Benefits Operations Manager

HighLevel

Benefits Operations Manager overseeing US health benefits, 401k, leave, perks, and compliance at HighLevel, an AI-powered business operating system. Driving compliant, employee-centered programs across a remote-first organization.

Posted 8/5/2026full-timeRemote • 🇺🇸 United StatesSeniorLead💰 $108,000 - $130,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in US health benefits administration, 401k management, and compliance, with a strong ability to lead multi-state initiatives and optimize employee wellness programs. Proven track record in translating complex compliance information for diverse audiences and enhancing program effectiveness through data-driven insights.

Highest-signal resume keywords

US Health Benefits Administration401k ManagementMulti-State ComplianceTechnical Compliance ExpertiseEmployee Wellness Program Design

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Benefits AdministrationCompliance TrackingProgram OptimizationData AnalysisVendor Management

Soft Skills

Exceptional JudgmentInfluencing SkillsConfidentialityProblem-Solving

Tools & Technologies

Benefits Management PlatformsCompliance Tracking Systems

Industry Keywords

ERISA RulesFiduciary PracticesHealth Care InfrastructureEmployee Leave Programs

About the role

Key responsibilities & impact

Own the full lifecycle of high-visibility benefits, wellness, and compliance initiatives from concept through multi-state implementation and employee adoption
Partner with the Chief of Staff to prioritize the compliance and benefits backlog
Re-scope program goals, wellness rollouts, and plan timelines as business priorities or regulations evolve
Guide development of new infrastructure and apply existing principles to complex structural goals
Administer US health benefits and 401k 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 architectures and company-wide well-being initiatives
Research, process, and track state-by-state hiring approvals and regional compliance parameters
Maintain benefit records, compliance logs, and 401k updates as the source of truth
Establish documentation standards and project rituals for compliance and leave tracking
Translate complex compliance, legal, and benefits information into concise narratives for executives and company-wide audiences
Identify adoption roadblocks and design mitigation strategies
Create leader toolkits, compliance FAQs, benefits summaries, and feedback loops
Use plan utilization, employee feedback, and sentiment data to improve perk and wellness program designs
Audit benefits administration processes and identify efficiency and scalability opportunities

Requirements

What you’ll need

8+ years of experience leading complex, multi-workstream initiatives in US health benefits administration, 401k management, and employment compliance
In-depth knowledge of US health care infrastructure, ERISA rules, 401k fiduciary practices, and multi-state compliance
Ability to independently evaluate variables, select appropriate methods, and make structural recommendations
Proven ability to partner with and influence Legal, Finance, and Accounting
Track record measuring success through plan utilization, employee stability, and compliance health
Exceptional judgment and complete confidentiality when handling medical leaves, personal leaves, and health-related accommodation requests
Specialized or advanced expertise in technical compliance and benefits operations
Ability to work in high-growth, remote-first environments