Sentry · 2 days ago
Underwriter Associate - Trainee
Sentry is one of the largest and financially strongest mutual insurance companies in the United States, and they are seeking a detail-oriented individual for their Commercial Lines Underwriter training program. This role involves a 6-month structured training program to learn how to evaluate commercial lines accounts and work with agents to complete insurance transactions.
Insurance
Responsibilities
Complete coursework on standard industry coverage forms and basic insurance topics
Participate in interactive virtual and in person sessions with extensive use of actual accounts as case studies
Attend up to 3 separate 3-day sessions in our Home Office in Stevens Point, Wisconsin
Work actual accounts in consultation with your mentor underwriter
Qualification
Required
Bachelor's Degree or equivalent experience
PC skills in programs such as Microsoft Office including Word, Excel, and Access
Excellent verbal, written and interpersonal communication skills
Analytical and mathematical skills
Preferred
Risk management, Insurance or Finance degrees preferred
Prior insurance related work or internship helpful, but not required
Benefits
Flexibility through a scheduled Hybrid work model
In-office workspace and materials for your home office
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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