Principal Product Designer at Rootly (S21) $150K - $200K CAD AI-native on-call and incident response carefully crafted to help modern teams prevent and resolve incidents faster Toronto, Ontario, CA / Remote (Toronto, ON, CA) Full-time US citizenship/visa not required 6+ years About Rootly At Rootly, we are a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable. We do this by building an industry leading incident management platform that allows companies around the world consistently and quickly resolve incidents. We are not simply transforming an industry, we are carving an entirely new +$B segment ourselves and need incredible talent to achieve this ambitious goal together. Customers love Rootly. Some of the fastest growing companies around the world such as NVIDIA, Figma, Canva, Tripadvisor, Squarespace and more rely on Rootly to power their critical incident management process. They obsess over our delightful enterprise-ready platform and unique partnership model. See why our customers have reviewed us 5 stars on G2. Investors love Rootly. We are backed by some of the most respected funds in the world from Y Combinator to operators like the CTO of Dropbox and GitHub. We'd be happy to disclose our entire funding and profitability picture live during the interview. As a culture we relentlessly put transparency first. We conduct monthly financial reviews as a team so everyone has a pulse on the health of the business and publish what we are building in our weekly changelog. About the role Skills: Figma About Rootly At Rootly, we are on a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable. We do this by building an industry-leading incident management platform that allows companies around the world consistently and quickly resolve incidents. We are not simply transforming an industry, we are carving an entirely new +$B segment ourselves and need incredible talent to achieve this ambitious goal together. Customers love Rootly. Some of the fastest growing companies around the world such as NVIDIA, Figma, Canva, Tripadvisor, Squarespace and more rely on Rootly to power their critical incident management process. They obsess over our delightful enterprise-ready platform and unique partnership model. See why our customers have reviewed us 5 stars on G2. Investors love Rootly. We are backed by some of the most respected funds in the world from Y Combinator to operators like the CTO of Dropbox and GitHub. We'd be happy to disclose our entire funding and profitability picture live during the interview. As a culture we relentlessly put transparency first. We conduct monthly financial reviews as a team so everyone has a pulse on the health of the business and publish what we are building in our weekly changelog. About the Role This is a rare opportunity to define the design culture at Rootly and set the standard for world-class UX in our industry. As our Principal Product Designer, you will be the driving force behind intuitive, elegant, and high-impact user experiences. You will lead by example—designing products that just make sense and delight users with their simplicity and effectiveness. We are looking for someone who has incredible product sense, can move fast, and push the boundaries of what’s possible in enterprise software design. You will have an outsized influence, shaping the user experience across our entire product while mentoring and elevating the team around you. If you thrive in environments where speed, clarity, and taste matter, where ownership is rewarded, and where your designs will be in the hands of thousands of users daily, this is the place for you. What You’ll Do Define and own the end-to-end user experience across all of Rootly’s products, ensuring that every interaction is frictionless, intuitive, and delightful. Set the gold standard for UX and UI design - leading the charge in making complex workflows feel effortless. Move fast and design with conviction - delivering high-quality work without getting stuck in endless iterations. Act as a force multiplier for the team, providing mentorship, raising the quality bar, and enforcing design standards across the entire company. Drive a culture of taste and craftsmanship, ensuring that everything we ship is polished, purposeful, and impactful. Partner closely with engineering, product, and leadership to influence the roadmap and advocate for user needs. Enforce consistency and cohesion in UI patterns, interaction models, and visual design across the entire product. Champion simplicity - distilling complex problems into beautiful, intuitive solutions. Think holistically about design systems - leading the creation and governance of our design language and component libraries. Leverage data, customer insights, and product intuition to make informed design decisions. Bring a bias toward action - proactively identify and solve UX challenges before they become bottlenecks. What We’re Looking For 8+ years of experience in UX/UI design, with a strong track record at companies known for exceptional product design and usability. A deep understanding of product design - not just UI, but how users think, behave, and interact. Exceptional visual and interaction design skills - you can design interfaces that are not only beautiful but also highly functional and effortless to use. A relentless focus on intuitive design. You sweat the details and remove friction wherever you find it. Experience designing and enforcing a design system, ensuring consistency at scale while enabling speed and flexibility. A natural leader who uplifts those around them - mentoring, guiding, and instilling a culture of design excellence. Product instincts that rival a PM’s. You think beyond pixels and deeply understand user problems, business impact, and engineering trade-offs. The ability to move fast without compromising quality. You know when to polish and when to ship. A passion for system thinking. You see how everything connects and design scalable patterns that simplify the experience. Strong communication skills. You can articulate design decisions clearly, advocate for users, and collaborate effectively across teams. A high sense of ownership and accountability. You don’t wait for direction - you identify what needs to be done and make it happen. Experience working closely with engineers and understanding the trade-offs between design vision and technical constraints. Why Rootly? We’re not just another startup. We’re building something category-defining and want teammates who crave ownership, love solving hard problems, and thrive in a high-bar, high-impact environment. Here’s what you can expect when you join Rootly: Competitive compensation and early equity in a fast-growing, venture-backed company. Comprehensive medical, dental, and vision coverage. 3 weeks of vacation, plus unlimited sick and mental health days, and a company-wide end-of-year shutdown to recharge. MacBook Pro of your choice to help you do your best work. $1,000 annual stipends for health and wellness and home office setup. Learning and development budget at your discretion to support your growth. A fast-moving, high-impact environment where your leadership and ideas directly shape the future of the company. If you’re a world-class designer who obsesses over beautiful, intuitive UX, has incredible product sense, and wants to shape the future of incident management, we’d love to hear from you. Rootly is an equal opportunity employer. We aim to create an environment where every team member at Rootly feels like they belong so they can have a greater impact on our business and customers. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Technology Rails, Postgres and Redis in the backend Sidekiq for background jobs Hosted on AWS with Heroku Terraform for infrastructure as code GitHub, Slack, Notion Interview Process Phone Screen with Recruiter Hiring Manager Call Portfolio Review In-person interview with Founder, Engineering Leader and Product Lead