Lead Design Technologist, Design Systems - Remote

Lead Design Technologist, Design Systems
- Remote

R8030 Lead Design Technologist, Design Systems
- Remote (Open)

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CSAA Insurance Group (CSAA IG), a AAA insurer, is one of the leading personal lines property and casualty insurance groups in the United States. Here, every employee shapes our mission. We build innovative, human-centered solutions that help AAA members prevent, prepare for, and recover from life's uncertainties. You will join a collaborative, inclusive culture where your strengths have room to grow and your ideas can drive real impact.

Step into a role where you can contribute to our shared success through meaningful work.

We are actively hiring for a Lead Design Technologist, Design Systems
- Remote!

Your Role: The Lead Design Systems Technologist is a senior individual contributor responsible for building and evolving the technical foundation that enables consistent, high-quality digital and AI experiences across CSAA. This role translates UX standards, interaction patterns, and future-state system designs into scalable, reusable technical assets such as components, design tokens, APIs, shared packages, and implementation patterns that can be used by both development teams and AI-enabled systems.

Working closely with UX, CX, Engineering, Architecture, and Workflow and Systems Design, this person connects design intent with technical implementation, helping ensure solutions can be reused across applications, channels, workflows, and AI experiences rather than rebuilt each time.

Your Work:

Lead the Technical Structure of the Enterprise Design System

• Define and maintain the technical structure of the design system, including how components, tokens, patterns, shared packages, reusable capabilities, and reference implementations are organized and relate to one another.
• Partner with UX Design to translate approved patterns, templates, and design decisions into scalable structures in code, including component APIs, design tokens, shared packages, and implementation standards.
• Maintain the connection between design tooling and code so approved UX definitions can be implemented accurately and consistently in production.
• Define how design-system assets are structured, composed, governed, and versioned in code so they can be reused consistently across products and applications.
• Partner with UX and platform teams to resolve how CSAA's design standards and technical system assets translate into third-party platforms such as Pega and Guidewire, where CSAA does not control the underlying design system. Define what can be reused directly, what requires platform-specific implementation, and where documented extensions or exceptions are needed.
• Define clear ways to contribute, update, deprecate, and version shared system assets without disrupting the teams that depend on them.
• Set clear criteria for what should become a shared system asset versus what should remain specific to one product, platform, or solution.

Extend the Design System to AI

• Define and maintain the technical design-system foundations needed for AI models and AI agents, including:
• Foundations - shared system prompts, voice and tone standards, refusal and escalation behavior, and safety policies that downstream AI experiences inherit.
• Capabilities - reusable skills, tool and function definitions, Model Context Protocol (MCP) servers, and approved retrieval and context sources.
• Interfaces & contracts - standards for how AI agents exchange context, call tools and services, return structured outputs, handle permissions, and interact with other systems and AI agents.
• Patterns - reusable prompt templates, reasoning and orchestration patterns for handoffs, delegation, human review, and…