logo inner

Head AI Software Engineering

Gusto, Inc.San Francisco, California, United States | New York, New York, United StatesOnsite
This job is no longer open

About Gusto


Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 300,000 businesses nationwide.Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually.

Learn more about our Total Rewards philosophy. 

About the Role:


We’re hiring Gusto’s Head of AI Engineering to build the future of the small business back office powered by AI agents. Our team’s mission is to build AI agents that make small business owners 10x more powerful. This team operates as a startup within a startup, and you’ll report directly to Gusto’s co-founder/Head of Technology.

Here’s what you’ll do day-to-day:


  • Scale a team of AI engineers to build out Gusto’s agentic AI applications.
  • Collaborate closely with AI Scientists and AI Product Managers to create a world where the small business back office is made 10x more efficient through AI.
  • Mentor and provide guidance to other AI software engineers, fostering their growth and development

Here’s what we're looking for:


  • 15+ years of total software development experience
  • 10+ years of engineering management experience
  • Experience working in a startup environment
  • 3+ years in Generative AI

Our cash compensation amount for this role is $222,000/yr to $256,000/yr in Denver & most major metro locations, and $261,000/yr to $299,000/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.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. If you require assistance in filling out a Gusto job application, please reach out to candidate-accommodations@gusto.com.Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

This job is no longer open

Life at Gusto, Inc.

Gusto's mission is to create a world where work empowers a better life. By making complicated, impersonal business tasks simple and personal, Gusto is reimagining HR, payroll, and benefits for over 60,000 companies nationwide. Gusto has offices in San Francisco and Denver and the company's investors include Google Capital, General Catalyst, Kleiner Perkins Caufield & Byers, as well as the founders of Instagram, Stripe, Nest, PayPal, Yelp, Dropbox, and Eventbrite, among others. Our customers come from all walks of life and so do we. We hire 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.
Thrive Here & What We Value* Collaborative and Inclusive Workplace (physical and virtual)* Total Rewards Philosophy* Commitment to Diversity and Equal Opportunity Employment* Flexible Work Arrangements (23 days per week in office, remote work options)* Providing Reasonable Accommodations for Qualified Individuals with Disabilities* Emphasis on Learning and First Principles Thinking* Commitment to Building a Diverse and Passionate Product Team* Cross-Organizational Leadership Role* Equal Opportunity Employer* Support for Small Businesses

Related Sub

This job belongs to these sub. Explore related roles here:
Your tracker settings

We use cookies and similar methods to recognize visitors and remember their preferences. We also use them to measure ad campaign effectiveness, target ads and analyze site traffic. To learn more about these methods, including how to disable them, view our Cookie Policy or Privacy Policy.

By tapping `Accept`, you consent to the use of these methods by us and third parties. You can always change your tracker preferences by visiting our Cookie Policy.

logo innerThatStartupJob
Discover the best startup and their job positions, all in one place.
Copyright © 2025