People Operations Senior Specialist, Benefits

The company Technology’s mission is to change the way society cares for older adults. As a leader in aging care innovation, the company provides the technology, tools, and services that empower older adults to live life on their own terms. The company’s growing portfolio includes its consumer care brand, Home Instead, Inc., the world’s leading provider of in-home care for older adults. With a global franchise network and more than 100,000 Care Pros, Home Instead delivers over 50 million hours of personalized care annually.

Together, the company and Home Instead are setting a new standard for aging in place, backed by powerful technology, compassionate care, and a commitment to aging on your own terms.

Join us to create a new and better aging experience for our clients, their families, and our Care Professionals.

About the Role

The company is seeking a detail-oriented, analytical, and employee-focused People Operations Senior Specialist, Benefits   to help deliver a best-in-class benefits experience. In this role, you will administer and enhance the company’s health and welfare, retirement, wellness, and leave programs, ensuring they are competitive, compliant, cost-effective, and easy for employees to navigate.

You will serve as a trusted resource for employees, leaders, vendors, and internal partners, bringing strong operational discipline, sound judgment, and a continuous-improvement mindset to a fast-paced environment. This is an opportunity to make a meaningful impact on the employee experience while supporting the company’s ability to attract, retain, and care for a world-class team.

About the Team

This individual contributor role is part of the Compensation and Benefits team within People Operations. The team is responsible for designing and delivering programs that support employees throughout their careers at the company and align with the company’s broader total rewards strategy.

As the People Operations Senior Specialist, Benefits at the company, you will:

• Administer the company’s health and welfare, 401(k), wellness, leave of absence, and related employee benefits programs, ensuring a high-quality employee experience and reliable day-to-day operations.

• Partner with People leadership, brokers, carriers, third-party administrators, and internal stakeholders to support competitive and compliant total rewards programs.

• Lead the annual open enrollment process, including project planning, vendor coordination, employee communications, system configuration, testing, and post-enrollment reconciliation.

• Develop clear, engaging benefits communications and educational resources that help employees understand and maximize their benefits.

• Facilitate benefits orientation for new hires and provide timely, thoughtful support to employees who become newly benefits-eligible or experience qualifying life events.

• Serve as an escalation point for complex employee benefits questions, using sound judgment to balance employee needs with company policies and plan requirements.

• Partner closely with Payroll, HRIS, Finance, and vendors to ensure accurate deductions, eligibility files, enrollments, invoices, and reconciliations.

• Conduct regular benefits audits, identify root causes of discrepancies, implement corrective actions, and recommend process improvements.

• Leave Administration for HQ ensuring employees and managers receive clear guidance throughout the leave process.

• Manage Worker’s Compensation for HQ.

• Maintain required benefits documentation and employee-facing resources, including summary plan descriptions, required notices, and intranet content.

• Ensure compliance with applicable federal, state, and local laws and regulations, including ERISA, COBRA, ACA, HIPAA, FMLA, state leave laws, and retirement-plan requirements.

• Coordinate preparation of Form 5500 filings, nondiscrimination testing, and other required plan reporting in partnership with vendors and internal stakeholders.

• Analyze benefits data, trends, utilization, and employee feedback to inform recommendations that improve program effectiveness, cost management, and employee experience.

• Support broader compensation and benefits initiatives as needed.

We’re Looking for You to Bring

• Competencies:

• Operational Rigor & Detail Orientation: Builds and maintains reliable benefits processes; identifies discrepancies; and ensures accurate, timely follow-through across eligibility, payroll deductions, vendor files, audits, reconciliations, and required documentation. Maintains a high bar for accuracy in work that directly affects employees.

• Analytical Problem Solving & Judgment: Uses data, audits, and root-cause analysis to identify issues, assess risk, resolve complex cases, and make sound recommendations. Balances employee experience, compliance, operational feasibility, and cost considerations.

• Qualifications:

• 5+ years of multi state benefits experience including Health and Welfare benefits administration, and 401k administration.  Experience with variable hour workforce is a plus.

• 3+ years experience with leave administration and worker’s compensation administration.

• Experience managing open enrollment, benefits audits, vendor relationships, employee communications, and employee inquiries.

• Strong knowledge of federal, state, and multi-state employment and benefits regulations.

• Advanced Excel or Google Sheets skills, including pivot tables, lookups, data analysis, and reconciliation work.

• Experience with HRIS and benefits administration systems; Dayforce experience is a plus.

• Excellent written and verbal communication skills, with the ability to explain complex benefits information clearly and empathetically.

• Strong customer-service orientation and the ability to build trusted relationships with employees, leaders, vendors, and cross-functional partners.

• Ability to interpret policies, assess complex situations, and make thoughtful recommendations using sound judgment.

• Ability to manage multiple priorities, work independently, and thrive in a fast-paced and evolving environment.

• A collaborative, inclusive approach and comfort working with a culturally diverse workforce.

• Bachelor’s degree or equivalent combination of education and experience.

• Leadership Principles: the company’s Leadership Principles are the foundation of translating our mission into action. These principles define how we show up and make decisions, and how we hire, develop and grow talent. While the company has 13 leadership principles, the following  are particularly relevant to this role:

• Relentlessly Focus on Clients: Leaders always start with the client and work backwards. They are maniacally focused on creating solutions that lead to better care for our clients.

• Build Trust: Leaders are forthright and ethical. Leaders seek the truth and the best path forward, communicating openly, honestly, and respectfully. They willingly give and receive feedback. They do what they say they will do, when they say they will do it.

• Identify Problems: Leaders have a keen sense that an identifiable problem is present. They identify it, determine the root cause and propose a solution. Leaders ensure solutions are implemented and partner as necessary.

• Think Systemically: Leaders consider the full range of implications of their ideas and actions before making decisions. They anticipate downstream impacts, prioritize what is best for the broader business beyond their own team, and do not sacrifice long-term success for short-term results.

#LI-AN1

Our range reflects the hiring range for this position.  We use national average to determine pay as we are a remote first company.  Individual pay is based on a number of factors including qualifications, skills, experience, education, and training.

Base pay is just a part of our total rewards program.  The company offers equity and 401K with up to a 4% match.  We provide medical, dental and vision coverage including zero cost plans for employees.  Short Term Disability, Long Term Disability and Life Insurance are fully employer paid with a voluntary additional Life Insurance option.  We offer a generous time off program, mental health benefits, wellness program, and discount program.

Hiring Salary Range

$100,000 — $115,000 USD

At the company, we put people first. Our leadership culture is guided by  Leadership Principles that prioritize integrity, compassion, and excellence. We offer a unique opportunity to lead with purpose and make a meaningful impact no matter your role.

The company is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy), national origin, age, disability, genetic information, political affiliation or belief.