Staff Security Engineer (Security Operations)

About League

League is one of the fastest-growing technology companies in Canada and the leading healthcare experience platform. Getting healthcare is often the easy part — finishing it is where things fall apart: people book the appointment and skip the follow-up, fill the prescription and stop taking it, get the referral and never make the call. That gap costs health plans and health systems money, and it costs people their health. League closes that gap — identifying what each person needs to do next, clearing what’s in their way, and getting it done, for the 70 million+ people whose care already runs through our platform. Health plans and health systems trust us to do this at scale. Organizations like Manulife, SCAN, Geisinger, and Medibank on the payer side, and Baptist and Shoppers Drug Mart on the provider side.

Position Summary

As Staff Security Operations Engineer, you will lead how League detects, investigates and responds to security incidents across endpoint and cloud environments. You will take the hardest incidents from first signal to a completed investigation and follow-up work, and you will raise the skills of the people around you through coaching and shared knowledge. You will work as an individual contributor with department-wide influence, partnering closely with the Security Operations team and contributing across the wider security program.

What you will do

• Lead incidents and investigations through to completion: scope the incident, set direction, assign work, bring in the right partners from IT, Engineering, Legal and Compliance, and keep a clear record of evidence, decisions, handoffs and follow-up actions.
• Hunt for threats and investigate activity on endpoints using detection and response platforms, forming and testing hypotheses, then build and tune detections from what you learn.
• Detect and respond to threats in cloud environments, identity systems and applications with the same depth as on endpoints, and make sound containment decisions when information is incomplete.
• Contribute across the security program: lead security development lifecycle activities such as risk assessments, threat modeling, vulnerability remediation and security testing, establish technical security standards that foster realizable practices, policies and procedures, and rotate into other areas as the team grows.
• Coach and mentor engineers across teams, share what you learn through documentation, reviews and walkthroughs, and help the team take on harder problems with growing independence

What you bring

• Minimum 5+ years hands-on incident response experience, including leading incidents and investigations to completion
• Strong skills in endpoint detection and response, threat hunting and investigation
• Comfort with cloud security, identity and application security, including detection and response in cloud environments
• A history of coaching, mentoring and sharing knowledge that makes the people around you better
• Practical and responsible use of AI tools to improve the quality and speed of security work, with sound judgment on accuracy and data privacy

Attributes & Characteristics

• Practical judgment: you scope incidents, separate evidence from assumptions, and change your mind when the evidence changes
• Generous with your expertise, low ego, and quick to share credit, own mistakes and help others build confidence and independence
• Organized and diligent about decisions, evidence, handoffs and follow-through until the investigation and its follow-up work are complete
• Curious and keen to keep growing in security, shown through recent open-source work, side projects, research or writing, including work you cannot share publicly
• Communicates complex ideas clearly and builds alignment across teams, from engineers to leadership

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

$199,000—$249,000 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 [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

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