Role Summary
As our Senior Product Designer, your job is to make every interaction with Caribou feel simple, intuitive and worth coming back to. Whether someone is picking up an open shift, earning a reward, managing their workforce or interacting with one of our voice agents, they shouldn’t need training or a support call to figure out what to do next.
You’ll be the senior designer on a small, highly collaborative product team, partnering closely with Product, Engineering and Customer Success. You’ll shape experiences across web, mobile, SMS, push and voice, while helping establish the design quality bar across our products.
What you will be doing
- The caregiver and coordinator experience, end to end. Design journeys that span individual features and channels, from a caregiver discovering an open shift to working it and getting rewarded, or a coordinator posting a shift to seeing it filled. You’ll partner with PMs on the outcomes we’re trying to achieve and own how those experiences come to life
- Rewards, engagement and experiences caregivers genuinely want to use. Help us rethink how points, recognition, challenges, personalization and other engagement loops can motivate caregivers and bring them back. You’ll prototype ideas, test them with real users and use data to understand what deserves to scale
- A continuous connection to our users. Build a regular research cadence with caregivers and coordinators through interviews, usability testing, call listening and other methods. Turn what you learn into clear insights that influence what we build and how we build it
- Our product design quality bar. Define what 'simple enough' means in practice, check flows against it before they ship,and sweat the details and help the team recognize when something needs another iteration
- Our design system. Evolve a design system that makes it easier, not harder, for stakeholders to build consistent, high quality experiences quickly
What Success Looks Like in Your First 6 Months
- You’re regularly talking to caregivers and coordinators and bringing those insights directly into product decisions
- A key caregiver or coordinator journey you’ve redesigned is easier to complete, with product data showing measurable improvement
- We’re seeing fewer “how do I…?” questions for experiences you’ve redesigned
The team has a clearer, shared definition of what great product design looks like at Caribou
Nothing ships without passing the quality bar you defined
At least one voice or conversational experience you’ve helped redesign is live, with real interactions helping us iterate on it
About you
- 5+ years designing digital products, including at least one mobile consumer app and one B2B or operational products
Shipped products that you’ve lived with beyond launch, measuring what happened, learning from users and iterating based on what you found.
A portfolio that shows how you think, not just beautiful final screens but the problem, your process, the trade-offs you made and what changed after launch
Experience designing for people who aren’t tech enthusiasts: frontline, hourly or users with mixed digital literacy
Hands-on research experience, including interviews, usability testing and synthesizing insights into product decisions.
An MVP instinct: you keep the end vision in mind but ship in small steps and check each one
The ability to explain your design rationale to PMs, engineers and leadership,and to change your mind when the evidence says so
Built, owned or meaningfully evolved a design system that engineers actually use
Comfort using qualitative and quantitative data to understand whether a design is actually working
Comfort operating in a fast-moving environment where you won’t have a dedicated researcher, copywriter or specialist to hand work off to
Nice to haves
- Experience with conversation design, voice UX or AI-powered products
- Experience designing products across multiple languages, specifically French and Spanish
- Experience in healthcare, staffing, workforce technology or another complex operational environment
Good to know
- This is a full-time role open to candidates based in Toronto or Montreal
- We work remotely, with opportunities to come together in person for company retreats, team events,and customer meetings throughout the year
Compensation
The salary range for this role is $120,000 to $160,000
Why You’ll Love Working Here
Purpose with impact: Help solve one of society’s most important challenges - the caregiver shortage.
Award-winning company: Caribou is a Top 10 Fast-Growing Technology Company in Canada (The Globe and Mail 2026.
Hybrid work-culture: The team primarily operates out of Toronto with one day a week in-office. Options to work remotely - we just care about getting the best work done.
Compensation & perks: Competitive salary, stock options,and healthcare benefits and summer half-days.
Values-driven team: Low-ego, high-character people who move fast, stay humble,and sweat the details
