Demo

Human Resources Specialist

Sentry
Madison, WI Full Time
POSTED ON 6/18/2026
AVAILABLE BEFORE 7/16/2026
Sentry’s HR Specialists serve as the key HR representative in the field office in which they are located.

This role will be located at our Middleton, WI office location in a hybrid work model. The HR Specialist provides support and guidance to Sentry managers and associates across a range of areas such as associate relations and talent acquisition.

What You'll Do

As an HR Specialist, you will:

  • Coach and guide managers in assessing need for and developing associate-related communications, including corrective action documentation.
  • Engage and meet with business unit leaders and associates developing relationships, trust and engagement. Serve as an on-site conduit for multiple HR and Corporate departments.
  • Coordinate the termination process and serve as a point of contact for terminated associates.
  • Coordinate the employee exit process, conduct exit interviews, and provide critical information and input into termination decisions.
  • Review initial complaints, conduct investigations, and with input from Associate Relations management and in some cases inside legal counsel, recommend corrective action and provides summary reports as appropriate.
  • Execute the entire recruitment cycle for assigned positions from the requisition process, the presentation of candidates, and pre-hire screens to final offer letter.
  • Provide additional programs, communications or resources in areas such as performance management, employee relations, recruitment, compensation, career development and leadership development to meet the specific needs of the business function.

What It Takes

  • Bachelor’s degree or equivalent work experience.
  • Minimum of 3 years of related work experience.
  • Possesses a thorough knowledge of the major HR disciplines and can demonstrate the ability to provide HR support to their business partners.
  • Solid understanding of fair employment practices and regulations.
  • PHR certification preferred.
  • Exceptional skills in written and verbal communications.
  • Proficient in Microsoft Word, Excel, PowerPoint and Outlook.
  • Ability to multi-task and meet deadlines under pressure.
  • Excellent organizational, collaboration and follow-up 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.

Salary.com Estimation for Human Resources Specialist in Madison, WI
$73,086 to $89,053
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