Principal Product Designer, CoreX AI

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers.

The company supports more than 400,000 small businesses with teams in Denver, San Francisco, and New York.

About Design at Gusto

Design comprises over 80 creative professionals focused on empowering small businesses. The team works cross-functionally with Product, Engineering, Data, and Marketing. We are building an AI-native design organization — and we mean that seriously.

About the Role

This is a senior individual contributor position leading AI design across Gusto's platform, beginning with Gus (their conversational AI assistant) and expanding into AI-powered workflows for payroll, benefits, and HR.

The role balances strategic vision-setting with hands-on execution.

Day-to-Day Responsibilities

Required Qualifications

Proven AI product impact: You've shipped LLM-driven product experiences to production and can demonstrate measurable impact on adoption, efficiency, or user trust.

Systems-level thinking: Experience designing complete workflows beyond chat interfaces, understanding failure modes, guardrails, transparency, and user control.

Strategic product influence: You've defined UX direction at a portfolio or company level and influenced roadmap, scope, and sequencing decisions.

Technical fluency: Comfortable collaborating with AI engineers, understanding retrieval, context management, latency, and model reliability.

Builder mindset: You ship. You prototype. You iterate.

Organizational leadership: Enhanced team quality through coaching and cross-functional partnerships.

Compensation

Cash Range:

Strong emphasis on equity-based compensation (company ownership).

Work Location

Hybrid arrangement: 2-3 days/week in office for Denver, San Francisco, NYC-based employees.