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Gusto

Runs payroll and HR software for small businesses

Staff Product Designer

Product DesignUpdated on Nov 13
Full-time

About the Job

Requirements

  • At least 6 years of product design experience owning and shipping end-to-end work, ideally in B2B software as a service, fintech, or another high-trust domain, with strong craft across web.
  • Experience designing AI-enabled or conversational experiences shipped to real users, including concrete handling of uncertainty, errors, and human override.
  • Comfort with ambiguity and zero-to-one work, framing problems, scoping work, and moving forward without perfect information.
  • Strong systems thinking, including using and contributing to a design system and knowing when to evolve it.
  • Judgment to evaluate and direct artificial intelligence outputs, when to use them, when to override them, and how to raise the bar, especially where the cost of being wrong is high.
  • Collaboration and communication across design, product, engineering, and data.

Responsibilities

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

Desired Qualifications

  • Experience in a high-stakes or regulated domain, including fintech, financial services, human resources, 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, including real journey mapping and blueprinting with operational handoffs.
  • Experience helping lead a team's shift to AI-native workflows and explaining what changed about the work itself, not just the tools.
  • Background contributing to AI governance, evaluation practices, or AI experience design patterns.

About the Company

Gusto

Runs payroll and HR software for small businesses

Gusto runs payroll, benefits administration, and HR software for small and midsize businesses that want to manage their teams in one place. Its payroll system calculates wages and taxes, files required forms, and connects employee hours with pay runs. Employers use the same platform to enroll workers in health insurance and retirement plans, manage time off, and organize hiring paperwork, while staff access paystubs through personal accounts. Businesses pay monthly subscription fees based on their plan and workforce size, with extra charges for selected services and faster payment options. Gusto was founded in 2011 and is headquartered in San Francisco, California.

Company size
1,001-5,000
Company stage
Series E
Total funding
$706.2M
Headquarters
San Francisco, CA
Founded
2011

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