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HR Operations Specialist

Sentry Insurance
life insurance, parental leave, tuition reimbursement, 401(k), remote work
United States, Wisconsin, Stevens Point
1800 North Point Drive (Show on map)
Jun 27, 2025
Join our team as an HR Operations Specialist! As an HR Operations Specialist, you will play a critical role in supporting various HR functions by leveraging system knowledge and HR Policy expertise.

What You'll Do

As an HR Operations Specialist, you will:

  • Facilitate employee lifecycle transactions using Workday, including hires, terminations, job changes, move worker, contingent worker updates, work environment changes, and supervisory organization maintenance to ensure tasks are completed accurately and consistently.

  • Serve as a subject matter expert in HCM and Time & Absence business process, supporting Talent Acquisition, HR Business Partners, Associate Relations, and Finance by leveraging system expertise to troubleshoot issues related to the above business processes.

  • Facilitate leave administration processes, including Family Medical Leave and Disability Pay Continuation from associate's initial notice of leave through their return to work. Verify eligibility, ensures timely receipt of documentation, and monitors leave time to ensure accurate pay.

  • Audit files daily for integration issues and makes manual corrections as needed.

  • Collaborate with Health Services and HR Operations Sr to review files, identify errors, troubleshoot issues, implement workarounds, and test configuration updates.

  • Serve as a centralized point of contact using call center and case management systems to resolve inquiries from associates, dependents, managers, retirees, and internal HR peers.

  • Provide across HR for guidance, best practices, and effective solutions, while adapting to evolving legal, procedural, and technological changes to maintain effective and accurate support.

  • Conduct onboarding and offboarding activities including, administering drug tests, background checks, completing and reverifying I-9 documentation, assisting associates with expiring work authorizations, leading new hire company tours, conducting exit interviews, and preparing exit paperwork for terminations, completes unemployment forms, monitors separation agreement timing and ensures final pay is accurate and timely.

  • Ensure the accuracy of bi-weekly payroll by monitoring time adjustments, pay inputs, and benefit changes; identify and resolve discrepancies in paychecks, including updates and corrections to pay-impacting integration changes related to leaves of absence.

  • Maintain knowledge of payroll codes, benefit deductions, and state pay laws to ensure compliance, and analyze recurring issues to implement preventative solutions and reduce future errors.

  • Oversee the retention of employment documents and associate employment files and partners with Sentry's Legal department to produce records for associate file request, legal reviews, employment agreements and subpoenas.

  • Provide operational support and serves as subject matter expert in various HR programs including fit funding processing, student loan processing, tuition reimbursement processing, COBRA, open enrollment, United Way, Political Action campaign, anniversary reimbursements, and memorial celebrations.

What it Takes

  • Associate Degree or equivalent work experience.

  • Minimum of 2 years related work experience.

  • Prior experience in administering employment data, benefit and compensation data within an HCM is strongly preferred.

  • Prior experience in an operational support role strongly preferred.

  • Prior experience resolving and responding to employee inquiries preferred.

  • Strong communication and interpersonal skills.

  • Change advocate - mindset and related actions that demonstrates an expectation of change and reacts with understanding and perspective.

  • Demonstrated organizational and time management skills.

  • Strong knowledge of HR operations, processes and procedures.

  • Organizational, mathematical, communication and human relations skills.

  • Ability to prioritize and multi-task.

  • Ability to demonstrate strict confidentiality with respect to HR and associate information.

  • Demonstrated experience using various software applications within a business environment.

  • High level of attention to detail and accuracy.

  • Strong critical-thinking and problem-solving skills.

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

Thank you for your interest in Sentry!

Katelynne Rivera

Katelynne.Rivera@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.

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