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Senior Benefits Specialist

WPS Health Solutions
dental insurance, paid time off, 401(k), remote work
United States, Wisconsin, Madison
Jan 28, 2026
Description

Role Snapshot
Our Senior Benefits Specialist is responsible for leading the administration and support of our employee benefit programs spanning all lines of business. This Specialist will act as a subject matter expert, guiding employees through benefit options, handling escalated inquiries, and assisting in benefits strategy and compliance. They will also support the design and implementation of benefits programs, working closely with leadership to enhance the overall benefits experience for employees.

Salary Range
$85,000 ~ $95,000
The base pay offered for this position may vary within the posted range based on your job-related knowledge, skills, and experience.

Hybrid Work Location
This position will be hybrid, having the regional availability to come in our Office two days a week. Our office location: WPS Corporate Center Building - 1717 W. Broadway in Madison, WI.
How do I know this opportunity is right for me? If you:



  • Enjoy leading the administration of health insurance, retirement plans, wellness programs, and additional benefits offerings.
  • Can ensure compliance with policies and procedures for benefits enrollment and eligibility management.
  • Like providing in-depth benefits consultation to employees, addressing complex inquiries, resolving issues, and helping employees navigate their benefits options.
  • Have supported the management of external benefits vendors (i.e., EAP and retirement providers) to ensure service quality and resolve any issues or discrepancies that arise.
  • Can monitor regulatory changes impacting benefits programs.
  • Want to assist in maintaining compliance with federal, state, and local benefits regulations (i.e., ERISA, COBRA, ACA, etc.) and can prepare regular compliance and benefits utilization reports for management.
  • Enjoy identifying and recommending process improvements for benefits administration.
  • Have worked with cross-functional teams to streamline procedures and ensure timely processing of benefits-related transactions.
  • Thrive when leading key aspects of employee onboarding and annual open enrollment processes, including employee communications, benefits selection, and system updates.
  • Would like to provide support and guidance to employees during enrollment periods.
  • Have created and distribute materials for benefit education, open enrollment, and program changes.
  • Can ensure employees are well-informed about available benefits options and any plan modifications.
  • Like working closely with the HR team, payroll, and other departments to ensure smooth integration and delivery of benefits services.
  • Can analyze benefits-related data, including usage trends, claims, and costs, to provide insights and recommendations for plan improvements and cost management.


Minimum Qualifications



  • Bachelor's degree in Human Resources, Business Administration or related field or equivalent combination of education and experience.
  • 5 or more years of experience in benefits administration, with demonstrated expertise in handling more complex benefits matters.
  • Strong understanding of employee benefits programs and compliance requirements (ERISA, COBRA, ACA).
  • Strong problem-solving, analytical, and communication skills.
  • Strong interpersonal skills and ability to build relationships with employees, vendors, and leadership.
  • Proficient in MS Office Suite (Excel, Word, PowerPoint), and proficiency with HRIS or benefits administration software.


Preferred Qualifications



  • Strong experience working in Health Insurance and or Government Contracting environments.
  • Experience working with UKG, Costpoint.


Remote Work Requirements



  • High speed cable or fiber internet
  • Minimum of 10 Mbps downstream and at least 1 Mbps upstream internet connection (can be checked at https://speedtest.net)
  • Please review Remote Worker FAQs for additional information


Benefits



  • Hybrid work options available
  • Performance bonus and/or merit increase opportunities
  • 401(k) with a 100% match for the first 3% of your salary and a 50% match for the next 2% of your salary (100% vested immediately)
  • Competitive paid time off
  • Health insurance, dental insurance, and telehealth services start DAY 1
  • Professional and Leadership Development Programs
  • Review additional benefits: (https://www.wpshealthsolutions.com/careers/fulltime_benefits.shtml)


Who We Are

WPS, a health solutions company, is a leading not-for-profit health insurer and federal government contractor headquartered in Madison, Wisconsin. WPS offers health insurance plans for individuals, families, seniors and group health plans for small to large businesses. We process claims and provide customer support for beneficiaries of the Medicare program and manage benefits for millions of active-duty and retired military personnel across the U.S. and abroad. WPS has been making healthcare easier for the people we serve for nearly 80 years. Proud to be military and veteran ready.

Culture Drives Our Success

WPS' culture is where the great work and innovations of our people are seen, fueled and rewarded. We accomplish this by creating an open and empowering employee experience. We recognize the benefits of employee engagement as an investment in our workforce-both current and future-to effectively seek, leverage, and include differing and unique perspectives that fuel agility and innovation on high-performing teams. This results in people bringing their authentic selves to work every day in an organization that successfully adapts to business changes and new opportunities.

We are proud of the recognition we have received from local and national organization regarding our culture and workplace: WPS Newsroom - Awards and Recognition.

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Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities

This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.
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