Operations Support Specialist - Transportation

This position will be based out of our Stevens Point, WI office and will follow Sentry’s hybrid model of 3 days in-office.

This team will compile and/or share policy and coverage information for assigned lines of business and customers.

What You’ll Do

• Provide operational and administrative services to the underwriting teams


• Triage and complete tasks for internal and external customers


• Verify and review information for accuracy along with required additional information as needed


• Respond to service questions by investigating and handling problems and/or service issues to a satisfactory resolution


• Perform other related job duties as needed

What it Takes

• Associate Degree or equivalent work experience


• Minimum of 1 year of related work experience


• Excellent communication skills


• Advanced computer and Microsoft office skills beneficial


• Ability to prioritize workload and handle several projects simultaneously is desired

What You’ll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

• Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you’ll work in office


• As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment 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 to help strengthen your financial future


• 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 to encourage a healthy lifestyle


• Well-being and Employee Assistance programs


• Sentry Foundation gift matching program to encourage charitable giving.

About Sentry

We take great pride in making Forbes’ list of America’s Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.

Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

Get ready to own your future at Sentry. Opportunities await!

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.