Senior Product Design Manager, Payroll

2 weeks, 1 day ago
Full-time
Lead
Product Management
Gusto

Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. They offer full-service payroll, health insurance, 401(k)s, expert HR, and team management tools. With a mission to create a world where work empowers a bet...

Professional Services
1K-5K
Founded 2011
$746M raised

Description

  • Lead end-to-end design for Payroll experiences that help small businesses pay their teams correctly, on time, and with confidence.
  • Define and communicate the long-term UX vision for Payroll and rally cross-functional teams around it.
  • Partner with Product, Engineering, Data, Ops, Compliance, Research, and other teams to set strategy and roadmaps.
  • Lead product initiatives where AI and automation are central to the user experience, reducing manual work while preserving accuracy and trust.
  • Collaborate with Research and Data to uncover customer insights and translate them into actionable UX priorities.
  • Influence product and technical roadmaps by advocating for design quality, customer needs, and long-term system health.
  • Set the quality and judgment standard for all design work, including AI-assisted design.
  • Define and scale shared patterns, principles, and standards that improve quality, consistency, and velocity.
  • Manage and grow a team of designers through mentorship, direction, and hands-on support.
  • Champion Payroll as the foundation of Gusto’s broader People Platform and ensure integration with Benefits, Time & Attendance, and third-party tools.

Requirements

  • 8–10+ years of product design experience.
  • At least 3 years of experience leading and managing design teams.
  • Experience designing in complex domains such as financial products, healthcare, or similarly regulated environments.
  • Experience setting UX direction across multiple teams and influencing product strategy.
  • Experience leading product initiatives where AI or automation is central to the user experience.
  • Ability to assess AI-generated design directions and improve the quality of AI outputs.
  • Proven ability to drive alignment across cross-functional partners and represent design in high-stakes strategic conversations.
  • Deep systems thinking with a track record of simplifying interconnected workflows.
  • Experience leading a team through an AI workflow transition and establishing new norms and standards.
  • Clear, direct communication and storytelling skills.
  • A strong connection to Gusto’s mission and the needs of small businesses.
  • Experience with uncertainty, graceful error handling, and preserving user agency in AI-driven experiences, especially in high-stakes contexts (preferred).

Benefits

  • Competitive base pay with equity (RSUs).
  • Competitive compensation packages with a strong emphasis on equity-based compensation.
  • Cash compensation of $172,000–$215,000/year in Denver and most remote locations.
  • Cash compensation of $202,000–$253,000/year in San Francisco, Seattle, and New York.
  • Full-time employee benefits package.
  • Office-based hybrid schedule for employees in Denver, San Francisco, and New York City: approximately 2–3 days per week in office.
  • Secure, reliable, and consistent internet connection supported for approved remote work arrangements.
  • Reasonable accommodations available for qualified individuals with disabilities and disabled veterans during the application process.

Interested in this position?

Apply directly on the company website

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