Staff Product Designer

Staff Product Designer

Gusto's looking to bring on several Staff Product Designers across our Money and HR Experience product organizations. These teams sit on some of the highest-stakes, most AI-native surfaces at Gusto, where small businesses make financial and people decisions that carry real impact, and where getting the experience right is what builds durable trust. That's exactly why judgment, taste, and craft matter here.

As a Staff Product Designer, you'll own experiences end to end within a specific domain, turning ambiguity into clear, trustworthy products and helping define patterns that don't yet exist at Gusto. You'll be deeply embedded in the product quartet, driving design decisions in partnership with Product Managers and Engineers, and demonstrating high craft and storytelling every step of the way.

Here's what you'll do day-to-day:

• Own design end to end in your domain — from framing ambiguous problems to shipping high-craft, accessible experiences that hide the underlying complexity from customers.
• Shape goals, priorities, and roadmap in partnership with your PM and engineering lead, balancing customer trust, business value, and technical realities.
• Translate ambiguous, often 0→1 strategy into clear scopes, flows, and interaction patterns — including patterns that don't yet exist at Gusto.
• Design the experience of AI thoughtfully — representing uncertainty, surfacing errors gracefully, preserving customer agency, and knowing when a human should step in.
• Ground your decisions in customer insight, leading or partnering on research, competitive audits, and hypothesis-driven exploration in high-stakes, sometimes compliance-sensitive domains.
• Raise the craft and systems bar, evolving Gusto's design system where existing patterns fall short.
• Work in fast cycles and use AI tools in your own practice — set a clear target, prototype and ship real things to customers, and let what you learn sharpen the direction.

Here's what we're looking for:

• 6+ years of product design experience owning and shipping end-to-end work, ideally in B2B SaaS, fintech, or another high-trust domain, with strong craft across web.
• Experience designing AI-enabled or conversational experiences shipped to real users, and you can speak concretely to how you handled uncertainty, errors, and human override.
• Comfort with ambiguity and 0→1, you frame the problem, scope the work, and move forward without waiting for perfect information.
• Strong systems thinking, you use and contribute to a design system and know when to evolve it.
• Judgment to evaluate and direct AI outputs, when to use them, when to override them, and how to raise the bar, especially where the cost of being wrong is high.
• Strong collaboration and communication across design, product, engineering, and data.

Bonus points:

• Experience in a high-stakes or regulated domain, fintech, financial services, HR, compliance, legal, or healthcare.
• Hands-on experience designing AI-driven or agentic product experiences, shaping how an AI or agent behaves, communicates, and hands off to a human.
• Service-design fluency across two-sided or multi-stakeholder products: real journey mapping and blueprinting with operational handoffs, not workshop exercises.
• Helped lead a team's shift to AI-native workflows, and can speak to what changed about the work itself, not just the tools.
• Background contributing to AI governance, evaluation practices, or AI experience design patterns.

Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver, and $177,000/yr to $222,000/yr in 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.