitable compensation practices. The base salary range listed in each job posting represents our good faith estimate of what we expect to pay for the role. Actual compensation may vary based on skills, experience, education, and location, as well as internal alignment and market factors.

About the job

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Posted on

Job type

Full Time

Experience level

Salary

Salary: 100k-120k USD

Education

Bachelor degree

Experience

4 years minimum

Experience accepted in place of education

Location requirements

Hiring timezones

United States +/- 0 hours

About Honeycomb Insurance

Learn more about Honeycomb Insurance and their company culture.

View company profile

Honeycomb Insurance is redefining real estate insurance through state-of-the-art technology that streamlines the insurance process for property managers, condominium associations, and property developers. The company focuses on providing better insurance coverage at a fraction of the time and cost typically associated with real estate insurance. Rated 'Excellent' by AM Best for financial strength, Honeycomb Insurance prides itself on offering clarity and transparency in an industry often viewed as complex and opaque.

The company provides a fully digital platform that allows property owners to receive instant quotes, access policy forms, and manage their coverage 24/7—eliminating the need for cumbersome paperwork and in-person assessments. Utilizing AI and machine learning, Honeycomb delivers customizable coverage tailored specifically to the needs of its clients, ensuring they only pay for what they need and making the entire process more efficient. With an emphasis on affordability, Honeycomb promises up to 40% savings compared to traditional insurance models, making it a compelling option for property managers and owners alike.

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Honeycomb Insurance

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