Sentry · 8 hours ago
Underwriter Trainee Program - Portland
Portland, OR
Full-time
Hybrid
New GradSentry is a leading mutual insurance company that has been helping businesses since 1904. They are seeking detail-oriented individuals for their Commercial Lines Underwriter training program, which includes a structured 6-month training to evaluate commercial lines accounts and develop underwriting skills.
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
Following the 6 month program, in collaboration of your mentor/local managers you will begin working with increased underwriting authority and autonomy with the expectation to become a productive, independent commercial lines underwriter with standard authority within 12 months of starting the program
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 along with analytical and mathematical skills
Preferred
Risk management, Mathematics, 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
Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program
Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off
Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits
Well-being and Employee Assistance programs
Sentry Foundation gift matching program to encourage charitable giving
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.
Founded in 1904
5001-10000 employees
Funding
Current Stage
Late StageLeadership Team
Aaron Deering
Chief Technology Officer
Todd Schroeder
Chief Administrative Officer and Chief Financial Officer/Treasurer
Recent News
2025-07-11
2025-07-08
2025-05-05
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