Director of Cloud Engineering
Toronto, CanadaOn-siteFull-timeSenior · 10-15 yearsH1B likely
About this role
Our client is a fast-growing, purpose-driven organization on a mission to redefine the customer experience in the service industry. With their people-first approach, they’re scaling rapidly and transforming how everyday services are delivered — all while building a world-class workplace culture. Led by a visionary founder and a high-performing executive team, the company has experienced consistent double-digit growth and is on track to be a $1B company. They’ve built a reputation for operational excellence, innovation, and cultivating award-winning teams across North America. We’re looking for a strategic and hands-on Director of Cloud Engineering to lead a transformative cloud journey and architect the foundation of a modern, scalable tech ecosystem. This is a high-impact leadership role ideal for someone who’s passionate about innovation, experienced in large-scale digital transformation, and excited to build the infrastructure that supports rapid product delivery across multiple business lines. Cloud Strategy & Modernization: Own and lead the multi-year cloud transformation strategy — evolving legacy systems into scalable, secure, cloud-native platforms Enable product-led growth by building infrastructure that supports a portfolio of customer-focused services Drive standardization and scalability across multiple brands and business units Team Leadership & Growth: Build, grow, and mentor a high-performing cloud engineering team Foster a culture of ownership, technical excellence, and continuous improvement Infrastructure & Operations: Oversee cloud architecture, deployment, performance, and disaster recovery strategies Ensure reliability, severability, and high availability across environments Collaboration & Enablement: Work closely with Engineering, Product, Security, and Data teams to deliver reliable, self-serve infrastructure Enable agile product teams with the tools and automation needed for fast, secure delivery Innovation & Optimization: Champion modern DevOps practices, infrastructure-as-code, and CI/CD pipeline Continuously seek out opportunities to improve scalability, reduce costs, and streamline operations Cost & Vendor Management: Manage cloud spend across business units and drive ROI through smart investment and vendor partnerships Lead negotiations and maintain strong relationships with cloud service providers Security & Compliance: Ensure infrastructure meets high standards for security, data governance, and compliance Collaborate with Security teams to implement and enforce controls and best practices Requirements Cloud Architecture Expertise: Deep experience designing and operating cloud environments (AWS, Azure, or GCP) supporting high-traffic, customer-facing platform Transformation Experience: Proven success driving cloud migrations or infrastructure modernization at scale Product-First Thinking: You understand how infrastructure empowers product and how to deliver speed without compromising security or performance Leadership DNA: A track record of hiring, growing, and retaining top engineering talent DevOps Savvy: Familiarity with infrastructure-as-code tools (like Terraform), containerization, CI/CD workflows, and severability platforms Strategic Communication: You think long-term, communicate clearly, and build trust across technical and non-technical teams Bonus Points: Experience supporting multiple brands or shared platforms across a distributed environment Benefits Join a team that’s a recognized leader in its industry Competitive compensation package with great benefits Focus on personal and professional growth A mission-driven, high-energy workplace that puts people first
