Sentry · 1 month ago
Commercial Property Underwriter
Sentry Insurance is seeking a highly-skilled and experienced commercial lines products professional to support the strategic operations of Sentry's Business Products. This role involves managing a complex book of business, collaborating with sales and underwriters, and guiding less experienced underwriters while participating in quality control audits and market conduct exams.
Insurance
Responsibilities
Manage, develop, and grow a sizable and complex book of business through marketing, effective underwriting decision making, mutually beneficial agent/brokers and direct relationships, application of underwriting tools, systems, and expert resources under limited supervision
Collaborate with sales and business unit underwriters to understand current products, market trends, and competitor’s products within a line of business in order to recommend and develop opportunities
Guide/mentor less experienced underwriters in their respective area of expertise
Participate in regular projects that further the goals of the company
Participate in quality control audits and market conduct exams involving underwriting
Qualification
Required
Bachelors Degree or equivalent work experience
8+ years of related work experience with 5 or more years of experience underwriting large complex accounts within all major classes of specified lines of business for Commercial Property Underwriter
8+ years of related work experience for Underwriter Specialist Senior
Effective analytical, human relations, and communications skills
Comprehensive knowledge of reinsurance
Strong attention to detail and critical thinking skills
Ability to meet travel requirements
Benefits
Flexibility through a scheduled Hybrid work model
Meal Subsidy available for associates who report to an office
401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting
Tuition Reimbursement program
Generous Paid-Time Off plan
Volunteer-Time off
Group Medical, Dental, Vision, Life insurance
Parental leave
Health and Wellness benefits
Well-being and Employee Assistance programs
Sentry Foundation gift matching program
Company
Sentry
In 1904, members of the Wisconsin Retail Hardware Association founded their own insurance company—one built on mutual support, shared strength, and a commitment to service.
Funding
Current Stage
Late StageLeadership Team
Recent News
2025-07-11
2025-07-08
2025-05-05
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