Senior Staff Software Engineer, Growth Onboarding

Monograph; San Francisco (CA); Hybrid; USD 223,000 - 278,000; Full time

Benefits offered by this job

Equity (RSUs)

Benefits

Hybrid work model

Job summary

Gusto is seeking a Senior Staff Product Engineer for Growth Onboarding to own the end-to-end signup-to-activation experience, shipping AI-powered onboarding ideas and prototypes across web, SMS, and third-party assistants. You will work closely with Product, Design and Data to validate hypotheses with real customers and move quickly from vision to shipping measurable outcomes.

This role emphasizes ownership, cross-functional leadership, and the ability to ship high-quality, modular onboarding

Qualifications

• 10+ years of software engineering experience, including building and shipping customer-facing products at scale.
• Product-minded engineer who starts from the customer problem and the metric that matters, and can operate independently across product, design, and data partners.
• Ability to move quickly, ship with high quality, and iterate rather than wait for perfect certainty.
• Experience applying AI/LLM capabilities to real product problems with judgment to add value and reduce noise.
• Founder mindset: strong ownership, comfort with ambiguity and greenfield problems, bias toward action and outcomes.
• Track record of elevating teams through technical leadership, mentorship, and setting high standards.
• Strong full-stack fundamentals and versatility to work across frontend, backend, and data.

Responsibilities

• Own meaningful slices of the signup-to-activation experience end to end—from data model to UI—and ship measurable improvements.
• Invent and prototype net-new, 0-to-1 onboarding experiences using AI.
• Partner with Product, Design, and Data to frame problems, form hypotheses, and validate with customers in weeks, not quarters.
• Identify where AI meaningfully reduces customer effort and where simple forms are better, embedding those experiences thoughtfully.
• Design onboarding as modular, reusable building blocks to add entry points quickly without rebuilding foundations.
• Raise the engineering bar through pragmatic technical direction, high-quality code, reviews, and mentorship.
• Make sharp scoping calls under a time box, delivering the simplest version to prove or disprove an idea and iterate.

Skills

Product-minded engineer

Full-stack fundamentals

AI/LLM experience

Technical leadership

Mentorship

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 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. 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:

Getting started on Gusto should feel effortless — the path from "I just signed up" to “my business is set up and running on Gusto” is where small business owners need us most, and where the biggest opportunity to grow the business lives. We're in the middle of the most exciting shift in Gusto's history: reimagining our product as a proactive AI teammate that doesn't just help small businesses, but does the work for them. Most of that opportunity is still ahead of us — which means this role is full of net-new, 0-to-1 problems to invent and build from the ground up. As a Senior Staff Product Engineer on Growth Onboarding, you'll own the experience that turns curious signups into activated, thriving customers — taking friction out of getting started and meeting customers wherever they are, from the web to SMS, WhatsApp, and third-party AI assistants like ChatGPT and Claude — working full-stack and cross-functionally as both a product builder and a founder.

About the Team:

Growth Onboarding owns one of the most consequential moments in a customer's journey: their first experience of Gusto. We're a full-stack, outcome-driven team measured by activation — not features shipped. We move fast, ship prototypes over docs, and partner tightly with Product, Design, Data, and other engineering teams to make onboarding simpler, smarter, and a launchpad for everything a business does next. You won't just be handed a roadmap — you'll help invent it, turning a bold AI product vision into new front doors and experiences that have never existed before. If you want your work to move a top-line number and shape the front door to a company serving 500,000+ businesses, this is the team.

Here’s what you’ll do day-to-day:

• Own meaningful slices of the signup-to-activation experience end to end — from data model to UI — and ship measurable improvements to how quickly and reliably new customers get up and running.
• Invent and prototype net-new, 0-to-1 experiences — bringing your own ideas for how AI can reimagine onboarding, not just implementing a spec handed to you.
• Partner directly with Product, Design, and Data to frame problems, form hypotheses, and validate them with real customers in weeks, not quarters.
• Identify where AI meaningfully removes customer effort (and where a simple form is better), and build those experiences thoughtfully into the flow.
• Design onboarding as modular, reusable building blocks so new entry points into Gusto can be added quickly without rebuilding the foundation.
• Raise the engineering bar through pragmatic technical direction, high-quality code, strong reviews, and mentoring engineers around you.
• Make sharp scoping calls under a time box — shipping the simplest version that proves or disproves an idea, then iterating.

Here’s what we're looking for:

• 10 - 12+ years of software engineering experience, including building and shipping customer-facing products at scale.
• A product-minded engineer who starts from the customer problem and the metric that matters, not just the ticket — and who can operate independently across product, design, and data partners.
• Demonstrated ability to move quickly and execute with high quality: someone who ships, measures, and iterates rather than waiting for perfect certainty.
• Experience applying AI/LLM capabilities to real product problems — with the judgment to know where it adds value and where it adds noise — and a habit of using AI tools to work more effectively.
• A founder mindset: high ownership, comfort with ambiguity and greenfield problems, and a bias toward action and outcomes over output.
• A track record of raising the bar for teams around you — through technical leadership, mentorship, and setting standards others follow.
• Strong full-stack fundamentals and the versatility to work wherever the problem is (front end, back end, data).

Our cash compensation for this role is targeted at $223,000/yr to $278,000/yr for San Francisco, CA. Final compensation packages will include equity and benefits as well. Final base salary offerings will be determined by multiple factors including candidate 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.