Join our Rapid Resolution team by leading claim investigations, assessing liability, and driving fast, fair resolutions for policyholders.

This position will be located at our Madison, WI office following the hybrid work model and is NOT available for remote work.

What You'll Do 

As a Claims Representative Entry Level, you will: 

• Gain knowledge to verify coverage, compensability, and reasonable payments by thoroughly reviewing the policy, reviewing accident details, and other pertinent information related to the claim. 

• Develop investigative claims skills by taking and reviewing recorded statements from involved parties and witnesses, reviewing police reports, and other pertinent evidence. 

• Build knowledge to evaluate claims exposure appropriately, establishing timely reserves. 

• Comply with industry regulations, legal requirements, and internal company policies through thorough documentation of all decisions, correspondence, and discussions that occur throughout the life cycle of the claim. 

• Support customers with empathy and understanding, assisting them through difficult situations and effectively communicating the claims process, ongoing claim status, and decisions, including the reasoning behind them. 

• Ability to obtain and maintain state licensing requirements 

What it Takes 

• Bachelor’s degree or equivalent work experience 

• Previous insurance related and/or customer service experience is preferred. 

• Ability to professionally communicate verbally and in writing 

• Ability to exercise effective time management skills. 

• Shows technological aptitude. 

• Associate must have the ability to travel as necessary to satisfactorily complete their job responsibilities as assigned. 

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! 

Talent Acquisition Specialist

Shea Supa

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.