Candidates with experience in ambiguous product environments and AI fluency will find this senior-level, cross-functional role in innovation and experimentation at Gusto
Derived from job-description analysis by Serendipath's career intelligence engine.
Original posting from Gusto via Greenhouse
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
We're looking for an experienced, customer-obsessed, AI-fluent product marketer to help bring new products, offers, and motions to market — and to find product-market fit through a growth-oriented test-and-learn approach.
This role sits on a newly formed Experimentation team, built specifically for the work that doesn't yet have a settled audience or a clear owner as Gusto quickly evolves our product offerings and the complexity of work we can manage on behalf of small businesses. You'll shape positioning before it's proven, test demand, learn fast, and iterate on what works. You're comfortable building into a system rather than relying on one that already exists — this is earlier-stage but highly strategic work, where the path isn't repeatable yet. Once an audience, product, and GTM motion are proven, the work hands off to the existing product marketing pods — this team's job is to prove it first.
We’re looking for someone who thrives in both strategy and execution: equally comfortable identifying market opportunities, shaping cross-product narratives, and rolling up their sleeves to turn strategy into action. This role will work deeply with leaders across Product, Sales, Growth, and Marketing to align strategies and drive measurable results.
If this sounds like you, and you’re passionate about helping small businesses succeed, we’d love to meet you.
What You’ll Do
Architect & Execute GTM Strategy
Lead go-to-market strategy and execution across product areas—partnering with Growth, Product and Marketing to shape customer segmentation, pricing, and GTM motions that drive adoption and growth.
Turn Insights Into Action
Synthesize market research, customer insights, usage data, and cross-functional input to identify opportunities and inform strategy. Translate strategy into actionable plans and ensure GTM execution lands with excellence.
Contribute to a culture of excellence
Create clarity and focus in every project you take on, raise the bar on craft, and foster a culture of insight-driven thinking, collaboration, and results.
Drive Cross-Functional Alignment & Accountability
Act as the strategic tissue across Product, Sales, Marketing, and Customer Experience to drive shared goals and orchestrate execution across teams, leveraging technology. Bring structure, momentum, and accountability to complex initiatives. Build new ways of working by building net-new processes/systems that didn’t exist prior.
Own Performance & Optimization
Define success metrics and track performance across initiatives. Drive regular reviews of GTM performance and lead iteration to improve outcomes over time.
Here’s what we're looking for:
Track record of shaping GTM strategy in ambiguous yet highly ambitious environments — 0-to-1 products, new markets, or building new motions within an existing company
Ability to move between strategic planning and hands-on execution—comfortable with ambiguity and bias toward action
Excellent cross-functional collaboration and communication skills; adept at influencing across Sales, Product, and Marketing
Deep experience with customer segmentation, positioning, pricing, and GTM planning
Experience in SMB, fintech, HR/benefits/payroll tech, or a complex multi-audience business is a plus
Highly AI fluent; able to build AI systems and unlock new ways of working through AI
Compensation
Our cash compensation amount for this role is targeted at $190,000 - $235,000/yr in Denver & Phoenix/Scottsdale, and $220,000 - $275,000/yr for San Francisco & New York. Final offer amounts are 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.
Source: Gusto careers (Greenhouse)