Remote Cobra Insurance Jobs in Oregon (NOW HIRING)

We are seeking a US-based Benefits Specialist to join our People Operations team and own the administration of US employee benefits programs end to end, while also supporting global benefits programs. This role is responsible for the full US benefits lifecycle, including enrollment, open enrollment, life event changes, leaves of absence, retirement plan administration, and employee terminations.

The ideal candidate has hands-on experience with U.S. health and welfare benefits, strong HRIS and data integrity skills, and demonstrated expertise managing 401(k) retirement programs, including annual audits. This role partners closely with employees, managers, payroll, brokers, and vendors to ensure accurate, compliant, and employee-focused benefits delivery.
The role will serve as the primary owner of U.S. benefits and a centralized point of coordination for global benefits programs. Training and country-specific guidance will be provided for non-U.S. regions, therefore prior expertise in those markets is not required. Experience working in a global or multi-country workforce is considered a strong plus.

Employment Level: Mid Level

Employment Type: Full Time

Location: United States 

• Own end-to-end administration of U.S. employee benefits, including medical, dental, vision, life, disability, leave programs, wellness, and retirement, and other perks, from new hire enrollment and open enrollment through employee terminations and COBRA support.
• Lead and support annual U.S. open enrollment and coordinate global enrollment activities, including vendor coordination, system configuration, employee communications, enrollment validation, and post-enrollment audits.
• Administer the U.S. 401(k) retirement program, including enrollments, contribution changes, loans, distributions, catch-up contributions, and coordination of annual 401(k) audits.
• Ensure accurate benefits enrollment, eligibility, and life event processing in the HRIS, perform regular data quality checks, and provide benefits-related reporting, billing, and allocation support.
• Serve as the primary point of contact for employees and managers on benefits-related questions, including plan provisions, enrollments, claims issues, status changes, and retirement inquiries.
• Process and administer U.S. leaves of absence, including medical, personal, disability, and FMLA leaves, and interpret FMLA and ADA requirements in partnership with HR leadership.
• Ensure ongoing compliance with applicable U.S. benefits and leave regulations, including ERISA, ACA, COBRA, HIPAA, FMLA, and ADA, and support compliance needs for global benefits programs.
• Support global benefits administration, ensuring alignment with established processes, guidelines, and global best practices.
• Act as the primary liaison with benefits brokers, carriers, retirement plan providers, and third-party administrators, and partner closely with Payroll and Finance to ensure accurate deductions, contributions, reconciliations, reporting and record keeping.
• Monitor benefits utilization, costs, and trends, providing insights and recommendations to HR leadership on program performance and competitiveness.
• Research, benchmark, and recommend market-competitive benefits and recognition programs to enhance the global employee experience and strengthen total rewards strategy.
• Develop and maintain clear, employee-friendly benefits documentation and communications.
• Support core HR functions, contributing to continuous process improvement across People Operations.
• Perform other related duties and projects as assigned.
  

• 5+ years of HR experience, with at least 3 years focused on U.S. benefits administration.
• Demonstrated experience managing U.S. 401(k) retirement plans, including direct involvement in annual 401(k) audits.
• Strong understanding of US compliance requirements (ERISA, ACA, COBRA, HIPAA, etc.).
• Experience working with benefits brokers, carriers, and HRIS/benefits platforms.
• Experience working with HRIS and benefits administration systems
• Excellent attention to detail, organizational skills, and ability to handle confidential information.
• Strong interpersonal and communication skills, with the ability to support employees across diverse cultures and time zones.
• Strong analytical, organizational, and problem-solving skills.
• Comfortable working in a global, fast-paced, and remote-friendly environment.
  

• Career Growth: Advance with mentorship programs, leadership academies, and opportunities to shape company culture and DEI initiatives.
• Flex Fridays: Adjust your 40-hour week to enjoy a full or half day off on Fridays.
• Remote-First Culture: Work from the comfort of your home.
• Flexible PTO: Take the time you need, when you need it.
• Health Coverage: Medical, dental, and vision plans for you and your family.
• Insurance Protection: Life, AD&D, Short-Term, and Long-Term Disability coverage.
• 401K with Match: Secure your future with our company-matched retirement savings.
• Paid Parental Leave: Support for new parents during life's special moments.
• Wellness Perks: Access Headspace and enjoy monthly fitness reimbursements.
• Pet Insurance: Care for your furry family members.
• Speaker Series Bonus: Present in our monthly speaker series and earn a bonus.
• Book Reimbursement: Get up to 12 books reimbursed per year to fuel your learning.
• Bucket List Benefit: Celebrate milestones with annual contributions toward your dream adventures after 3 years.
• In-Office Perks: Enjoy catered lunches for our in-office team.

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Work authorization

Employer work visa sponsorship and support are not provided for this role. Applicants must be currently authorized to work in the United States at hire in an employer approved US state and must maintain authorization to work in the United States throughout their employment with our company.