Director of Cloud Engineering

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
• Hybrid role: 3X a week in office every 2 weeks
• Office located in North York

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