League Inc.

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

This listing is sourced directly from League Inc.'s careers page and normalized into a canonical job model.