Staff Product Designer, Retirement

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy . About Design at Gusto: Product Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful. We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry. About the Team: The Retirement team at Gusto builds financial products and services that help bridge the retirement gap for small business owners and their employees. With 401(k) plans designed to be affordable, easy to manage, and easy to understand, Gusto is working to make retirement accessible to small businesses and teams that have historically been underserved by the 401(k) market. We’re a collaborative group that values creativity, transparency, and a deep respect for our craft. We hold ourselves to a high bar and actively support one another so that we can do our best work. Our process incorporates using AI in our daily workflows to move faster, explore ideas, and increase our impact. From building tools that help individuals navigate their financial future to new retirement offerings, the Retirement team plays a central role in contributing to Gusto’s mission. About the Role: We’re hiring a Staff Product Designer to partner with Product, Engineering, Data (and Research) to shape strategy, align partner teams, and create a cohesive, high-trust retirement experience across the employer and employee journey. You’ll operate as the design lead for your projects—co-owning priorities, success metrics and driving alignment across Retirement and key partner teams (Payroll, Benefits, Support/Ops). Your scope will include: Improving both setup and account management to boost confidence, adoption, and retention to reduce contact rate and confusion. Creating a more connected journey between payroll and retirement by designing across the seams of product, operations, and support—where the hardest and most interesting problems live. Designing flexible, scalable patterns across Retirement, integrating seamlessly with adjacent payroll and benefits touchpoints. Apply discerning design judgment to determine when and how to effectively incorporate AI to enhance the experience. If you’re energized by ambiguous problem spaces, high-trust financial experiences, and designing workflows that make complex decisions feel clear and confident—this role is for you. Here’s what you’ll do day-to-day: Strategic Vision Partnership: Partner with Product Management to define the customer problems to solve, the strategy to solve them, and the measurable outcomes that matter—across activation, engagement, and retention. Data and research informed iteration: Collaborate with Data and Research to understand funnel drop-offs, behavior over t ... (truncated, view full listing at source)