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Job Description & How to Apply Below
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
We are seeking a skilled Software Engineer to join our Release Engineering team, focusing on CI/CD infrastructure, release automation, and developer tooling. This role combines hands‑on development with operational excellence to support our engineering organization’s delivery capabilities.
In This Role, You Will
Release Management & Automation
Manage and execute releases across multiple platforms (Web, Android, iOS, CLIs)
Develop and maintain release automation tools and bots
Handle release patch/hotfix requests and coordinate release schedules
Troubleshoot and resolve release automation issues, including rollback procedures
Use AI to help scale solutions and streamline existing processes
Infrastructure & CI/CD
Work with the team to implement CI/CD infrastructure improvements, including migration to self-hosted runners
Identify methods to optimize build performance and reduce pipeline execution times
Manage Circle
CI-hosted runners and Kubernetes infrastructure
Maintain Docker execution environments for build and release pipelines
Identify and act on opportunities to optimize resource utilization and developer productivity.
Platform-Specific Development
Work on app security improvements and certificate management
Develop CLI tools and manage external/internal release pipelines
Handle cross‑platform builds
Developer Experience & Tooling
Research and implement AI‑assisted development tools for SDK migrations
Collaborate with security teams on compliance and best practices
Desired Outcomes
Gain a deep understanding of the release processes followed across different deployment models.
Develop scalable solutions that optimize the time required to manage major, minor, and patch releases for customers.
About You
Knowledge of cloud platforms (GCP preferred)
Background in mobile app development and distribution
Experience with CLI tool development and distribution
Strong experience with CI/CD systems
Proficiency in containerization (Docker, Kubernetes)
Experience with release management and automation
Knowledge of mobile development and security practices
Familiarity with monitoring and observability tools
Attributes / Characteristics
Problem‑solving skills for infrastructure and build optimization
Ability to work independently and manage multiple concurrent projects
What We Offer
Comprehensive
Health Benefits:
We prioritize your well‑being with complete medical, dental, and vision coverage
Bonus Program:
Be rewarded for your contributions with our performance‑based bonus program
Employee Stock Option Program:
Become an owner and share in our success through our stock option program
Unlimited Paid Time Off:
Take the time you need to recharge and maintain a healthy work‑life balance
Spending Accounts:
Manage your healthcare and dependent care expenses with tax‑advantaged spending accounts
Wellness Days:
Prioritize your mental and physical health with dedicated wellness days throughout the year
Growth Opportunities:
We invest in your future with abundant opportunities for professional development and advancement
Mentorship Program:
Benefit from guidance and support from experienced leaders in your field
Flexible Ways of Working:
Enjoy the freedom to work in a way that suits your life and boosts your productivity
The Application Process
Submit Your Application:
You’ll receive a confirmation email right away.
Intro sessions:
Learn more about our culture, get alignment on your compensation expectation prior to committing to next steps.
Take‑home assessment
Meet the Engineering Team:
Dive into technical…
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