Product Design Technologist Sr

Dayforce is a global human capital management company headquartered in Toronto and Minneapolis. They are seeking a Senior Design Technologist to bridge Product Design and Engineering through rapid prototyping and AI-powered experience development.

Responsibilities:

• Build rapid prototypes ranging from interactive design explorations to coded, production-quality UI implementations
• Translate ambiguous product concepts into concrete interaction models, workflows, and UI patterns
• Partner with Engineering to align prototypes with scalable architecture, APIs, performance standards, and accessibility requirements
• Accelerate decision-making through iterative testing and refinement
• Prototype AI-driven workflows such as assistants, guided task completion, conversational interactions, and agent-based automation
• Design human-in-the-loop patterns that maintain transparency, user control, and review before execution
• Implement structured outputs, tool/function calling, and workflow orchestration within prototypes
• Apply grounding and retrieval strategies to ensure generated outputs are accurate and contextual
• Contribute to evaluation frameworks that measure usefulness, correctness, safety, and latency
• Contribute to and extend Dayforce’s design system, including components, tokens, patterns, and documentation
• Build reference implementations and living prototypes that support reuse across product teams
• Strengthen design-to-development workflows, ensuring alignment between Figma assets and production components
• Advocate for accessibility (WCAG compliance), responsive design, and performance best practices
• Incorporate responsible AI principles into product interactions, including transparency, security, and privacy safeguards
• Collaborate with Legal, Security, Privacy, and AI teams to ensure AI features meet enterprise compliance standards
• Ensure AI-powered workflows appropriately reflect permissions and sensitive people data constraints
• Mentor designers and engineers on prototyping techniques and AI UX patterns
• Share best practices for AI-assisted development and modern front-end tooling
• Influence product and engineering decisions through technical credibility and execution excellence

Requirements:

• 6+ years of experience in Design Technologist, UX Engineer, Front-End Prototyper, or similar hybrid design/engineering roles
• Strong portfolio demonstrating shipped products and high-fidelity prototypes
• Proficiency in: TypeScript / JavaScript, Modern HTML and CSS, React or comparable modern UI frameworks, API integration and front-end state management
• Experience collaborating closely with product and engineering teams in enterprise SaaS environments
• Working knowledge of accessibility standards (WCAG) and inclusive design principles
• Hands-on experience prototyping LLM-powered features
• Familiarity with: Prompt/system instruction design and iteration, Retrieval-augmented generation (RAG) concepts, Structured outputs and tool/function calling, Agent-style workflow orchestration
• Experience evaluating AI outputs for accuracy, reliability, and user experience quality
• Ability to responsibly use AI-assisted coding and design tools while maintaining engineering rigor
• Experience building or maintaining enterprise design systems
• Background in HR, payroll, workforce management, or highly regulated enterprise platforms
• Experience designing conversational UX or multi-step automated workflows
• Familiarity with experimentation frameworks and UX research collaboration
• Experience creating internal tooling or prototyping frameworks to scale design velocity