League Inc.
Senior Software Security Engineer
Toronto, ON · Senior · Full-time
Sponsorship not specified$159k-$198kDetected 57 days ago
Distributed SystemsBackend DevelopmentAWSGCPKubernetesCI/CDPlatform EngineeringOAuthLLMsCybersecuritySOC OperationsIncident ResponseResearchLeadershipCollaborationProblem Solving
About the role
- This is not a governance, audit, or advisory-only role.
- As League continues scaling AI-native healthcare experiences and enterprise platform capabilities, security engineering plays a critical role in ensuring our systems remain secure, resilient, compliant, and developer-friendly.
Responsibilities
- Design, build, and maintain custom internal security tooling used across League's engineering organization
- Develop automation systems that improve application security, secrets management, identity management, and secure software delivery workflows
- Build developer-friendly security tooling integrated into CI/CD pipelines and internal engineering platforms
- Create scalable systems for vulnerability detection, remediation automation, policy enforcement, and security telemetry collection
- Develop security services and APIs supporting authentication, authorization, secrets management, and access governance
- Build and maintain tooling around OAuth/OIDC flows, token lifecycle management, RBAC, service authentication, and secure session handling
- Build and automate cloud security controls across AWS, GCP, and Kubernetes environments
- Develop tooling for infrastructure security, workload identity, encryption management, and runtime protection
- Partner with Platform Engineering teams to strengthen container security, Kubernetes security posture, and infrastructure hardening
- This is a highly hands-on software engineering role focused on developing custom security infrastructure, developer security tooling, and automation systems that strengthen League's platform security posture at scale.
Requirements
- 5+ years of software engineering experience with strong focus on security engineering, platform engineering, or infrastructure security.
- Experience implementing secure authentication and authorization systems in production applications.
- Experience integrating security tooling into CI/CD pipelines and developer workflows.
- Experience working with Kubernetes and distributed systems in production environments.
- Experience working with AI-enabled systems, AI-assisted engineering workflows, or LLM-based applications is considered a strong asset.
- Demonstrated experience using AI tools in a practical, responsible way
- Ability to balance efficiency with quality and sound judgment
Skills
- Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
- Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
- Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
- Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information
Compensation
- CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits.
Benefits
- League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform.
- Getting healthcare is often the easy part - finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call.
- That gap costs health plans and health systems money, and it costs people their health.
- Health plans and health systems trust us to do this at scale.
Company info
- You have done the hard part of submitting your application; let's do ours by sharing potential next steps
Visa & Work Authorization
- al employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status
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This listing is sourced directly from League Inc.'s careers page and normalized into a canonical job model.