Software Development Engineer in Test at Leagueinc

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 The 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. You approach testing as a software problem—building reliable, maintainable systems that continuously validate product behavior. Working cross-functionally with engineering and product teams, you ensure quality is built into every stage of development, from design and implementation to release and post-production monitoring. In this role, you will: Test Framework & Infrastructure • Design, build, and maintain scalable test automation frameworks from the ground up for iOS and Android (Appium, Expresso 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 Quality • Integrate automated test suites as quality gates within CI/CD pipelines (GitHub Actions, CircleCI, or equivalent); ensure build failures surface in <30 minutes. • Champion 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 environment parity between staging and production. Test Strategy & Execution • 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 Management • Serve as the quality owner for one or more delivery squads; track development progress 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 remediation of both. • Mentor on automation best practices, clean test code, and testing strategy. About You: Education • Bachelor's degree in Computer Science, Software Engineering, or a related technical field (or equivalent practical experience). Experience • 4+ 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. • Hands-on programming proficiency in TypeScript/JavaScript and preferably one or more of: Swift (mobile), Python, Java or Kotlin for test code. • 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 orchestration AI Fluency & Ways of Working At 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. What this means in practice: • 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 • Leaders: Drive AI adoption at the organizational level and shape how work is done across teams 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 Offer • 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 The Application Process: We believe applying for a job should be straightforward and transparent. Here’s what to expect: • Submit Your Application: You’ll receive a confirmation email right away. • Intro sessions: Learn more about our culture, get alignment on your compensation expectation prior to committing to next steps • Take-home assessment • Meet the Engineering Team: Dive into technical discussions and learn how you can make an impact at League. • Final Steps: Meet our cross-functional team and the hiring managers and share experiences on collaboration • Offer and onboarding! We value your time and effort—our team is committed to providing updates throughout the process. 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$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 [Upgrade to PRO to see contact]. 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. Recognize and Avoid Employment scams. Practice safe job searching. Scammers are getting craftier and leveraging fake job postings to get personal information. Know the warning signs and protect yourself from scammers. Learn more here. 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.