Benefits Operations Manager

Responsibilities

End-to-End Initiative Lifecycle Ownership

• Own the full lifecycle of high-visibility benefits, wellness, and compliance initiatives, from concept and framework chartering through multi-state implementation and employee adoption.
• Partner with the Chief of Staff to prioritize the compliance and benefits backlog and focus resources on high-priority regulatory and infrastructure needs.
• Re-scope program goals, wellness rollouts, and plan timelines as business priorities or federal and state regulations evolve.
• Guide the development of new infrastructure and apply existing principles to navigate complex structural goals.

Benefits, Leave, and Compliance Operations

• Treat benefits enrollment, wellness programs, and lifestyle perks as employee-facing product launches.
• Administer US health benefits and 401(k) plans, including vendor relationships, platform management, and system updates.
• Design, oversee, and optimize regional and global employee leave programs.
• Build, launch, and manage employee perk programs such as remote-work stipends and lifestyle perks.
• Lead company-wide well-being initiatives, including mental health weeks and wellness programs.
• Research, process, and track state-by-state hiring approvals and regional compliance requirements in partnership with Accounting, Finance, and Legal.
• Maintain the source of truth for benefit records, compliance logs, and 401(k) updates.

Governance, Communication, and Adoption

• Establish documentation standards and project rituals for compliance and leave tracking with minimal process overhead.
• Evaluate complex compliance and operational issues and adapt programs as the company expands into new states.
• Translate technical compliance, legal, and benefits information into concise communications for executives and employees.
• Identify adoption roadblocks and design mitigation strategies that improve the employee and manager experience.
• Create leader toolkits, compliance FAQs, benefits summaries, and feedback loops.
• Use plan utilization data, employee feedback, and sentiment data to improve perk and wellness program design.
• Audit benefits administration processes and identify opportunities to improve efficiency and compliance scalability.

Requirements

• 8+ years of experience leading complex, multi-workstream initiatives involving US health benefits administration, 401(k) management, and employment compliance in high-growth, remote-first environments.
• In-depth knowledge of US healthcare infrastructure, ERISA rules, 401(k) fiduciary practices, and multi-state compliance.
• Ability to independently evaluate variable factors, select appropriate methods, and make structural recommendations.
• Experience partnering with and influencing Legal, Finance, and Accounting stakeholders.
• Track record of measuring success through plan utilization, employee stability, and compliance health.
• Exceptional judgment, emotional intelligence, and discretion when handling sensitive employee scenarios, including medical and personal leaves.