Benefits Operations Lead

Job Overview

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff - payroll, health insurance, 401(k)s, and HR - so owners can focus on their craft and their customers.

With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

Job Description

All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy .

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves.

You will own the full Labs lifecycle, including intake, pilot design, execution governance, measurement, and recommendations to leadership. This is not a traditional program or operations role.

Your responsibility is to build and operate the system that runs Labs. This role is AI-native.

The goal is to create a system that can run many pilots in parallel with high quality and minimal manual intervention.

Key Responsibilities

• With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.
• All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success.
• About the Role: We’re hiring an Operations Lead, internally named Labs Lead, to build and run Benefits Labs, the system that governs how Gusto’s Benefits organization tests, validates, and scales operational change.
• You will own the full Labs lifecycle, including intake, pilot design, execution governance, measurement, and recommendations to leadership.
• Your responsibility is to build and operate the system that runs Labs.
• You will design and run the agents, automations, and workflows that power how work is triaged, how pilots are executed, and how evidence is generated and synthesized.
• Your impact is measured by leverage: how much work the system can handle without you, how quickly the organization can test and scale changes, and how clearly leadership can make decisions based on evidence.
• You will be the founding operator, reporting to the Head of Benefits Business Operations, and will directly shape how this function evolves, including its future scope, structure, and investment.

Required Skills and Qualifications

• AI experience requirements vary by role and will be assessed during the interview process.
• This is required for success in this role.
• Minimum experience: 4+ years in operations, program management, or business operations in a SaaS, technology, or operationally complex environment.
• Bonus: Experience in benefits, insurance, or brokerage operations.
• Experience working with operational metrics (e.g., cycle time, quality, throughput).
• Direct experience building or managing AI agents in a production or operational context.
• Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.
• When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Benefits and Perks

• We handle the hard stuff - payroll, health insurance, 401(k)s, and HR - so owners can focus on their craft and their customers.
• All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success.
• About the Role: We’re hiring an Operations Lead, internally named Labs Lead, to build and run Benefits Labs, the system that governs how Gusto’s Benefits organization tests, validates, and scales operational change.
• Benefits Labs sits within Benefits Business Operations today.
• You will be the founding operator, reporting to the Head of Benefits Business Operations, and will directly shape how this function evolves, including its future scope, structure, and investment.
• About the Team: Benefits Business Operations is responsible for how Gusto’s Benefits business improves and scales.

Work Location and Schedule

This role is listed as Remote USA with location information shown as Remote USA. The employment type is Full Time.

About the Company

Gusto, Inc. is the organization connected with this listing. USA Jobs Today displays this opportunity for job discovery only, so applicants should verify company details, application instructions, and eligibility on the official employer website.