← All jobs · Gusto

Principal Product Operations Manager, Benefits

Gusto ·
43
AI-Agency
B25 U75
📍 Denver, US 🛠 AI tools welcome at work Principal 10+ yrs
TL;DR

Principal Product Operations Manager at Gusto leading operational and service strategy for the Benefits product. Role involves cross-functional collaboration with Product, Engineering, and Customer Experience teams to shape product launches, synthesize customer feedback, and build AI-assisted operational workflows.

Apply at Gusto →
you'll be redirected to the company's career page

Job description

 


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 400,000 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. 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. AI experience requirements vary by role and will be assessed during the interview process.

About the Role:

Are you looking for an opportunity to transform a business? Gusto is looking for a strategic, customer-focused leader to leverage customer feedback and operational key metrics to develop actionable insights and strategies that shape our product and service, and positively impact customer love.

Working with the Product, Engineering, Design and Customer Experience teams, you will be expected to tackle both highly strategic and deeply operational initiatives to deliver value for customers and Gusto. You’ll be customer-obsessed, business-minded, strategic, detail-oriented, and highly creative.

In this role, you'll help stand up the operational and service foundation for a new Gusto product, using both deep human judgment and emerging AI tools to move faster and make better decisions. If this sounds exciting to you, we’d love to connect!

About the Team:

The Benefits Product Operations team at Gusto is made up of committed, creative, collaborative people who care deeply about our mission to enable Benefits for all small and mid-sized businesses and their employees. We’re a highly cross-functional team focused on ensuring our product and service are co-designed and co-developed along the product lifecycle to deliver a best in class customer experience; Gusto is listening to, synthesizing and acting on customer and front-line team feedback; and that cross-functional teams are collaborating and swimming together to build the best version of Gusto for our customers.

Here’s what you’ll do day-to-day:

Here’s what we're looking for:

Our cash compensation amount for this role is $148,000/yr to $182,000/yr in Denver, and $167,000/yr to $217,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Apply at Gusto →

More open roles at Gusto

Gusto ·
Staff Software Engineer, AI Developer Tools
📍 US 🌐 Remote 💰 $190K–$250K 🛠 AI tools welcome at work · Staff
Staff Software Engineer at Gusto building AI developer tools and internal coding assistants. Focus on architecting LLM-powered workflows, automating developer tasks, and embedding intelligence into the development lifecycle.
RubyRailsLLMRAG
83
AI-core
Gusto ·
AI Manager, Compliance Systems
📍 Denver, US 💰 $110K–$164K 🛠 AI tools welcome at work · Manager
AI Manager, Compliance Systems at Gusto building AI-powered compliance workflows from the ground up. Design and deploy agents for regulatory monitoring, product reviews, and control testing across payroll and fintech operations.
Claude CodeCodexGumloop
80
AI-core
Gusto ·
Sr Staff Frontend Engineer, Builder Enablement
📍 San Francisco, US 🌐 Remote 💰 $225K–$275K 🛠 AI tools welcome at work · Staff
Sr Staff Frontend Engineer at Gusto building AI tooling and design system infrastructure for internal builders. Focus on MCP servers, agent skills, prompt engineering, and eval systems to enable AI-assisted product development.
ReactTypeScriptJavaScriptHTMLCSSMCP
80
AI-core
Gusto ·
Senior Principal Product Manager, AI Enabled Workforce
📍 US 🛠 AI tools welcome at work · Principal
Senior Principal Product Manager at Gusto leading the design and architecture of an AI-native internal platform ("System of Intelligence") that integrates CRM, service operations, and agentic workflows. Role focuses on transforming how GTM and Service teams work through AI-human-AI loops and real-time assistance tools.
LLMsagentic workflowsCRMvoicechatemail
79
AI-core
Gusto ·
Staff Applied AI/ML Engineer
📍 Denver, US 🌐 Remote 💰 $185K–$280K 🛠 AI tools welcome at work · Staff
Staff Applied AI/ML Engineer at Gusto building ML infrastructure and models for the Retirement-App platform. Focus on developing production-ready solutions for anomaly detection, personalization, and generative AI applications.
PythonSQLAWSGCPAzureDocker
79
AI-core