Founded in 2014, League is the leading healthcare consumer experience (CX) platform powered by artificial intelligence (AI) that serves more than 63 million people worldwide. It partners with payers, providers and consumer‑health brands to deliver highly engaging, personalized digital experiences.
Position Summary
League is hiring a Software Security Engineer to build internal security tooling and security‑by‑design capabilities across our healthcare platform ecosystem. The role is a hands‑on software engineering position that focuses on developing custom security infrastructure, developer security tooling, and automation systems to strengthen League’s platform security posture at scale.
What You Will Do
Security Tooling & Platform Engineering
Design, build, and maintain custom internal security tooling used across the 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
Secure Software Development
Write secure, maintainable, production‑quality code across backend services, APIs, and cloud‑native systems
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
Improve secure‑by‑default engineering practices across the platform ecosystem
Cloud & Infrastructure Security
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
Improve observability and monitoring for security events, anomalous behavior, and operational risk
AI & Security Innovation
Build security capabilities that support AI‑native engineering workflows and AI‑powered healthcare experiences
Evaluate emerging AI‑assisted security tooling and identify opportunities to improve engineering productivity and platform protection
Develop secure workflows and controls around AI‑enabled systems and sensitive healthcare data usage
Cross‑Functional Collaboration
Partner closely with Security, Infrastructure, Platform Engineering, Compliance, and Product Engineering teams to drive secure engineering practices
Translate security concepts into practical engineering solutions that improve developer experience and operational efficiency
Support security incident response, root cause analysis, and remediation when required
What You Bring
5+ years of software engineering experience with a strong focus on security engineering, platform engineering, or infrastructure security
Experience building internal engineering or security tooling in cloud‑native production environments
Strong hands‑on backend engineering experience building APIs, services, and automation systems
Experience implementing secure authentication and authorization systems in production applications
Experience working in regulated or high‑trust environments such as healthcare, fintech, or enterprise SaaS is strongly preferred
Experience integrating security tooling into CI/CD pipelines and developer workflows
Experience working with Kubernetes and distributed systems in production environments
Experience with AI‑enabled systems, AI‑assisted engineering workflows, or LLM‑based applications is a robust asset
Security‑Related Responsibilities
Ensure access management is performed in compliance with employee roles and responsibilities
Execute League policies and procedures within the department/team
Notify HR, Legal, Compliance & Security of any incidents, breaches or policy violations
Comply with Information Security Policies
Compensation (Canada only)
$159,100–$198,000 CAD per year (baseline salary; excludes bonus, equity and benefits)
Equal Employment Opportunity
League is committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status. If you need assistance during our recruitment process, please contact
[email protected].
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📌 Senior Software Security Engineer (Ontario)
🏢 League
📍 Ontario