People Operations Specialist Jobs
People Operations Specialist jobs are open across tech, healthcare, financial services, and professional services, from entry-level coordinator roles to senior and manager-level positions, with specializations in HRIS administration, employee experience, and HR compliance. Find a role that fits from the openings below and apply directly.
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INTRODUCTION
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.
ROLE AND RESPONSIBILITIES
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.
BASIC QUALIFICATIONS
- 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.
PREFERRED QUALIFICATIONS
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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Find JobsPeople Operations Specialist Job Market
A snapshot from current openings nationwide, updated as new roles post.
Who's Hiring
- Anywhere Real Estate18

- Amazon16

- North Suffolk Community Services16

- Integrated Power Services12

- Molina Healthcare12

Top Industries Hiring
- Education298
- Healthcare & Medical Services250
- Technology & Software121
- Consulting & Professional Services80
- Manufacturing70
What Employers Look For
The qualifications that appear most often in people operations specialist jobs.
- Experience with HRIS platforms such as Workday, BambooHR, or ADP
- Bachelor's degree in human resources, business administration, or a related field
- Knowledge of HR compliance, employment law, and workplace policy
- Proficiency in managing benefits administration and open enrollment cycles
- Strong written communication skills for policy documentation and employee communications
- PHR or SHRM-CP certification preferred for mid-level and senior positions
Tips for Your People Operations Specialist Job Search
Tailor your resume to HRIS tools
People ops roles almost always screen for specific platforms like Workday, BambooHR, or Rippling. Name the systems you've actually used in your bullets, not just in a skills list, and note the context, such as running open enrollment or building workflows.
Highlight cross-functional projects you owned
Hiring managers want evidence you've coordinated across departments, not just supported HR. Call out projects where you partnered with finance, legal, or engineering, and name the outcome, whether that's a policy rollout, a benefits overhaul, or a headcount audit.
Filter openings by company growth stage
The day-to-day work differs sharply between a 50-person startup and a 5,000-person enterprise. Startups typically want generalists who can build programs from scratch, while larger companies hire for process management within existing infrastructure. Match your experience to the stage.
Apply early to roles that fit
Migrate Mate lists people operations specialist openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Prepare a process improvement example
Interviewers consistently ask people ops candidates to walk through a time they improved an HR process. Before your interview, prepare one concrete example with a clear before-and-after, covering what you changed, how you got buy-in, and what the result was.
Negotiate scope, not just compensation
People ops roles vary widely in ownership, from purely administrative to full program ownership. During offer conversations, clarify which HR functions you'll own outright versus support, because that scope difference compounds quickly into career trajectory and learning opportunities.
People Operations Specialist Jobs: Frequently Asked Questions
Which companies are hiring the most people operations specialists?
The companies hiring the most people operations specialists right now include Anywhere Real Estate, Amazon, and North Suffolk Community Services, with the largest share of openings in Texas, California, and New York, based on current listings on Migrate Mate as of June 2026. Demand is strongest at high-growth tech companies and healthcare systems that are scaling headcount rapidly.
How many people operations specialist jobs are remote?
About 20% of people operations specialist openings are fully remote or hybrid as of June 2026, making this one of the more flexible HR roles to find off-site. Employee experience, HRIS administration, and onboarding coordination tend to have the highest share of remote and hybrid arrangements compared to roles with heavy in-person compliance or facilities responsibilities.
How do you become a people operations specialist?
Most people operations specialists start with a bachelor's degree in human resources, business, or psychology, then build hands-on experience in an HR coordinator or generalist role. From there, gaining proficiency in at least one major HRIS platform, learning the basics of employment law and benefits administration, and earning a SHRM-CP or PHR certification will move your candidacy to the top of most employer lists.
Can you get hired as a people operations specialist without much experience?
Yes, entry-level people operations specialist roles do exist, particularly at startups and mid-size companies that need someone to own HR administration without a large team structure. The strongest candidates with limited experience emphasize internships or part-time HR work, demonstrate familiarity with a common HRIS tool, and show they've handled confidential employee information responsibly in any prior role.
What does the people operations specialist interview process look like?
The process typically starts with a recruiter screen focused on your HR background and tool experience, followed by a hiring manager interview covering how you've handled specific HR scenarios such as an offboarding, a policy rollout, or a compliance issue. Many employers add a practical exercise, such as drafting an HR communication or walking through how you'd set up an onboarding workflow, before a final panel or offer stage.
Where can I find and apply to people operations specialist jobs?
You can find and apply to people operations specialist jobs on Migrate Mate, which lists current openings from employers across the United States. Find roles that match your experience level and specialization, then apply directly to each listing from the page.
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