Manager, DevOps

About Us

Sunwing Vacations Group is home to North America’s largest vacation brands, comprised of the leading Canadian leisure tour operators Sunwing Vacations and WestJet Vacations, along with the growing United States based tour operator Vacation Express, together with the Group’s own travel retail businesses SellOffVacations.com and Luxe Destination Weddings. Our culture is driven by our EPIC Values (entrepreneurial, passionate, innovative, and customer-centric) and our teams work together to deliver our purpose “passionate people making vacation dreams come true”.

The Opportunity

Under Sunwing Vacations, we are looking for a Manager, DevOps to join us in making vacation dreams come true. As the Manager, DevOps you will be responsible for defining, implementing, and evolving DevOps practices, platforms, and processes to enable reliable, scalable, and efficient software delivery across the organization. In this role, you will act as a technical and operational leader, ensuring strong alignment between Development, Infrastructure, QA, and Product teams, while driving automation, standardization, and continuous improvement. You will also ensure that CI/CD pipelines, environment management, release processes, and operational practices enable high-quality and predictable delivery outcomes.

The position reports to the Director, Application Development and will be located in Toronto, ON.

What You’ll Do

• Define and lead the organization’s overall DevOps strategy, standards, and best practices
• Own and optimize CI/CD platforms (e.g., Azure DevOps) to ensure scalable, consistent delivery
• Drive adoption of Infrastructure as Code (IaC) and automation across environments
• Enable development teams with reusable pipelines, templates, and efficient tooling
• Align DevOps practices with Architecture and Infrastructure standards
• Evaluate and introduce new tools to improve delivery speed and quality
• Establish and enforce release management practices (branching, deployments, quality gates)
• Ensure CI/CD pipelines align with SDLC and Agile delivery processes
• Coordinate releases across teams, managing dependencies and ensuring production readiness
• Continuously improve delivery metrics like deployment frequency and failure rates
• Oversee environment management (dev, test, staging, prod) including provisioning and governance
• Ensure system reliability through monitoring, incident management, and operational automation
• Lead, mentor, and grow a high-performing DevOps team while supporting hiring and development

What You’ll Need

• Expert understanding of DevOps principles, practices, and culture
• Strong experience with CI/CD tools (Azure DevOps, pipelines, build/release automation)
• Strong experience with cloud platforms (Azure preferred)
• Experience with Infrastructure as Code (Terraform, ARM, Bicep or similar)
• Strong understanding of release management, branching strategies, and deployment models
• Experience with environment management and complex multi-team delivery landscapes
• Strong understanding of monitoring and observability tools (e.g., Dynatrace)
• Strong knowledge of platform and infrastructure concepts (Networking, Load Balancing, Security, Servers, VMs)
• Experience with containerization and orchestration (Docker, Kubernetes) is an asset
• Strong scripting and automation skills (PowerShell, Bash, or similar)
• Experience working in Agile / Scrum environments
• Strong communication and stakeholder management skills
• Strong troubleshooting and root cause analysis skills across application, infrastructure, and deployment pipelines
• 7-10+ years of DevOps experience, with at least 1-3+ years of Leadership experience preferred

What We Offer

• Hybrid Work Opportunities
• Great travel perks!
• Goodlife Corporate Discount
• Comprehensive benefits package
• RRSP Matching Program
• Growth opportunities
• Free Parking
• Open concept, collaborative workspace
• Fresh Café with delicious snacks and meals at a subsidized price!
• Opportunity to give back through our social responsibility initiatives
• See for yourself! @sunwinglife

We thank all who apply however only those who meet the qualifications will be contacted.

Diversity, equity, and inclusion - Diversity makes us EPIC; we strive to foster a culture where employees feel uniquely themselves and part of a team. Violence and harassment prevention and response - We partnered with White Ribbon to help us create a survivor-centric, trauma informed policy and educational programs used by all our divisions. Total wellbeing - Our approach is for holistic opportunities to help employees Be EPIC and Be Well. Learning and development - Our offerings are focused on the development of competencies, personal leadership, and leadership in groups and teams.

We are also committed to employment equity and to fostering an inclusive, accessible environment. We welcome applications from everyone. We will accommodate all applicants throughout the hiring process. If you are an individual who requires accommodation to apply to this position, please email recruiting@sunwing.ca