Benefits Specialist

About the job

Hi, we’re TechnologyAdvice.

At TechnologyAdvice, we pride ourselves on helping B2B tech buyers manage the complexity and risk of the buying process. We are a trusted source of information for tech buyers, delivering advice and facilitating connections between our buyers and the world’s leading sellers of business technology.

Headquartered in Nashville, Tennessee, we are a remote-first company with more than 20 digital publications and over 500 global team members in the US, UK, Singapore, Australia, and the Philippines. We’re proud to have been repeatedly recognized as one of America’s fastest growing private companies by Inc., as well as a Tennessee top workplace. We work hard each day and have fun, too, with monthly virtual events, recreational slack channels, and the occasional costumed dance from our CEO.

All positions are open to remote work unless otherwise specified in the requirements below.

The opportunity

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

What You'll Do

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.

Who You Are

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.