RemoteLeaf Logo
Log in Sign up

Senior Product Design Manager, Payroll

1 month, 3 weeks ago
United States
Full-time
Lead
Design Lead
Product Management
UX Design
Apply Now
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
View All Jobs 8

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

CannonDesign

Project Designer IV

CannonDesign 1K-5K Professional Services

CannonDesign’s Yazdani Studio in Los Angeles is seeking an architectural design leader to help shape large-scale projects from concept through construction while advancing design excellence across the team.

United States Full-time Lead Design Lead
$97k-$122k
21 minutes ago
Headway

Design Director, Provider Experience

Headway 251-1K Health Care Providers & Services

Headway is hiring a design leader to own the vision and execution of its AI-first provider EHR experience, helping mental health providers run their practices on a platform that scales care delivery.

United States Full-time Lead Design Lead
$250k-$312k
Design Systems Microservices
8 hours, 58 minutes ago
Doist

Brand Design Lead

Doist 51-250 Internet Software & Services

Doist is hiring a Brand Design Lead to shape the Todoist brand’s visual identity, guide the brand design team, and partner across the company to deliver cohesive, high-impact brand and campaign experiences.

Anywhere Full-time Lead Design Lead
Design Systems Prototyping
9 hours, 57 minutes ago
CannonDesign

Design Leader II

CannonDesign 1K-5K Professional Services

CannonDesign is seeking a Design Leader to guide project design, office culture, and client development while advancing the firm’s Living-Centered Design practice.

United States Full-time Lead Design Lead
1 day, 8 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