Technical Deployment Lead

What you’ll do:

• Hands‑On Deployment Execution:
  Build, run, and troubleshoot CI/CD pipelines supporting application and infrastructure deployments.
• Execute and lead production deployments, cutovers, and rollbacks across multiple environments.
• Run deployment bridges and act as the technical authority during release windows.
• Perform post‑deployment validation using logs, metrics, monitoring, and synthetic checks.
• Investigate and resolve deployment failures, pipeline errors, and environment issues.
• Develop and maintain deployment automation using Python, Power Shell, Bash, or similar scripting languages.
• Improve pipeline reliability, speed, and safety through automation and standardization.
• Integrate CI/CD pipelines with testing, security scanning, and approval gates.
• Reduce manual deployment steps and operational toil.
• Deploy and operate applications in cloud environments (AWS, Azure, or GCP).
• Execute deployments on containerized platforms (Docker, Kubernetes, ECS, EKS, AKS).
• Coordinate application, infrastructure, and platform upgrades; validate capacity, performance, and resiliency.
• Use Git‑based workflows to manage releases; ensure versioning, artifact traceability, and reproducible builds.
• Coordinate database migrations and schema changes; ensure rollback and backward‑compatibility.
• Act as the deployment incident lead during releases; diagnose production issues and coordinate rapid mitigations.
• Identify systemic deployment issues; implement improvements, enhance runbooks, scripts, tooling; standardize practices and mentor engineers.

Technical Skills

• 5+ years in Dev Ops, SRE, Release Engineering, or Deployment‑focused roles.
• Experience with CI/CD platforms (Git Hub Actions, Git Lab CI, Jenkins, Azure Dev Ops, or similar).
• Solid cloud experience in AWS (Azure or GCP is a plus).
• Experience with Ansible and Terraform.
• Proficiency in Git (branching, tagging, pull requests, release strategies).
• Strong scripting skills in Python and/or Power Shell (Bash a plus).
• Experience deploying containerized workloads using Docker and Kubernetes.
• Exposure to infrastructure‑as‑code concepts (Terraform, Cloud Formation, ARM, etc.).
• Experience executing production database migrations.
• Proven ability to execute high‑risk production deployments with minimal customer impact.
• Strong understanding of monitoring, logging, and alerting during deployments.
• Comfortable operating in high‑availability or regulated environments.
• Calm, decisive, and accountable during production incidents and cutovers.

• Bonus Points: Experience as a Release Manager, Release Lead, or Release Train Lead who remained hands‑on; feature‑flag, blue/green, canary, or progressive delivery; background in fintech, SaaS, or regulated industries.
• Certifications: ITIL, SAFe, PMP, cloud certifications.

• Database platforms: SQL Server, MySQL, PostgreSQL, Progress Open Edge
• Scripting:
  Python, Bash, Power Shell, SQL
• Containerization:
  Docker, Docker Compose (basic Kubernetes)
• Version Control:
  Git, branching strategies, code reviews
• Operating Systems:
  Windows Server, RHEL, Ubuntu, CentOS
• Cloud Platforms: AWS, Azure
• Automation:
  Basic CI/CD pipelines, configuration management

• Occasional evening/weekend release windows and on‑call rotation for major cutovers.
• Participation in a 24/7 support on‑call rotation.
• Work may be required in various customer environments (data centers, offices, etc.).

We welcome and encourage applications from all qualified individuals, including those from equity‑deserving groups that have been historically underrepresented in the workforce.

At Portfolio+, we use AI‑enabled tools to support parts of our recruitment process, but human judgment makes all hiring decisions. All hiring decisions are made by people, and AI is never used as the sole decision‑maker.

In alignment with the Accessibility for Ontarians with Disabilities Act, 2005, Portfolio+ provides accommodation upon request throughout the recruitment, selection, and assessment process for applicants with disabilities. Please reach out to hum for any questions or requests.

Portfolio+ Inc. is an equal opportunity employer, and we recruit, hire, train, promote, and provide all other privileges of employment to qualified people without regard to age, race, color, creed, national origin, gender, gender identity, gender expression, disability, marital status, veteran status, citizenship status, ethnicity, familial status, religion, sexual orientation, or any other classification for which discrimination is prohibited.