Senior Product Designer, AI Experience
$100,400–$100,400 year
HybridToronto, Ontario, Canada
Job Summary
Architect end-to-end design for complex, AI-assisted workflows from strategic problem framing to shipped product excellence. Design high-clarity generated-output experiences that show users what was created, what data informed it, and what step to take next. Establish reusable, global design patterns for AI review states, approval loops, data source visibility, recovery paths, and critical user privacy safeguards. Construct high-fidelity prototypes of complex AI behaviors early in the cycle to pressure-test product direction before engineering commits. Shape microcopy and UX writing for intricate AI moments, ensuring errors, status messages, and empty states feel human. Partner lock-step with Product, Engineering, and specialized AI teams to break down technical complexity into visible trade-offs. Conduct meticulous implementation reviews with Engineering partners to polish the AI experience before production. Work three days a week in the office (Tuesday-Thursday) with flexibility the rest of the week.
Required Qualifications
- Senior-Level Mastery: You bring an impressive track record of designing highly complex, workflow-heavy systems within B2B SaaS, enterprise, or platform products.
- Ambiguity Alchemist: You possess a proven ability to make sound, strategic design decisions and progress forward even when operating with highly incomplete or shifting technical data.
- Systemic Thinker: Your portfolio boasts gorgeous, end-to-end interaction design and system maps that prove your knack for organizing chaotic feature requests into clean product flows.
- Edge-Case Specialist: You don't just design the 'happy path'—you genuinely enjoy mapping out the hard parts like complex permissions, recovery states, error handling, and confirmations.
- AI-Native Workflow: You are a designer who already naturally utilizes next-gen AI tools (like Claude Code, Cursor, Codex, or similar) as a regular multiplier to accelerate your research, synthesis, and concept explorations.
- High-Context Communicator: You back up your design choices with sharp user insights, business value, and technical rationale while enjoying direct, collaborative dialogue with customers.
- Inclusive Designer: You hold a strong, working command of responsive design standards, localization needs, design systems management, and digital accessibility compliance.
- Three days a week in the office (Tuesday-Thursday)
Desired Qualifications
- AI Agentic Experience: You have hands-on experience designing workflows for conversational interfaces, assistant patterns, recommendation algorithms, or multi-step agentic systems.
- Domain Expertise: You bring a professional background in HR technology, enterprise learning systems, complex content authoring platforms, or massive knowledge management networks.
- Maker Mentality: You actively maintain side projects, build custom plugins, or spin up experimental prototypes that demonstrate you love to learn by rolling up your sleeves and creating.
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