League
Software Engineer, iOS (Platform)
LeagueCanada6 hours ago
Full-timeEngineering, Information Technology
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

League is seeking a Software Engineer with a strong iOS foundation who is also comfortable working across the stack and leveraging AI as a core part of their development workflow.

In this role, you will primarily build and evolve native iOS experiences, while also contributing to backend services, APIs, and platform tooling that power those experiences. You will work within a cross-functional team and take ownership of complex features from design through delivery and iteration.

This is not a traditional iOS-only role, we are looking for engineers who think in systems, not just platforms, and who use AI to accelerate development, improve quality, and scale their impact.

Team Summary

The team is a fast-moving, collaborative group focused on delivering high-quality, scalable solutions that power healthcare experiences for millions of users.

We operate with a strong sense of ownership and curiosity, and we value engineers who:

  • Think beyond their immediate scope
  • Contribute across frontend, backend, and platform concerns
  • Continuously explore ways to work more effectively using modern tooling, including AI

We prioritize continuous learning, open communication, and building systems that are both impactful and maintainable.

In this role, you will:

iOS Development (Core Focus)

  • Build, test, and maintain native iOS applications using Swift and SwiftUI
  • Design scalable, maintainable mobile architectures (e.g., CLEAN or similar patterns)
  • Deliver high-quality user experiences in collaboration with design and product teams
  • Continuously improve performance, reliability, and maintainability of mobile features

Multi-Stack Engineering

  • Contribute beyond mobile to:
    • Backend services and APIs
    • Platform tooling and shared systems
  • Collaborate closely with backend, web, and platform engineers to deliver end-to-end solutions
  • Understand how mobile applications integrate into broader system architecture
AI-Native Development (Core Competency)

  • Leverage AI tools (e.g., Copilot, GPT-based systems, Cursor) to:
    • Accelerate feature development and reduce boilerplate
    • Improve testing, debugging, and refactoring workflows
    • Explore system design approaches and tradeoffs
  • Integrate AI into your daily development workflow, not just occasional use
  • Maintain strong ownership and judgment over AI-generated outputs
  • Contribute to evolving team practices around AI-assisted engineering
Engineering Excellence

  • Write clean, maintainable code with strong automated test coverage
  • Perform code reviews and help define team-wide best practices
  • Participate in technical design discussions and architecture planning
  • Monitor and improve application performance and reliability

CI/CD, Release & Platform Awareness

  • Work with CI/CD tools to support mobile builds, testing, and releases
  • Collaborate with platform and release engineering teams to improve developer workflows
  • Contribute to improving build performance and release reliability

Desired Outcomes:

  • Deliver high-quality, maintainable code with strong test coverage
  • Contribute across multiple layers of the stack, increasing team flexibility and velocity
  • Use AI tools effectively to accelerate development and improve output quality
  • Deliver work on clearly communicated timelines with strong ownership
  • Collaborate effectively in discovery, estimation, and execution of projects
  • Continuously improve systems, processes, and team productivity

About you:

Core Experience

  • Strong experience building native iOS applications (Swift, SwiftUI)
  • Solid understanding of mobile architecture patterns and best practices
  • Experience working in cross-functional product teams
  • Ability to own features end-to-end, from design to production

Multi-Stack Mindset

  • Experience or interest in working across:
    • Backend systems
    • APIs
    • Platform tooling
  • Ability to think beyond mobile and understand system-level tradeoffs
AI-Native Capability (Required)

  • Actively uses AI tools in development workflows
  • Demonstrates ability to:
    • Improve productivity using AI
    • Critically evaluate AI-generated code
    • Apply AI in a practical, responsible way
  • Curious and proactive about adopting new AI capabilities
Nice to Have

  • Experience with:
    • CI/CD systems and mobile release pipelines
    • Backend development (e.g., Go, Kotlin, Java, Python)
    • Cloud platforms (GCP preferred)
  • Experience contributing to developer tooling or platform initiatives
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

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.
  • 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
  • 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 share experiences on collaboration
  • Offer and onboarding!

We value your time and effort—our team is committed to providing updates throughout the process.

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—$117,800 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.

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