Jobs in Canada

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.

We're looking for a highly skilled and experienced AVP, Engineering to lead our team at League. This role demands a unique combination of technical depth, strategic leadership, and a customer‑centric mindset. As our AVP, Engineering within our Apps & Solutions team, you will be responsible for the overall technical direction and delivery of our client solutions, ensuring our teams are building and shipping high‑quality output efficiently.

• Provide Technical Leadership: You'll be the technical expert, responsible for the overall client solution architecture and ensuring our teams maintain a high standard of technical excellence. You should have a strong technical background to effectively guide and mentor your team.
• Drive Engineering Excellence: You will implement and refine effective team processes and rituals, establish systems for visibility (including key performance metrics), and ensure a culture of high‑quality and efficient delivery.
• Lead and Develop Your Team: You'll be a people leader who can build and manage a high‑performing engineering organization. While you will hire and empower people to drive the day‑to‑day, you will need to have a deep understanding of their work to ensure they succeed.
• Foster Cross‑Functional Collaboration: You will be the key engineering partner for our product and customer teams, setting our engineers up for success. This includes the ability to push back and negotiate on scope, timelines, and technical requirements.
• Manage Client Services: You will work directly with our customers, managing their expectations, handling escalations, and successfully negotiating de‑escalation. You'll also be responsible for managing project delivery within budget, ensuring accurate estimations and scope management.
• Embrace Complexity: This role is for a leader who thrives in a fast‑paced environment with many parallel initiatives. You must be able to process a high volume of information and manage multiple projects simultaneously.

• Strong technical skills with a proven track record of architecting solutions.
• Exceptional engineering leadership skills with experience in driving effective team processes and a focus on high‑quality delivery.
• A natural people leader who is adept at building and developing high‑performing teams.
• Extensive client services experience including managing customer relationships, handling escalations, and managing project delivery.
• High information processing ability and the capacity to handle many parallel tasks.

• Experience in the health tech industry.
• Proven experience scaling an organization in a fast‑paced environment.

• Ensure access management is performed in compliance with the employee's role and responsibilities.
• Responsibility and accountability for executing League's policies and procedures within the department/team.
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations.
• Compliance with Information Security Policies.

Compensation range for Canada applicants only: $206,000 - $268,500 CAD

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.

We have a mix of office‑centric roles based in our vibrant Toronto office, and remote‑eligible roles based anywhere in Canada or the 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 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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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.