Benefits Operations Lead

Gusto

Benefits Operations Lead building AI-powered Labs systems for Gusto’s payroll, insurance, 401(k), and HR platform. Governing pilots, synthesizing evidence, and guiding operational decisions.

Posted 8/19/2026full-timeDenver • Arizona, Colorado • 🇺🇸 United StatesSenior💰 $98,725 - $140,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing complex, cross-functional operations with a focus on AI-driven workflows and scalable process solutions. Proven ability to influence leadership decisions through data fluency and structured problem-solving.

Highest-signal resume keywords

AI Agent Design and DeploymentCross-Functional LeadershipData Fluency and Narrative CreationOperational Efficiency ImprovementSystems Thinking

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

AI Workflow AutomationOperational Metrics AnalysisProgram ManagementProcess-Level Solution DevelopmentSuccess Metrics Definition

Soft Skills

Coaching and MentoringDecision-MakingCommunicationAccountabilityAdaptability

Tools & Technologies

AI ToolsAutomation SystemsData Analysis Software

Industry Keywords

SaaSBenefits OperationsInsurance OperationsBrokerage OperationsOperational Complexity

About the role

Key responsibilities & impact

Build and run Benefits Labs, the system governing how Gusto’s Benefits organization tests, validates, and scales operational change
Own the full Labs lifecycle, including intake, pilot design, execution governance, measurement, and leadership recommendations
Run the AI-powered intake system to classify, route, and prepare incoming work
Govern pilots through success metrics, checkpoints, outputs, and AI-driven execution workflows
Pressure-test hypotheses, refine success criteria, and hold Pilot Leads accountable to execution standards
Extend agent and automation architecture across intake routing, workflow execution, evidence synthesis, and readout generation
Identify systemic operational inefficiencies and convert repeatable problems into scalable AI-powered workflows
Develop analytical approaches and evidence-based narratives to influence leadership decisions
Coordinate cross-functional work across product, engineering, operations, enablement, and business partners
Lead discussions on complex operational and product topics and drive decisions
Produce leadership-ready readouts, post-mortems, and recommendations
Shape the long-term operating model, team structure, and investment strategy for Benefits Labs
Coach Pilot Leads and BizOps partners on AI-powered ways of working

Requirements

What you’ll need

Proven ownership of outcomes across complex, cross-functional work with end-to-end delivery
Experience designing and deploying AI agents, automations, or workflows that execute multi-step work
Experience measuring leverage created by AI systems
Systems thinking and ability to build scalable process-level solutions
Strong data fluency, including structuring problems, defining success metrics, and creating decision-driving narratives
Experience raising work quality through feedback, standards, and accountability
Experience leading initiatives across product, engineering, and operations without direct authority
Comfort creating structure in ambiguous environments
4+ years of experience in operations, program management, or business operations in a SaaS, technology, or operationally complex environment
Bonus: experience in benefits, insurance, or brokerage operations
Bonus: experience working with operational metrics such as cycle time, quality, and throughput
Bonus: direct experience building or managing AI agents in a production or operational context
Active engagement with AI tools relevant to the role and willingness to grow AI fluency