Benefits Operations Manager

1 hour, 41 minutes ago
Full-time
Lead
Operations
HighLevel

HighLevel

HighLevel provides an all-in-one sales and marketing platform that agencies can white label and resell, offering tools and resources designed to help businesses consolidate their marketing efforts and achieve their growth objectives.

Internet Software & Services
251-1K
Founded 2018
$60M raised

Description

  • Own the full lifecycle of benefits, wellness, and compliance initiatives from planning through multi-state rollout and employee adoption.
  • Partner with the Chief of Staff to prioritize the benefits and compliance backlog.
  • Manage US health benefits and 401(k) administration, vendor relationships, platform updates, and system maintenance.
  • Design, oversee, and optimize regional and global employee leave programs.
  • Build and manage employee perk programs and company-wide well-being initiatives, including remote-work stipends and wellness offerings.
  • 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 retirement plan updates.
  • Create documentation standards, project rituals, leader toolkits, FAQs, and employee-facing summaries to support adoption and governance.
  • Identify friction points, audit processes, and improve scalability and efficiency across benefits administration.
  • Translate complex compliance and benefits information into clear, employee-friendly communication for executive and company-wide audiences.

Requirements

  • 8+ years of experience leading complex, multi-workstream initiatives in US health benefits administration, 401(k) management, and employment compliance.
  • Experience working in high-growth, remote-first environments.
  • In-depth knowledge of US health care infrastructure, ERISA rules, 401(k) fiduciary practices, and multi-state compliance.
  • Proven ability to make independent recommendations and exercise strong strategic judgment.
  • Experience partnering with and influencing cross-functional teams such as Legal, Finance, and Accounting.
  • Strong empathy and discretion when handling sensitive employee situations, including medical leave and accommodations.
  • Track record of measuring success through plan utilization, employee stability, and compliance health.
  • Ability to work through ambiguity and adapt program plans as regulations or business needs change.
  • Preferred experience with benefits governance, process design, or operational scaling in a fast-growing organization.

Benefits

  • Annual salary range of $108,000 to $130,000.
  • Remote work based in the USA.
  • Health benefits administration and support for employee well-being programs.
  • Employee perks such as remote-work stipends and lifestyle benefits.
  • Wellness initiatives, including mental health weeks and wellness programs.
  • Opportunity to work on high-impact programs in a remote-first, global organization.

Interested in this position?

Apply directly on the company website

Apply Now

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