Senior Product Design Manager, Payroll

2 months, 1 week 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

Apply Now

Similar Roles

Director of Product Design and Research

Stack Overflow 251-1K Internet Software & Services

Stack Overflow is hiring a Director of Product Design and Research to lead how its enterprise knowledge platform is designed, researched, and delivered in an AI-first, remote-first environment.

UI Design
1 day, 1 hour ago

Sr. 3D Game Artist

Creative Chaos 251-1K Internet Software & Services

A game studio is seeking an Art Director to shape the creative vision, visual style, and art production for its games while guiding the team and external partners.

2 days, 1 hour ago

Design Director, Product Design

Instrument 251-1K Media

Instrument is hiring a Design Director to lead complex digital product and experience work for long-term client partnerships, shaping strategy and execution across multidisciplinary teams.

3 days, 1 hour ago

Principal Product Designer

Dropbox 1K-5K Internet Software & Services

Dropbox is hiring a Principal Designer to define AI-driven content activation experiences across its multi-product ecosystem and help shape how customers work with greater clarity, trust, and efficiency.

Prototyping
3 days, 2 hours ago

You're on a roll! Sign up now to keep applying.

Sign Up

Already have an account? Log in

Used by 14,729+ remote workers