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.Position SummaryThe Intermediate to Senior Software Development Engineer in Test is responsible for driving quality through a combination of strong engineering practices and hands‑on testing. You will architect and implement automation frameworks while complementing them with thoughtful manual testing to validate complex workflows and edge cases.In this role, you will:Test Framework & InfrastructureDesign, build, and maintain scalable test automation frameworks from the ground up for iOS and Android (Appium, Espresso and XCUITest), and Web (Playwright / Selenium).Develop and maintain reusable test libraries, data builders, and mocking utilities that other engineers can consume.Instrument test pipelines for observability – flakiness dashboards, coverage reports, and failure triage tooling.CI/CD Integration & Shift‑Left QualityIntegrate automated test suites as quality gates within CI/CD pipelines (GitHub Actions, CircleCI, or equivalent); ensure build failures surface inChampion shift‑left testing: participate in design and architecture reviews to identify testability risks early; influence API contracts, feature flags, and observability hooks.Collaborate with DevOps/Platform to define and enforce test workplace parity between staging and production.Define and own the end‑to‑end test strategy for assigned product areas, including functional, integration, E2E, regression, performance, and contract testing.Write, review, and maintain high‑quality test plans and test cases derived from product and technical requirements across iOS, Android, and Web.Lead peer reviews of test code and test cases to ensure depth, breadth, and maintainability of coverage.Perform exploratory, risk‑based testing to surface edge cases beyond scripted scenarios.Quality Advocacy & Defect ManagementServe as the quality owner for one or more delivery squads; track developmentprogress and proactively surface risks and issues related to quality deliverables.Triage, document, and prioritize defects in Jira with clear reproduction steps, severity classification,
and root‑cause analysis.Analyze automated test execution results to distinguish genuine failures from test infrastructure noise; drive remediationof both.Mentor on automation best practices, clean test code, and testing strategy.About You:EducationBachelor's degree in Computer Science, Software Engineering, or a related technical field (or equivalent practical experience).Experience4+ years of experience in software development and/or quality engineering, with a strong emphasis on test automation engineering.Demonstrated ability to design and implement test automation frameworks from scratch — not just maintain existing ones.Deep expertise in mobile testing on real iOS and Android devices; experience with Appium,XCUITest, or Espresso.Experience integrating test suites into CI/CD pipelines (GitHub Actions, CircleCI, Jenkins, or similar, Docker).Strong command of API testing (REST/GraphQL), including contract testing with tools such as Pact or Postman/Newman.Experience with performance and load testing (e.G., Gatling, k6, Locust) is a strong plus.Solid understanding of software development fundamentals: version control (Git), code review, clean code principles, and agile delivery practices.Experience with agentic workflows and AI‑driven test orchestrationAI Fluency & Ways of WorkingAt League, we are an AI‑native organization. We expect all employees regardless of role or level to thoughtfully leverage AI to improve the quality, speed, and impact of their work.Use AI tools as part of your daily workflow to enhance productivity, problem‑solving, and decision‑making (e.G., drafting, analysis, coding, research, or process automation).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.How this scales by level:Individual Contributors: Use AI to improve personal productivity and quality of output.Senior ICs / Managers: Integrate AI into team workflows and improve processes.What we look for:Demonstrated experience using AI tools in a practical, responsible way.Curiosity and openness to experimenting with new technologies.Ability to balance efficiency with quality and sound judgment.What We OfferComprehensive 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 career 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.Security‑related ResponsibilitiesCompliance 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.Compensation range for Canada applicants only: $106,000 - $137,000 CADOur 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
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📌 Software Development Engineer In Test - C$106,000 - C$137,000 A Year (Winnipeg)
🏢 League
📍 Winnipeg