Job Overview
Location
Denver, CO;San Francisco, CA;New York, NY;Los Angeles, CA;Seattle, WA;Toronto, Ontario, CAN - Remote
Job Type
Full-time
Category
Product Management
Date Posted
June 22, 2026
Full Job Description
đź“‹ Description
- • Lead end-to-end design strategy and execution for Gusto’s contractor products, guiding the evolution of foundational workflows used by small and medium business owners and independent contractors.
- • Partner cross-functionally with Product, Engineering, Research, Data, Legal, Compliance, Operations, and Support to define problem spaces, align on priorities, and deliver solutions that balance customer needs with business objectives.
- • Translate qualitative research insights and quantitative data into intuitive, scalable, and accessible user experiences that support diverse contractor and employer workflows.
- • Champion inclusive and thoughtful design by actively participating in design reviews, providing constructive feedback, and contributing to the evolution of Gusto’s design standards and platform quality.
- • Apply AI fluency directly to design practice—using AI tools to rapidly prototype ideas, accelerate customer feedback cycles, and improve the quality and speed of contractor-facing product experiences.
- • Mentor and support fellow designers through thoughtful critique, knowledge sharing, and active participation in design community initiatives across Gusto.
- • Drive strategic planning and long-term vision for the contractor product area, influencing product direction from concept through launch and iterative refinement.
- • Own the design leadership role as an individual contributor for the Contractors team, ensuring cohesive, high-quality experiences across domestic and international contractor hiring, payment, and management systems.
- • Collaborate with stakeholders to navigate ambiguity and translate complex regulatory, operational, and user needs into clear, actionable design outcomes.
- • Ensure all designs meet accessibility standards and consider the full spectrum of user contexts, including non-technical users managing payroll and compliance for the first time.
- • Maintain alignment with Gusto’s mission to empower small businesses by designing experiences that simplify the complexities of contractor management.
- • Engage with AI tools as a core part of daily workflow, not as an optional add-on, to enhance efficiency, creativity, and decision-making in the design process.
- • Represent the design team in cross-functional leadership meetings, advocating for user-centered solutions and design excellence in product development decisions.
🎯 Requirements
- • 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
- • Demonstrated AI fluency in your design practice, using AI to prototype quickly, shorten feedback loops, and improve product experiences
🏖️ Benefits
- • Competitive base pay ranging from $146,000/yr to $222,000/yr depending on location
- • Equity compensation in the form of RSUs (restricted stock units)
- • Hybrid work model with 2–3 days per week in-office for employees based in Denver, San Francisco, New York, Los Angeles, Seattle, or Toronto
- • Access to Gusto’s Total Rewards philosophy including comprehensive benefits and equity
- • Opportunity to work in an AI-native design organization with tools and expectations integrated into daily practice
- • Inclusive workplace culture that values diversity and supports employees from all backgrounds
Skills & Technologies
See exactly how your profile matches this role — strengths, skill gaps, and what to do about them.
About Gusto, Inc.
Gusto is a cloud-based payroll, benefits, and human resources platform for small and midsize U.S. businesses. It automates payroll processing, tax filing, workers' compensation, health insurance, 401(k), time tracking, and employee onboarding while ensuring compliance with federal, state, and local regulations. Founded in 2011, the company serves over 300,000 customers and integrates with accounting, banking, and productivity applications to streamline back-office operations.
Subscribe to the weekly newsletter for similar remote roles and curated hiring updates.
Newsletter
Weekly remote jobs and featured talent.
No spam. Only curated remote roles and product updates. You can unsubscribe anytime.
Similar Opportunities
Ever AI Technologies Inc.
3 months ago
Engine Group Holdings, Inc.
3 months ago
Netomi AI Inc.
3 months ago
UAB "Oxylabs"
2 months ago