Product Designer (Design Systems)

We’re looking for a AI-native Design Systems Designer to join [REDACTED]’s Builder Enablement team — the team responsible for Workbench, [REDACTED]’s internal design system, and for how every designer and engineer at [REDACTED] ships high-quality work with AI assistance

This role sits at an exciting and genuinely new intersection: deep design systems craft combined with fluency in AI-assisted workflows

You’ll help evolve and maintain Workbench at a pivotal moment — we’re mid-Brand Refresh, actively building AI tooling to improve how builders interact with the system, and expanding how the design system serves LLMs and AI-assisted products as much as it serves human designers

We use [REDACTED] as a helper tool, but our deliverables are code. The level of this role is similar to/equivalent of a Senior Staff-level

The Builder Enablement team’s mission is to make high-quality, AI-assisted shipping the default for every builder at [REDACTED]

We own Workbench, [REDACTED]’s design system, but we also own how it gets expressed to AI tools and builders

Our work spans component design and documentation, token architecture, AI tooling (including MCP servers, prompt engineering, and eval systems), and supporting the broader design and engineering org in using the system well

We’re a small, tight-knit team of designers and engineers embedded within [REDACTED]’s design organization, led by our CDO, [REDACTED]

We care deeply about craft, systems thinking, and making complex things feel simple for the people who depend on us

Product Design at [REDACTED] is made up of over 70 creative, collaborative people who care deeply about our mission to empower small businesses and their employees

We’re a cross-functional bunch focused on Design, Research, Writing, Ops and Front-end Development who are always looking for opportunities to build understanding and empathy for the people who use [REDACTED]

We don’t care a whole lot about swim lanes and we work closely with our partners in Product, Engineering, Data, and Marketing to design, build and ship experiences that make a difference

We are passionate advocates for thoughtful, crafted, and inclusive experiences and we believe great design can make hard things possible, even delightfu

• Design and maintain Workbench components and patterns, including complex components with variables, variants, and tokenized styles
• Own and evolve semantic and functional token architecture as we execute the Brand Refresh and move toward theming
• Work closely with our engineering team to ensure component consistency including coded implementations — pairing on design decisions, reviewing implementations, contributing to technical plans, and committing your own PRs
• Contribute to AI tooling that helps designers and engineers use Workbench correctly — including structured documentation, storybook examples, and content that makes the system legible to LLMs
• Support product designers and engineers through Office Hours, [REDACTED], and async review
• Document and publish design decisions, usage guidance, and component rationale
• Participate in systemic decisions about component architecture, naming conventions, and migration strategy — especially in the context of the ongoing Brand Refresh

When approved to work from a location other than a [REDACTED] office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees

Benefits

• Gender-affirming care and support
• Family care and support, including family planning and fertility benefits
• A variety of mental health resources
• Medical, dental, and vision insurance for employees and dependents
• Free meals and refreshments at the office (conversation and community is an added bonus!)
• Paid vacation, sick time, bereavement, and holidays, paid leaves, sabbatical, and more