Senior Product Designer (AI-native)

Senior Product Designer (AI-Native)

Company Description

Supercrew is one of Manitoba’s fastest growing tech companies, building the world’s best time-tracking app for construction crews and un-desked teams. Our mission is to automate complicated tasks for the hardest working people in the world. We’re building an AI-native product team — we use AI every day to research, design, and ship faster.

The Role

We’re hiring a Senior Product Designer to join our product team and shape the future of the Supercrew experience. You’ll play a key, hands-on role in shaping the product, leading design from inception to delivery, and partnering closely with product, development, and leadership in translating business needs and user feedback into effective design solutions.

This is an AI-native design role. AI tools are part of how you work every day — for research, concepting, prototyping, writing, and specs. You’ll also help shape how our whole design team uses AI.

You’ll be designing for busy, non-technical users working in real-world environments, where speed, clarity, and well-designed solutions matter.

This role is ideal for someone who enjoys taking extreme ownership of their work, blending strong UX thinking with high-quality visual design and an AI-first way of working, and who thrives in a fast-moving, collaborative environment.

This is a full-time, in-office role based in Winnipeg, MB, with flexibility for some remote work.

What You’ll Be Doing

Design ownership:

• Take end-to-end design ownership on meaningful product features — from concepting through polished, shipped execution.
• Contribute to our cross-platform design system in Figma — add and refine components, apply tokens consistently, and help keep documentation current across iOS, Android, and web.
• Create wireframes, flows, interactive prototypes (including coded prototypes built with AI tools), and high-fidelity UI designs that are handoff-ready.
• Iterate on designs based on feedback, testing, and evolving product needs.
• Ensure design consistency across product and marketing touchpoints.

AI-native design practice:

• Use AI tools at every stage of the design process — research synthesis, concepting, copy, prototyping, specs, and design QA (checking the built product against the design).
• Build working, coded prototypes with AI tools (for example Claude or Figma Make) so we can test real interactions before engineering builds them.
• Create reusable AI workflows for the design team — prompts, templates, and instructions that use our design system and specs to produce consistent work faster.
• Use AI to analyze customer feedback, support conversations, and product data at scale, and turn what you find into design decisions.
• Help set the team’s standards for AI use — where it speeds us up, where it needs human judgment, and how we check its output before it ships.

Cross-functional partnership

• Partner with Product and Engineering to define problems, explore solutions, and ship impactful product work.
• Translate user needs, business goals, and technical constraints into intuitive and elegant experiences.
• Help shape product direction in ambiguous areas — not just execute against defined requirements.
• Advocate for design quality and user experience across the organization.

Research and voice:

• Use product and behavioural data to identify friction points and improve activation, engagement, and retention.
• Participate in customer research — interviews, diagnostic flows, field validation — and translate findings into design decisions, using AI to synthesize them quickly.
• Contribute to voice and terminology consistency across product, marketing, and brand touchpoints.

Team partnerships:

• Collaborate closely with our design team on parallel workstreams — splitting scope, trading feedback, and raising the bar for each other through regular peer review.
• Contribute to major design initiatives (brand system, IA framework, platform tracks) in partnership with the Head of Design — you'll help execute and shape these.

What We’re Looking For

Experience

• 5+ years of experience designing SaaS products, with a portfolio demonstrating SaaS work you've contributed to end-to-end — case studies that show the problem, what you owned, what shipped, and what you learned.
• At least one case study should show how you used AI in your process — what you used it for, what it changed, and what you threw away.
• Solid understanding of UX/UI principles, best practices, and product thinking.

AI-native workflow:

• AI is part of how you design every day, not an experiment. You see AI as a force multiplier, not a curiosity.
• Hands-on with LLMs (large language models, such as Claude or ChatGPT) for research synthesis, copy iteration, spec writing, and rapid concepting.
• You can turn an idea into a clickable, coded prototype with AI building tools (for example Claude Code, Cursor, v0, Lovable, or Figma Make) without waiting for engineering.
• Strong judgment about AI output. You can tell when it’s wrong, when it’s generic, and when the work needs a human — and you can explain how you check it.
• You keep up with new AI tools, try them on real work, and share what works with the team.

Core craft:

• Design systems literacy. You've worked inside a component-based design system in a real product environment and understand why systems matter.
• Native mobile design fluency. Comfortable with iOS (Human Interface Guidelines) and Android (Material 3) conventions, and able to design mobile-first with platform-appropriate patterns.
• High attention to detail across layout, typography, and interaction design.
• Strong copywriting / UX writing instinct. You understand that in a mobile-first, glance-able product, the words do a lot of the work.

Research and problem-solving:

• Comfort participating in user research — interviews, diagnostic flows, field validation — and translating findings into design decisions.
• Ability to translate complex ideas into clear, user-friendly design solutions, including designing complex workflows for non-technical users.
• Experience working in ambiguous, fast-moving environments where you help define the problem — not just the solution.

Tools and workflows:

• Proficiency in modern design tools, including Figma (advanced).

Collaboration:

• Comfortable giving and receiving thoughtful, constructive design feedback.
• Strong communication skills and the ability to collaborate effectively with cross-functional teams.
• Ability to take ownership of projects and manage priorities in a fast-paced environment.

Nice-to-Haves

• Experience designing for non-desk workers, field software, or trades/logistics/industrial products.
• Familiarity with brand systems and design system documentation workflows.
• Basic understanding of front-end development constraints.
• Comfort iterating quickly and adapting designs based on feedback, data, and company direction.
• Experience designing AI features inside a product — for example assistants, smart suggestions, or automation — including how they show confidence and handle mistakes.