Benefits Operations Manager

HighLevel

Remote regions

US

Salary range

$108,000–$130,000/yr

Benefits

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About the Role:

  • We're looking for a Benefits Operations Manager to serve as the agile engine room for the health, foundational care, and regulatory infrastructure of the People organization.
  • Reporting to the Chief of Staff in the CPO's Office, you will lead high-impact initiatives translating strategic vision into disciplined, compliant execution.

What You’ll Do:

  • Own the full lifecycle of high-visibility benefits, wellness, and compliance initiatives from concept to multi-state implementation and employee adoption.
  • Manage US health benefits, 401k plans, leave programs, and well-being perks, ensuring a customer-obsessed governance approach.
  • Navigate geographic compliance, build agile documentation, and enable change through clear communication and feedback loops.

What You’ll Bring:

  • 8+ years of experience leading complex multi-workstream initiatives in US health benefits, 401k, and employment compliance in high-growth remote-first environments.
  • Advanced expertise in US health care infrastructure, ERISA rules, and multi-state compliance, with strategic judgment and stakeholder empathy.
  • High EQ, discretion, and a focus on outcomes over output.

Why This Role Matters:

  • You bridge the gap between providing support and executing it sustainably and securely.
  • By establishing agile governance and compliance, you protect the culture of customer obsession and ensure every benefit initiative feels like a true value-add.
  • You are the architect of the operational backbone, enabling the CPO's Office to scale with precision.

HighLevel

HighLevel is an AI-powered business operating system that gives agencies, entrepreneurs and SMBs the infrastructure to build, automate and scale. With over 2,000 team members across 10+ countries, HighLevel operates as a global remote-first organization built for speed and ownership.

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