gusto
Product Designer, Retirement
At a Glance
- Location
- Denver, CO;San Francisco, CA;New York, NY;
- Experience
- 8+ years
- Posted
- 2026-04-01T19:29:41-04:00
Key Requirements
Domain Knowledge
- Engineering
- Finance
- Healthcare
- Insurance
- Medical
Benefits & Perks
stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on
Requirements
8+ years in product design, with a portfolio showing end-to-end shipped work and the impact it drove
High bar for craft across interaction design, information architecture, and visual design—especially for complex, form-heavy workflows
Demonstrable AI fluency in your design practice — not just familiarity with tools, but evidence of AI changing how you prototype, test, and ship.
We'll ask you to show this, not just describe it.
Comfort moving between design and code — whether that means shipping UI improvements directly, working closely in the codebase with engineers, or using AI-assisted tools to close the gap between prototype and production.
Bonus: Comfortable tackling content design aspects (making complex concepts understandable)
Responsibilities
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).
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.
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 Company
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.