Senior Product Manager, AI Caribou is looking for a Senior Product Manager to help shape the next generation of products supporting home care organizations, caregivers, and the people they care for. Our product suite has expanded significantly, including Rewards and new agentic products across shift booking, EVV reminders, and customer support. Now, we're looking for a Senior Product Manager who can take meaningful ownership of these products, deeply understand our users, and turn promising products into products that consistently deliver measurable outcomes.

This is an opportunity to build at the intersection of AI, healthcare, and workforce technology , with significant autonomy and direct access to a highly engaged user base. You'll work closely with our Head of Product, Engineering, Data, Design, Customer Success, and other teams to determine what we build, how we measure success, and how we continuously improve the value our products deliver. EVV support, clock-in reminders, and new agentic surfaces where AI can meaningfully take work off a coordinator’s plate.

Define clear product success metrics and take ownership of improving them, with a focus on end-user adoption, engagement, customer ROI, and business outcomes Own product roadmaps, priorities, key milestones, and release schedules while balancing customer needs, technical considerations, and company strategy Build and iterate on agentic product experiences , identifying where AI can meaningfully improve workflows and deliver value for caregivers and home care organizations Work closely with Engineering in a fast-paced AI product environment, using modern AI tools to prototype, explore solutions, and accelerate product development Develop a deep understanding of our users through continuous research, customer conversations, product data, and feedback from our customer-facing teams Prioritize experiments and features based on customer feedback, data, business impact, and strategic goals Partner closely with Engineering, Data, Design, Customer Success, Marketing, and other teams to deliver high-quality,



customer-centric products Use data and analytics to understand product performance, identify opportunities, and drive measurable improvements in engagement and outcomes Support go-to-market strategies for new products and features, ensuring customer-facing teams understand the product, its value, and how to position it effectively Help connect our product roadmap to Caribou's broader business and revenue goals while maintaining a strong focus on delivering real value to our customers and end users Continuously evaluate market developments, customer needs, and emerging AI capabilities to identify new product opportunities 5+ years of product management experience , ideally building and scaling B2B SaaS products in a fast-paced environment ~ Hands-on experience building and deploying agentic or AI-powered products into production , with an understanding of what it takes to move beyond prototypes and deliver reliable user value ~ A strong technical foundation and the ability to work deeply with engineers, understand technical tradeoffs, and use modern AI development tools such as Claude to prototype and explore ideas ~ Experience working in a fast-moving AI product environment , where technology, customer expectations, and product possibilities are evolving quickly ~ Experience using product data, customer insights, and experimentation to drive measurable improvements in adoption, engagement, or business outcomes ~ Strong product judgment and the ability to balance user needs, technical constraints, speed, and commercial impact ~ Excellent communication and collaboration skills,



with the ability to align technical and non-technical stakeholders around product decisions ~ Genuine empathy for customers and end users and a desire to build technology that improves people's day-to-day lives Bonus points Experience building B2B2C products where both the customer and end-user experience matter Experience building products with high-frequency end-user engagement, such as workforce technology, HR tech, consumer/mobile applications, or gaming You’ll have the opportunity to take AI products beyond demos and experiments and turn them into experiences that deliver tangible value for real users. We have a highly engaged community of caregivers and customers, giving you a continuous feedback loop to understand what’s working, what isn’t, and what we should build next. Your work can help make caregivers’ jobs easier, improve their experience at work, and ultimately contribute to better care.

Join us at an exciting stage of growth. 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 Help solve one of society’s most important challenges - the caregiver shortage. 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. Competitive salary, stock options, and healthcare benefits and summer half-days.

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 capture conversations accurately, and some interviews may be recorded for training or review purposes. Any use of AI is intended to support our team, not replace human decision-making in the hiring process.

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.

📌 Remote Senior Product Manager (Toronto)
🏢 Caribou
📍 Toronto