Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
Careers
Customer Service Representative l
Entry to Career
Full time
JR-142594
Stevens Point, WI • El Paso
Posted 8/27/2026
Job description
This position is in a contact center environment handling multiple channels including phone, email and chat with a focus on quality and timely resolution.
Under close supervision, the associate follows standard processes and procedures on assignments of basic to moderate complexity. They may refer inquiries beyond level of knowledge or authority to more experienced representatives or published material.
What You'll Do
As a Customer Service Representative l you will:
Work within our Harley-Davidson Insurance customer call center to provide outstanding customer service by responding to inbound calls
Handle a high volume of phone calls from customers
Perform pre-underwriting screening
Verify coverage, evaluate submitted bills, and authorize payments
Advise customers of billing policies and procedures and process policy changes
Resolve customer inquiries and maintain customer relations
Complete administrative tasks and input customer information into databases for documentation
What it Takes
High School Diploma or GED Equivalent
Good human relations skills to deal effectively with customer issues in a professional manner.
Knowledge of how to use a computer, keyboard skills, and familiarity with software applications such as Excel and Word .
Ability to meet or exceed attendance requirements, providing reliable and predictable attendance. Hours of this job include nights, weekends, and holidays.
Basic critical thinking, creativity, and problem-solving skills to provide positive resolution.
Previous Call Center experience is preferred
Bilingual (English-Spanish) a plus
Here is what you can look forward to as part of our team:
At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally.
- Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one.
- Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled.
- Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program.
- Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available.
- Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community.
- Investing in Your Future: We’re committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately.
- Giving Back: Through the Sentry Foundation, we’re proud to support the United Way and make a difference in our communities.
Why Join Sentry?
At Sentry, we believe our people are the heart of our success. We’re proud to be recognized for the culture we’ve built, earning spots on Forbes’ lists for America’s Best Midsize Employers and Best Employers for New Grads, as well as Newsweek’s America’s Greatest Workplaces for Women and Diversity. These honors reflect our commitment to your professional satisfaction and growth.
Building on a Legacy
Our future is bright, but it’s anchored in a long history of stability. Since our founding in 1904, we’ve dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We’re proud to have maintained an A+ rating from A.M. Best, the industry’s leading authority, for over 30 years.
Your Career, Our Community
Whether you’re working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you’ll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth.
Ready to own your future? Join us at Sentry, opportunities await!
Amelia Sacco
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.
My Sentry experience
No testimonial available
An award-winning workplace
Our commitment to creating a positive, people-first culture hasn’t gone unnoticed. We’re proud to be recognized for our outstanding workplace culture.
Sentry is one of America’s Best Midsize Employers, according to Forbes.