Senior Underwriter, Midwest

Honeycomb Insurance • Chicago, IL

2d • Hybrid

About The Position

Honeycomb Insurance is seeking a Senior Underwriter to assess and select risk using data, AI, and modern underwriting technology. The role manages and supports profitable growth and retention across a book of Habitational and Lessor’s Risk Only (LRO) package and excess liability business, including evaluating renewals, making risk-based decisions on referred accounts, and reviewing policy changes. The position partners with underwriting leadership and internal teams, supports marketing efforts, and contributes to portfolio monitoring and special projects. The role is remote in the Midwest or hybrid from Honeycomb’s Chicago office, with in-office work three times weekly for the hybrid option. Some travel may be required, under 20%.

Requirements

• At least 4 years of underwriting or insurance experience.
• Strong Lessor’s Risk Only (LRO) background.
• AI proficiency and a desire to seek automation and efficiency opportunities.
• Curiosity, hard work, self-accountability, a positive attitude, humility, and a sense of fun.
• Willingness to share opinions and be open to others’ opinions.
• Passion for obtaining, retaining, applying, and sharing knowledge.
• Excellent verbal and written communication skills.
• Strong analytical skills and attention to detail.

Nice To Haves

• Bachelor’s degree or equivalent education or experience preferred.
• Retail agency relationship preferred.
• Commercial Habitational and Specialty Property experience is a valued addition to an LRO background.

Responsibilities

• 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 with and comply with state insurance regulations and ISO rules in the assigned underwriting territory.
• Maintain open, transparent, and supportive communications with team members and interdivisional partners.
• Monitor portfolio composition through reports, audits, and inspections.
• Support marketing functions and efforts to build and promote Honeycomb.
• Complete special projects and assignments.
• Seek opportunities for automation and efficiency using AI.

Benefits

• Salary range of $100,000–$120,000, depending on experience, plus bonus.
• Health benefits.
• Employee options grant.
• 401(k) with employer match.
• Flexible paid time off.
• Paid national holidays.
• Mentorship, engaging project assignments, personalized training and development, and internal and external exposure opportunities.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior