L

League

Verified Job Source

The AI platform built for healthcare consumer engagement

Toronto, Ontario

Technology, Information and Internet
201–500 people

About

Founded in 2014, League is a platform technology company powering the next generation of healthcare consumer experiences. Payers, providers, and consumer health organizations build on League's healthcare experience platform to deliver personalized, high-engagement health experiences that close care gaps, reduce costs, and drive better outcomes. League's platform is built to meet the most stringent standards in healthcare, including HITRUST r2, SOC 2 Type II, HIPAA, PIPEDA, and GDPR compliance, with security, privacy, and AI guardrails built in by design. Millions of people use solutions powered by League to access, navigate, and manage their health every day. Learn more at league.com.

Open positions

Principal Design Engineer

Hybrid · Canada

You will own and evolve the design system, including component authoring, theming architecture, and ensuring parity between design and code. Additionally, you will build infrastructure to enable AI agents to utilize the design system effectively while maintaining cross-platform consistency.

Senior Security Operations Engineer (1 Yr Fixed Term)

On-site · Toronto

The role focuses on monitoring security events, leading incident response efforts, and performing root cause analysis to prevent future threats. Additionally, the engineer will manage security tooling, automate workflows using GCP, and ensure compliance with standards like HITRUST and GDPR.

Senior Security Operations Engineer - 1 year Fixed Term

Hybrid · Toronto

The Senior Security Operations Engineer will lead incident response efforts, including investigation, containment, and root cause analysis. They will also manage security tooling, automate workflows, and contribute to the design of secure system architectures.

Senior Software Engineer Backend

Remote · Toronto, Ontario, Canada

Design, build, and maintain scalable backend platform services and internal developer tooling using Go and GCP. Lead technical design initiatives and mentor engineers while ensuring platform reliability and performance.

Senior or Staff Software Engineer, Backend

Hybrid · Canada

Design, build, and maintain scalable backend platform services and internal developer tools using Go, Kubernetes, and GCP. Lead technical design initiatives and mentor engineers while ensuring platform reliability and performance.

Senior Application Security Engineer

Remote · Canada

Design and build custom internal security tooling and automation systems to strengthen the platform's security posture. Develop secure-by-default engineering practices and cloud security controls across AWS, GCP, and Kubernetes environments.

Senior Software Engineer, Security

Hybrid · Toronto

Design and build internal security tooling and automation systems to strengthen the platform's security posture. Collaborate with engineering teams to implement secure-by-design practices and protect sensitive healthcare data.

Director, FP&A

Hybrid · Toronto

The Director of FP&A will lead integrated planning, forecasting, and performance management while serving as a senior finance partner across various business functions. They are responsible for building driver-based models, establishing capacity-demand views, and implementing AI-augmented workflows to drive decision-making.

Security Engineer

Hybrid · Toronto

The security engineer will conduct security reviews, threat modeling, and assessments of product features and cloud configurations. They will also automate security tooling, drive remediation of findings, and contribute to secure coding practices across the development lifecycle.

Clinical Lead, Health Solutions

Hybrid · Toronto

The Clinical Lead will design clinically-grounded care pathways and evaluate AI agent capabilities to ensure safety and clinical accuracy. They will also partner cross-functionally to provide clinical expertise for product development, regulatory compliance, and customer delivery.

Business Development Representative

Hybrid · Toronto

The Business Development Representative will research and prospect into assigned accounts to generate discovery meetings and early-stage pipeline. They will also deploy agentic outreach sequences and collaborate with Account Directors to advance qualification and account strategy.

Freelance Benefit SME

Remote · Canada, United States

You will validate and grade AI-generated benefits guidance against accuracy and coverage standards to ensure trustworthy member support. Additionally, you will design and pressure-test scenarios to identify failure modes and provide subject-matter expertise on benefits, claims, and regulatory boundaries.

Freelance Clinicians

Remote · Canada, United States

Clinicians will provide expert clinical judgment to support digital health projects, including AI agent evaluation and the design of care pathways. They are responsible for validating that League’s programs and content reflect current evidence and safety standards.

Director, Platform and AI Sales

Hybrid · Canada

The Director of Platform and AI Sales will lead enterprise-scale business development and sales initiatives to expand League's footprint in the healthcare market. They will manage the end-to-end sales process, build strategic partnerships, and drive revenue growth for AI-powered platform solutions.

Manager, Marketing Programs and Events

Hybrid · Toronto

The role involves end-to-end management of the flagship League CONNECT event and the design of year-round community programming for healthcare leaders. It requires coordinating digital strategy, managing vendors, and maintaining executive-level relationships to drive market credibility.

Director, Growth Marketing

Hybrid · Toronto

Own and optimize the demand generation engine to drive qualified pipeline through integrated campaigns across digital channels. Manage the marketing tech stack and collaborate with Sales and Product Marketing to align on target accounts and messaging.

Delivery Manager

Hybrid

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, M…

Principal - Solution Engineering

On-site

**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 Heal…

Director, Platform Sales - Canada

On-site

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,…

VP, Engineering (Apps & Solutions)

Hybrid

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, M…