Staff Product Designer, Contractors

Gusto Gusto · Fintech · Toronto, ON +3 · Remote · Design

Gusto is seeking a Staff Product Designer to lead design strategy and execution for their contractor products. The role involves driving end-to-end design processes, partnering with cross-functional teams, and translating insights into user experiences. A key aspect of this role is the expectation for designers to be AI-fluent, actively using AI tools for prototyping, feedback loops, and improving user experiences, reflecting Gusto's AI-native design organization.

What you'd actually do

  1. Drive end-to-end design strategy and execution across the contractors experience from discovery and visioning through iterative delivery and refinement.
  2. Partner with product, engineering, research, data, legal, compliance, operations, and support to define problem spaces, align on priorities, and deliver solutions that meet both customer and business needs.
  3. Translate insights from research and data into intuitive, scalable experiences that support a variety of customer workflows.
  4. Champion thoughtful, inclusive design by participating in design reviews, sharing feedback, and contributing to design standards and platform quality.
  5. Bring genuine AI fluency to your design practice, using it to prototype quickly, shorten feedback loops, and improve contractor experiences.

Skills

Required

  • 8+ years of product design experience with demonstrated impact in complex domains.
  • Proven ability to lead design direction at the product level and influence cross-functional partners.
  • Strong collaboration experience with partners in product, engineering, research, and data.
  • A portfolio that demonstrates high-quality interaction and visual design with thoughtful consideration for accessibility and end-to-end user experiences.
  • Comfort translating ambiguity into clear design decisions and outcomes.
  • Strong communication skills with the ability to align teams around shared goals.
  • Demonstrated AI fluency in your design practice. You're using AI to move faster, prototype more, and get to better decisions.

What the JD emphasized

  • AI fluency in your design practice
  • using AI to prototype quickly
  • shorten feedback loops
  • ship quality UX directly to customers
  • AI-native design organization