UX/UI Designer, Design Systems Consultant (AI-Fluent)

Please note, this posting is to highlight joining Right Side Up's talent collective specifically and is not representing an internal full-time role, or a current opportunity with a client.

Right Side Up is a collective of premium marketing talent, with all of the marketing chops, and none of the agency fluff. We're trusted by the most respected early-stage ventures, the fastest-growing tech companies, and well-established Fortune 500 teams to do one thing better: growth. We have over 1,400+ clients including Stitch Fix, Sephora, Yelp, Sun Basket, Crunchbase, DoorDash, Calm, and more.

About the Role

Responsibilities

• Audit existing design systems for structural gaps: tokens versus variables, component architecture, and missing or outdated documentation.
• Resolve foundational issues (naming, token structure, variable setup) so a design system translates cleanly into documentation and code, without introducing breaking changes for engineering.
• Build and maintain design system documentation, covering components, patterns, usage guidelines, and variant rules, in a structured format built for AI-fluent workflows and legible to both humans and AI tools.
• Configure and maintain AI-tooling connections between design platforms (Figma, documentation platforms) and AI coding or design assistants (Claude, Claude Code, Cursor, Figma Make, GitHub Copilot, and similar), often via MCP-style integrations.
• Extract undocumented institutional knowledge from designers and engineers and turn it into clear, actionable documentation.
• Establish or refine governance models, contribution workflows, and success metrics so a design system stays healthy after the engagement ends.
• Collaborate closely with design and engineering stakeholders, translating between the two without needing to write production code.
• Stay current on evolving AI-assisted design and design-to-code workflows as the tooling landscape shifts.

Requirements

• Strong experience in design systems, UX/UI design, or design engineering, with real depth at the foundational level (tokens, variables, component architecture), not just visual component work.
• Genuine, hands-on fluency with AI-assisted design or coding tools, and enough technical comfort to configure AI-tooling connections rather than just use them.
• Strong written communication skills. A lot of this work is turning tribal knowledge into documentation other people (and AI tools) can actually rely on.
• Comfortable working independently on defined, timeboxed engagements with light day-to-day oversight.
• Adaptable to different company environments, including regulated or compliance-sensitive ones where design-to-production handoffs stay manual by design.

Tools & Platforms

• Figma, including Dev Mode, variables, and component architecture.
• Design system documentation platforms: zeroheight preferred, with Supernova, Backlight, Frontify, or similar also valued.
• AI-assisted design and coding tools: Claude, Claude Code, Cursor, Figma Make, GitHub Copilot, and other MCP-compatible platforms.
• Familiarity with how design tokens map into code (CSS variables, JSON tokens, Style Dictionary-style pipelines) is a plus.

Why Right Side Up