Staff Product Designer — AI‑Driven Contractor Platform

The Wrap; New York (NY); Hybrid; USD 177,000 - 222,000; Full time

Job summary

Gusto, a payroll and benefits platform, is seeking a staff product designer to mature contractor products. You’ll lead IC design across this area, shaping long-term vision and delivering new features while refining existing workflows.

Join a cross-functional team collaborating with product, engineering, research, data, and legal to define problems, drive inclusive design, and bring AI-enabled prototyping to life in a fast-paced, equity-focused environment.

Qualifications

• 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, using AI to move faster and prototype more.

Responsibilities

• Drive end-to-end design strategy and execution across the contractors experience from discovery and visioning through iterative delivery and refinement.
• 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.
• Translate insights from research and data into intuitive, scalable experiences that support a variety of customer workflows.
• Champion thoughtful, inclusive design by participating in design reviews, sharing feedback, and contributing to design standards and platform quality.
• Bring genuine AI fluency to your design practice, using it to prototype quickly, shorten feedback loops, and improve contractor experiences.
• Mentor and support fellow designers by offering thoughtful critique, sharing knowledge, and contributing to design community initiatives across Gusto.

Skills

Design leadership

Cross-functional collaboration

AI fluency in design

Communication

Ambiguity to decisions

Accessibility

Mentoring

Job description

Gusto, a payroll and benefits platform, is seeking a staff product designer to mature contractor products. You’ll lead IC design across this area, shaping long-term vision and delivering new features while refining existing workflows.

Join a cross-functional team collaborating with product, engineering, research, data, and legal to define problems, drive inclusive design, and bring AI-enabled prototyping to life in a fast-paced, equity-focused environment.