Remote jobs in Canada

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.

The Cloud Platform Team ensures that all our systems are reliable, secure, and meet their uptime targets. Much of our work focuses on optimizing existing systems, building new components, and automating manual processes. As a member of the Cloud Platform Team, you’ll manage our cloud infrastructure, design, build, and run distributed, fault‑tolerant systems, and improve and automate existing processes.

We believe in security by design and follow a “paved road” philosophy by building or acquiring tools that we integrate into our platform to enhance our security posture. Security is everyone’s responsibility, but security engineering is how we make it possible for engineers to ship high‑quality code to production multiple times a day with security built‑in.

By focusing on both scalability and security, the Cloud Platform Team enables us to deliver a secure and dependable experience for our users.

• Manage, monitor, and improve existing infrastructure and related tools.
• Support and enhance release processes.
• Improve the availability, security, and scalability of the platform and its services.
• Participate in a 24/7 on‑call rotation.

• Experience programming in one or more of the following: Shell, Python, Go.
• Strong understanding of Unix/Linux operating systems.
• Experience with cloud platforms such as GCP, AWS, or Azure.
• Proven experience with Kubernetes.
• Experience with Kubernetes management tools like Helm.
• Experience with infrastructure as code tools like Terraform, Ansible, or Puppet.
• Experience working with Git/GitHub.
• Experience with SQL/NoSQL databases.
• Experience with container orchestration systems.
• Running your own homelab is a plus.

• 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.

• Submit Your Application: You’ll receive a confirmation email right away.
• Hiring Manager Chat: If shortlisted, you will be meeting with the hiring manager straight away to discuss your technical experience.
• Talent screen: Learn more about our culture, get alignment on your compensation expectation prior to committing to next steps.
• Meet the Cloud Platform Team: Dive into technical discussions and learn how you can make an impact at League.
• Final Steps: Meet our Exec.
• Offer and onboarding:!

• Compliance with Information Security Policies.
• Compliance with League’s secure coding practice.
• Responsibility and accountability for executing League's policies and procedures.
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations.

CANADA APPLICANTS ONLY: The Canada‑specific compensation range below for this full‑time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job‑related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process.

Compensation range for Canada applicants only

$106,000 - $129,600 CAD

Our employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you add value to our team, we would love to hear from you.

We have a mix of office‑centric roles based in our vibrant Toronto office, and remote‑eligible roles based anywhere in Canada or the U.S. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, all Toronto‑area Leaguers (living within 65 km of our downtown HQ) collaborate in‑office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep‑work time. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location.

We are 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 are an individual in need of assistance at any time during our recruitment process, please contact us at recruitinginfo@league.com.