Sentry
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Seeking a detail-oriented, intuitive problem solver to join our Commercial Lines Underwriter training program, an ideal entry point for an underwriting career.
This is a hybrid position, requiring Tues‑Thurs in‑office in Charlotte, NC. Monday and Friday can be worked from home. This position will begin in June 2026. What You’ll Do As a participant in our Underwriter Trainee Program, you will go through a 6‑month structured program to learn how to evaluate commercial lines accounts including all property/casualty lines of business. You will determine appropriate coverage terms, decide upon a pricing strategy and work with agents to complete insurance transactions for new and renewal business.
During the 6 months of scheduled training, you will
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 three 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 with your mentor and 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.
What It Takes
Bachelor’s Degree or equivalent experience. Risk management, insurance or finance degrees preferred.
Prior insurance‑related work or internship helpful, but not required.
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.
What You’ll Receive
Hybrid work model: Monday and Friday work from home, Tuesday‑Thursday in office.
In‑office workspace and materials for your home office, plus laptop and home‑office equipment provided prior to your start.
Meal subsidy available for associates who report to an office.
401(k) plan with dollar‑for‑dollar match on the first eight percent, plus immediate vesting.
Continuing education and career development through Sentry University (SentryU) and tuition reimbursement program.
Generous paid‑time‑off plan with volunteer‑time‑off.
Group medical, dental, vision, life insurance, parental leave and a comprehensive wellness benefits package.
Well‑being and employee assistance programs.
Sentry Foundation gift‑matching program to encourage charitable giving.
About Sentry We take great pride in being recognized on Forbes’ list of America’s Best Midsize Employers. Our history dates back to 1904 and we have grown into one of the largest and financially strongest mutual insurance companies in the United States, rated A+ by A.M. Best. Sentry’s headquarters are in Stevens Point, Wisconsin, with offices throughout the United States, offering a rewarding and challenging work environment with opportunities for professional development and growth.
Associate Talent Acquisition Specialist Tha Xiong Tha.Xiong@sentry.com
Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.
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Seeking a detail-oriented, intuitive problem solver to join our Commercial Lines Underwriter training program, an ideal entry point for an underwriting career.
This is a hybrid position, requiring Tues‑Thurs in‑office in Charlotte, NC. Monday and Friday can be worked from home. This position will begin in June 2026. What You’ll Do As a participant in our Underwriter Trainee Program, you will go through a 6‑month structured program to learn how to evaluate commercial lines accounts including all property/casualty lines of business. You will determine appropriate coverage terms, decide upon a pricing strategy and work with agents to complete insurance transactions for new and renewal business.
During the 6 months of scheduled training, you will
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 three 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 with your mentor and 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.
What It Takes
Bachelor’s Degree or equivalent experience. Risk management, insurance or finance degrees preferred.
Prior insurance‑related work or internship helpful, but not required.
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.
What You’ll Receive
Hybrid work model: Monday and Friday work from home, Tuesday‑Thursday in office.
In‑office workspace and materials for your home office, plus laptop and home‑office equipment provided prior to your start.
Meal subsidy available for associates who report to an office.
401(k) plan with dollar‑for‑dollar match on the first eight percent, plus immediate vesting.
Continuing education and career development through Sentry University (SentryU) and tuition reimbursement program.
Generous paid‑time‑off plan with volunteer‑time‑off.
Group medical, dental, vision, life insurance, parental leave and a comprehensive wellness benefits package.
Well‑being and employee assistance programs.
Sentry Foundation gift‑matching program to encourage charitable giving.
About Sentry We take great pride in being recognized on Forbes’ list of America’s Best Midsize Employers. Our history dates back to 1904 and we have grown into one of the largest and financially strongest mutual insurance companies in the United States, rated A+ by A.M. Best. Sentry’s headquarters are in Stevens Point, Wisconsin, with offices throughout the United States, offering a rewarding and challenging work environment with opportunities for professional development and growth.
Associate Talent Acquisition Specialist Tha Xiong Tha.Xiong@sentry.com
Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.
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