Build And Release Engineer

About League

Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI), reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League’s platform to deliver high‑engagement healthcare solutions proven to improve health outcomes. League has raised over $285 million in venture capital funding to date, powering the digital experiences for some of healthcare’s most trusted brands, including Highmark Health, Manulife, Medibank, and Shoppers Drug Mart.

Position Summary

League is seeking a Build & Release Engineer to join our team. This role sits at the intersection of CI/CD infrastructure, release automation, and developer experience, with a strong emphasis on leveraging AI to scale engineering systems and workflows.

You will own and evolve the systems that power how software is built, tested, and released across League’s platform spanning web, mobile (iOS/Android), and backend services. You will design reliable, scalable, and AI‑augmented build and release pipelines that enable teams to ship faster with confidence.

This role combines hands‑on engineering, operational excellence, and AI‑driven innovation to improve delivery velocity, reliability, and developer productivity across the organization.

In this role, you will:

Build & Release Systems

• Design, maintain, and evolve automated build, packaging, and release workflows across web, backend, and mobile platforms
• Own the end‑to‑end release lifecycle, including versioning, promotion, rollback, and hotfix strategies
• Ensure high reliability and uptime of CI/CD systems through monitoring, alerting, and incident response
• Support engineering teams in landing critical releases and resolving build or deployment issues

CI/CD Infrastructure & Optimization

• Build and optimize CI/CD pipelines using modern tooling (e.g., GitHub Actions, CircleCI, self‑hosted runners)
• Improve build performance, cost efficiency, and execution times across pipelines
• Manage and evolve containerized build environments (Docker) and Kubernetes‑based infrastructure
• Implement infrastructure‑as‑code practices (e.g., Terraform) for reproducible build environments

AI‑Native Engineering & Automation

• Design and implement AI‑assisted workflows to:
  • Automate release validation, failure triage, and incident analysis
  • Optimize pipeline performance and identify bottlenecks
  • Generate and maintain build scripts, configs, and test scaffolding
• Build AI‑powered tooling (agents, bots, or copilots) to support:
  • Release orchestration
  • Developer self‑service workflows
  • CI/CD diagnostics and recommendations
• Integrate AI into developer workflows to reduce manual effort and improve productivity
• Continuously evaluate and adopt new AI tools and patterns to evolve League’s delivery capabilities

Developer Experience & Tooling

• Build and maintain internal tools, dashboards, and CLI utilities to improve developer workflows
• Enhance observability of build and release systems (logs, metrics, alerts)
• Create and maintain documentation and self‑service tooling for engineering teams
• Partner with developers to understand friction points and improve release experience at scale

Security, Compliance & Platform Reliability

• Implement and maintain secure build and release practices, including:
  • Certificate management
  • Secrets management
  • Compliance with platform and security standards
• Partner with Security and Platform teams to ensure safe and compliant releases
• Improve reliability through incident management, postmortems, and continuous improvement loops

About You

• 3+ years experience in build/release engineering, DevOps, or platform engineering
• Strong experience with CI/CD systems (e.g., GitHub Actions, CircleCI, Jenkins)
• Proficiency with cloud platforms (GCP preferred, AWS/Azure acceptable)
• Experience with containerization and orchestration (Docker, Kubernetes)
• Strong programming skills (e.g., Go, Python, Java, or similar)

What We Offer

• Comprehensive Health Benefits: complete medical, dental, and vision coverage
• Bonus Program: performance‑based bonus program
• Employee Stock Option Program: ownership and sharing in our success
• Unlimited Paid Time Off: recharge and maintain a healthy work‑life balance
• Spending Accounts: tax‑advantaged accounts for healthcare and dependent care expenses
• Wellness Days: dedicated days for mental and physical health throughout the year
• Growth Opportunities: abundant professional development and advancement options
• Mentorship Program: guidance and support from experienced leaders in your field