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Principal Product Designer

Gusto

full-remoteleadpermanentdesign Full remote 73 days ago via WTTJ

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Tags

AI DesignLLMUX PrinciplesProduct StrategyConversational AIRetrievalContext ManagementLatencyModel ReliabilityUX Prototyping

About the role

Role overview

Join Gusto as a Principal Product Designer (full-remote). You’ll lead AI design across the platform as a senior individual contributor—setting the interaction model, UX principles, and product direction for AI.

Missions / Responsibilities

  • Define and evolve the UX vision for Gus, Gusto’s conversational AI assistant, and for AI experiences across the platform.
  • Lead and deliver AI initiatives (level 1) from early concept through launch and iteration.
  • Create scalable AI interaction patterns and design principles that other teams across Gusto can adopt.
  • Partner closely with senior Product and Engineering leaders to develop key AI features.
  • Shape the end-to-end user experience for LLM-driven conversational workflows, with a strategic and hands-on approach.

Requirements

  • Ability to set a long-term UX vision for AI and translate it into shipped products that improve how small businesses get work done.
  • Technical fluency collaborating with AI engineers; understands concepts such as:
    • retrieval, context management, latency, and model reliability
    • translating these into robust UX decisions
  • Proven AI product impact: experience shipping LLM-driven product experiences to production with measurable outcomes (adoption, efficiency, trust).
  • Strategic product influence: have defined UX direction at a portfolio/company level and influenced roadmap, scope, and sequencing with senior PM and Engineering.
  • Builder mindset: prototype, ship, and iterate—focused on customer impact.
  • Systems-level thinking: design complete AI workflows (not just chat UI), and speak to failure modes, guardrails, user control, and transparency.
  • Organizational leadership: improve team ways of working via coaching, setting standards, and cross-functional partnerships.

Nice-to-haves

  • Not explicitly stated.

About Gusto

Gusto is a company that helps small businesses manage work through software products. The role focuses on leading product design efforts for AI features across Gusto’s platform, including an AI conversational assistant.

Scraped 5/12/2026