Senior DevOps Engineer

Five9

7h

About The Position

Join us in bringing joy to customer experience. Five9 is a leading provider of cloud contact center software, bringing the power of cloud innovation to customers worldwide.
Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves.
As part of the Product Engineering organization, the Senior DevOps Engineer will play a key role in building, operating, and enhancing Cloud Platform CI/CD pipeline capabilities that support highly available and scalable services. This role focuses on implementation, automation, and operational excellence, working closely with platform, SRE, and product engineering teams.

We are looking for a hands-on senior engineer who thrives in Continuous Integration systems, enjoys solving complex operational problems, and contributes to building reliable cloud platforms. This role requires strong execution skills, ownership of deliverables and the ability to work effectively in a fast-paced, collaborative environment supporting business-critical services that directly power our core products at scale.

Requirements

• 5-7+ years of experience in DevOps, cloud platform engineering, or production operations, with deep hands-on expertise in build and automation tools (e.g., GitLab CI/CD, Jenkins, TeamCity).
• 3+ years of experience with version control systems (e.g., GitLab, GitHub or similar)
• Experience with CI/CD pipelines, including designing, implementing, and managing build pipelines, and Git-based workflows (e.g., GitLab).
• Strong hands-on experience with infrastructure as code and automation, using Terraform, Ansible, and scripting languages (Python, Bash, or similar).
• Working knowledge of containerization and orchestration technologies, including Kubernetes, Helm, and Docker.
• Strong troubleshooting skills across infrastructure, and cloud services, with specific expertise in diagnosing build pipeline failures, identifying, tracking and resolving dependency conflicts.
• Candidates must demonstrate solid experience with Linux environments, including system administration, scripting, and performance troubleshooting
• Excellent problem-solving, analytical, and collaboration skills.
• Strong written and verbal communication skills.
• BS in Computer Science or equivalent practical experience.

Nice To Haves

• Exposure to a variety of modern CI platforms (GitHub Actions, Azure DevOps) and dedicated Continuous Delivery tools (Spinnaker, Harness).
• Hands-on experience in a multi-cloud environment, demonstrating flexibility across different public cloud providers.
• Advanced experience with observability tools (e.g., Prometheus, Grafana, Datadog).
• Knowledge of security best practices and tools for cloud-native environments (e.g., secrets management with Vault, container scanning).

Responsibilities

• Designing, implementing, and maintaining the build and release pipelines for software applications.
• Design, build, and maintain the CI/CD platform, including infrastructure, tooling, and automation for build, test, and deployment processes to improve efficiency and reliability.
• Work closely with engineering and delivery teams to deploy high-quality software in a fast-paced environment.
• Monitor the health and performance of the CI/CD build pipeline, implementing preventive and corrective measures to improve key reliability metrics such as availability, MTTD, and MTTR.
• Participate in incident response, debugging, and root cause analysis for production issues.
• Collaborate across teams to deliver consistent and reliable solutions aligned with organizational goals.
• Document designs, operational procedures, and troubleshooting guides clearly and effectively.

Benefits

• Health, dental, and vision coverage for employees and eligible dependents, effective on the first day of employment.
• Company-paid life, accidental death & dismemberment (AD&D), and long-term disability coverage, with options to purchase additional protection.
• Mental health and wellbeing programs, including access to counseling, coaching, digital tools, and personalized support for employees and dependents.
• Registered Retirement Savings Plan (RRSP) with employer matching to support long-term financial wellbeing.
• Paid Time Off and statutory provincial leave programs, including vacation, company-paid holidays, volunteer time, and bereavement leave.
• Employee Stock Purchase Plan (ESPP), allowing employees to purchase company stock at a discounted rate.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level