Gusto is on a mission to grow the small business economy by handling payroll, health insurance, and HR. They are seeking a Principal Product Designer to lead AI design, defining how AI works across the Gusto platform and shaping user experiences that enhance customer trust and efficiency.
Responsibilities:
- Define and evolve the UX vision for our Gus conversational assistant and AI experiences across the Gusto platform
- Lead and ship Tier 1 AI initiatives from early concept through launch and iteration
- Design full AI-powered workflows – shaping how users provide input, how model outputs are validated and acted on, and how the experience handles risk, uncertainty, and failure
- Partner closely with AI Product and Engineering leaders to translate complex technical constraints into intuitive, credible user experiences
- Establish scalable AI interaction patterns and design principles that teams across Gusto can adopt
- Write and iterate on prompts in collaboration with engineering, PM, and content design
- Use AI tooling to accelerate exploration and prototyping, customer feedback loops, and shipping to customers
- Mentor designers on the AI team and coach designers across Gusto who are shipping AI features
- Advocate for high-quality, responsible AI experiences across Design and R&D
Requirements:
- 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: You've designed complete AI workflows – not just chat interfaces – and can speak fluently about failure modes, guardrails, user control, and transparency
- Strategic product influence: You've defined UX direction at a portfolio or company level and influenced roadmap, scope, and sequencing decisions in partnership with senior PM and Engineering leaders
- Technical fluency: You're comfortable collaborating with highly technical AI engineers. You understand concepts like retrieval, context management, latency, and model reliability, and can translate them into robust UX decisions
- Builder mindset: You ship. You prototype. You iterate. You're not interested in defining principles without turning them into real customer impact
- Organizational leadership: You have enhanced team work quality. You achieved this by coaching team members, setting new standards, and building solid partnerships across different functions