Demo

Operational Assistant

Sentry
Stevens, WI Full Time
POSTED ON 12/28/2025 CLOSED ON 1/28/2026

What are the responsibilities and job description for the Operational Assistant position at Sentry?

As an Operational Assistant, you’d be responsible for providing administrative support, and be counted on to accurately and efficiently process various items within Life & Annuities.

We all need to start somewhere within a career. And at Sentry, we recognize how important our support groups are to the overall success of our company. If you’re looking for a department and company to grow with, then you’ve come to the right place.

What You’ll Do

  • Provide clerical and operational support, of a moderately complex nature to the Life & Annuities department. Duties may include preparing routine correspondence, compiling report data, verifying data, completing forms or reports, providing telephone coverage, ordering, and maintaining supplies, distributing mail, or filing.
  • Assist in securing documents and information from customers/prospects, team members, Management, and fellow teams within Life & Annuities.
  • Partner with our Direct Writer team to obtain necessary documents for underwriting purposes
  • Assemble contracts for customer delivery.
  • Use problem-solving skills and best judgment to work with internal business units to resolve problems and other miscellaneous duties.

What It Takes

  • Associate Degree or equivalent work experience.
  • 2 years of related work experience.
  • Previous insurance experience strongly preferred.
  • Advanced personal computer and office service skills.
  • Organizational and communication skills.
  • Knowledge of Microsoft Office products.
  • Ability to maintain confidentiality.
  • Ability to work under time constraints.

What You’ll Receive

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

  • 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!

Casey Van Der Geest

Casey.VanDerGeest@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.

Salary.com Estimation for Operational Assistant in Stevens, WI
$48,562 to $60,023
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