Sentry earned an A+ rating for the 34th consecutive year.
Ensures timely and accurate billing and collection of revenues through a variety of established billing procedures and systems.
Initiates and follows through by frequently communicating with the customer, underwriting, premium audit, producer/agent, and/or other inside departments to resolve any areas of disagreement and/or referral to an outside collection source.
Responsible for following up and taking necessary steps to collect earned premium account balances when payment is not received.
May review invoices/statements for accuracy.
Processes check requisitions.
Refers accounts to outside collection sources and facilitates progress. This includes decision to refer, providing necessary documentation, communication with collection source, authorization for filing suit and collection expense payments, and monitoring account until the full outstanding balance is collected or a decision is made to pursue lawsuit or charge-off.
Analyzes accounts with poor payment records to determine appropriate action, such as payment plan change, special pay arrangements, cancellation, expiration, and reinstatement. Works with Underwriting to determine the best approach.
Responds to frequent inquiries from sales support, account managers, customers, and collection firms, resulting often in producing detailed account billing and payment history reports.
Communicates outstanding balances to appropriate Sentry departments and monitors the account until the balance is collected or a decision is made to charge off.
Shares expertise and educates both internal and external customers.
Educates and mentors other analysts and acts as a liaison for internal operations, sales, rating/operations support, underwriting, and customers.
Reviews and updates reports for management regarding accounts with 90-day balances.
May apply payments referred by the technicians.
May lead billing system training sessions for new associates within Sentry.
Works in compliance with legal counsel as necessary.
Performs activities relating to recoverable deductible using knowledge of loss sensitive billing.
May initiate notifications of accounts filing bankruptcy. Manages accounts according to bankruptcy laws for both active and cancelled accounts.
May collect, monitor, and review to release collateral.
Completes diverse special projects as assigned.
Performs other job-related duties as assigned from time to time
What It Takes:
Bachelor’s degree or equivalent work experience
Minimum 1 year of related Premium Services or related experience
Understanding of all billing processes, procedures, and systems utilized in premium accounting.
Intermediate accounting and analytical skills and math aptitude
Excellent written and verbal communication
Advanced personal computer skills in multiple software applications
High attention to detail is desired.
Ability to maintain highest level of ethical and confidentiality standards.
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!
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.
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 earned an A+ rating for the 34th consecutive year.

Recognized as one of America’s Greatest Workplaces for Diversity by Newsweek.

Ranked 13th among Wisconsin’s largest private companies by revenue and impact by Deloitte.
Sentry is one of America’s Best Midsize Employers, according to Forbes.

For the second year in a row, Newsweek named Sentry one of America’s Greatest Workplaces for Women.
Forbes names Sentry as one of the Best Employers for new Grads.