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Senior Cloud Engineer (Data)

Leagueinc

Canada (Canada - Remote) Remote permanent

Posted: February 24, 2026

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Quick Summary

We're looking for a Senior Cloud Engineer with expertise in AI and data to join our team in Canada, responsible for building high-engagement healthcare solutions.

Job Description

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, Manulife, Medibank, and Shoppers Drug Mart.

Position Summary

As a Senior Cloud Engineer (Data) , you will focus on the cloud infrastructure element of building personalized & data driven healthcare data products and pipelines that power our League platform. You will help architect, improve on and support a highly available, secure and governed data platform.

In this role, you will work as part of a multi-disciplinary team to establish and evangelize a data driven culture. This team will not only work with the product team closely but will also support non-engineering functions like Marketing and Business Strategy.

To thrive in this role, you are someone who works well in cross-functional teams and enjoys collaborating. Furthermore, you understand the business impact of your work and enjoy measuring and presenting it. You enjoy working with product management and other stakeholders to find the best solution to the problem at hand, iterate over it and can balance technical complexity with delivering customer value.

Our platform and applications run on Google Cloud. You will be working on building infrastructure for real-time and batch pipelines, machine learning pipelines, and mission critical data services. You will have an opportunity to experiment with new frameworks and paradigms, and freedom to put cutting-edge tech in production to shape the future of digital health!

In this role, you will:

• Be a subject matter expert in Data Platform’s cloud infrastructure in Terraform

• Utilize a variety of distributed computing platforms and tools to build scalable & data pipelines.

• Drive architectural choices and data platform tools.

• Translate business needs into data and analytics requirements, with attention to detail.

• Be part of an on-call rotation to analyze, tune, troubleshoot and support League’s data infrastructure ensuring the performance, integrity, and security of data.

• Use sound agile development practices (testing and code reviewing, etc.) to develop and deliver data products.

• Guide and mentor data engineers.

About you:

• Minimum 5 years experience in cloud platform or data engineering

• Expertise in Terraform (or other IaC) a must

• Experience in developing & managing CICD

• Experience in a cloud Data Stack - preferably GCP.

• Experience in python and/or GoLang

• Experience in implementing deployments, error handling and monitoring for scalable pipelines.

• Experience in performing root cause analysis of production issues, performance tuning and optimization.

• Ability to articulate tradeoffs of technical decisions and influence stakeholders.

• Ability to weigh in on roadmap and articulate opinion on areas of investment for the team

• Nice-to-haves

• Experience in software development, for serverless infrastructure

• Experience in orchestration tools like Airflow.

• Experience in developing real time and batch pipelines.

• Experience in data modeling, data governance and data discovery tools.

• Experience in healthcare datasets like EMR and Claims and interoperability standards like FHIR

Security-Related Responsibilities

• 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
$136,000—$145,000 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 can add value to our team, we would love to hear from you.

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 [email protected].

Our Application Process:

Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps

• You should receive a confirmation email after submitting your application.

• A recruiter (not a computer) reviews all applications at League.

• If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring.

• The final step is an offer, which we hope you will accept!

• Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring.

Here are some additional resources to learn more about League:

• Learn about our platform, leadership team and partners

• Highmark Health, Google Cloud, League: new digital front door to seamless care

• Former Providence President and Workday EVP of Corporate Strategy join League Board of Directors

• League raises $95 million USD in Series C to build world’s leading healthcare CX platform

• Forbes x League: The Platformization Of Healthcare Is Here

• Fast Company x League: If we want better innovations in healthtech, we need more competition

Work Location:

We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based anywhere in Canada or US. 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.

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Use of AI Notice
We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here.

Privacy Policy

Review our Privacy Policy for information on how League is protecting personal data.

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