Senior or Staff Software Engineer, Backend

At Senior level, that ownership centers on your own services and team. At Staff level, it extends across pods; setting architecture direction, raising engineering standards platform-wide, and mentoring senior engineers. Both levels partner closely with Platform Engineering leadership, Product, and cross-functional stakeholders to ensure the platform scales with League’s growth

In this role, you will:

• Design, build, and maintain scalable, resilient backend platform services and internal developer tooling using Go, Kubernetes, MongoDB, and Google Cloud Platform (GCP)
• Own outcomes end to end; partner with Product, Design, and Engineering to shape solutions, clarify assumptions, make pragmatic trade-offs, and carry work from technical design through production delivery and operation
• Lead technical design and planning for platform initiatives, authoring and reviewing architecture decision records: at Staff level, own architecture direction across multiple pods
• Contribute beyond your primary backend specialization across services, data, infrastructure, web, and mobile codebases when needed to deliver pod outcomes using AI-assisted development to navigate unfamiliar stacks, while applying strong engineering judgment and remaining accountable for the quality of every change
• Apply advanced AI-assisted engineering practices; coding agents, multi-agent workflows, context engineering, MCP and tool integrations, and AI-supported planning, implementation, testing, debugging, and code review — while remaining accountable for understanding, validating, explaining, and operating every change you ship
• Uphold engineering quality through rigorous code review, automated testing, and performance monitoring across the platform
• Debug and resolve complex production issues, including participating in an on-call rotation to support platform reliability
• Mentor and coach engineers, raising the bar for best practices: at Staff level, mentor senior engineers and influence standards platform-wide
• Partner with Engineering leadership and cross-functional stakeholders to shape the platform roadmap and drive adoption: at Staff level, represent Platform Engineering in cross-pod forums and contribute to hiring

About You:

• 7+ years (Senior) or 10+ years (Staff) of experience building and operating scalable backend software in production, with a track record of increasing scope and technical ownership
• Hands-on expertise with Go for backend services, Kubernetes for container orchestration, and Google Cloud Platform (GCP)
• Experience with MongoDB for data persistence, and building or integrating authentication/authorization systems such as OAuth
• Deep understanding of distributed systems, microservices architecture, and API design
• Demonstrated experience building and maintaining automated test suites and driving engineering best practices
• Hands-on use of AI-assisted engineering tools (Cursor, Claude Code, or equivalent) as a genuine daily multiplier. At Staff level, a track record of advanced AI-assisted practices (agents, MCP/tool integrations) and using AI beyond code generation
• Diploma/degree nice to have, not required

Preferred candidate attributes:

• Operates with a high degree of autonomy, exercising sound technical judgment on ambiguous or open-ended problems with minimal guidance (at Staff level, sets direction across pods, not just your own team)
• Sets technical direction and best practices for the team, and is looked to as a go-to technical resource by peers
• Proactively identifies risks, technical debt, and system-level opportunities, and drives them to resolution
• Communicates complex technical concepts clearly to both engineering and non-engineering stakeholders
• Actively mentors and coaches other engineers, giving timely, constructive feedback
• Pod-native collaborator: transparent updates, tight weekly goals, and surfacing blockers and cross-pod dependencies early
• Balances hands-on delivery with cross-team collaboration, and understands how their work connects to broader platform and company objectives

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:

1. Submit Your Application: You’ll receive a confirmation email right away.
2. Intro sessions: Learn more about our culture, get alignment on your compensation expectation prior to committing to next steps
3. Take-home assessment
4. Meet the Engineering Team: Dive into technical discussions and learn how you can make an impact at League.
5. Final Steps: Meet our cross-functional team and the hiring managers and share experiences on collaboration
6. 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$150,000—$206,000 CAD 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

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 recruitinginfo@league.com.

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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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.