Senior Product Designer in Toronto

The global population is aging, and the need for home care is growing each year. Unfortunately, at a time when care is needed more than ever, the home care industry is facing a crisis – a shortage of care workers. At Caribou, we're on a mission to solve the caregiver crisis. When caregivers feel valued, recognized, and financially secure, they stay longer, deliver better care, and strengthen our communities.

Caribou is building the engagement infrastructure for the home care workforce and the agentic layer for home care operations. Our platform interfaces with office staff and front-line caregivers to facilitate meaningful recognition, stronger relationships, and operational efficiency.

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.
• 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.
• A continuous connection to our users. Build a regular research cadence with caregivers and coordinators through interviews, usability testing, call listening and other methods.
• Our product design quality bar. Define what 'simple enough' means in practice, check flows against it before they ship, and sweat the details.
• Our design system. Evolve a design system that makes it easier 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 product.
• 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.

Other Important info:

• Use of AI: Every application is reviewed by a human, and a member of our team will be present for every interview. Like many companies today, we use AI note-taking tools to help capture conversations accurately, and some interviews may be recorded for training or review purposes.
• Equal Opportunity Employer: At Caribou, we understand the value of having a diverse team. We believe in providing equal opportunity employment regardless of race, national or ethnic origin, color, religion, age, sex, sexual orientation, gender identity or expression, marital status, family status, genetic characteristics, disability, and conviction.