Director of Engineering, Apps & Solutions (Toronto, ON)

September 5, 2025

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Job Description

Description

Director of Engineering, Apps & Solutions

Toronto

About League

Founded in 2014, and with a total funding currently at $220 million; League is a platform technology company powering next-generation healthcare consumer experiences. Payers, providers, consumer health partners and employers build on League’s platform to deliver high-engagement, personalized healthcare experiences consumers love. Millions of people use solutions powered by League to access, navigate and pay for care.

The Role

We’re looking for a Director of Engineering to lead a group of engineering teams. In this role, you will report directly to our VP Engineering and lead multiple product development squads. You will be accountable for staffing and structuring the teams, creating a culture of engineering excellence and most importantly, successful delivery of customer implementations.

You will partner closely with your product management counterparts to assess the scope of customer projects, develop delivery plans, and a manage execution to deliver high quality products that delight our customer. Customer excitement, not just satisfaction, is our goal. You will also help shape our long-term engineering vision and strategy, and be responsible for mentoring and developing engineering leaders throughout the organization.

At League, our product development squads are composed of backend, web, and mobile developers, who work together in dedicated cross-functional teams with product managers and designers. Each team focuses on a specific area of our business, with the goal of rapidly designing and delivering high quality software for our growing customer base. Our platform and applications run on Google Cloud. We build backend services with Go and MongoDB, a web frontend with React, and native Android and iOS applications. We ship code to production multiple times per day, and we’re always looking to improve both the quality and speed of our releases.

In this role, you will:

  • Own and be accountable for all engineering aspects of product delivery
  • Build relationships with stakeholders in customer organizations to influence decision making and manage expectations and escalations
  • Collaborate closely with product leaders to influence product strategy, roadmap, and process
  • Work with your teams to set clear and measurable objectives, and drive them to completion
  • Build a high performing team through the ongoing development of current team members and leaders
  • Develop and lead inclusive, welcoming, and effective recruiting processes
  • Maintain relationships with senior leaders and colleagues throughout the company and our external partners, and represent engineering in cross-functional projects and to the company and partners.
  • Proactively identify areas of improvement where engineering teams can make a difference and work with other teams to make those improvements happen

About You:

  • 10+ years experience building complex full stack software applications
  • 5+ years experience in an enterprise customer facing role delivering successful software products.
  • 5+ years experience managing and growing multiple development teams
  • A passion for nurturing the careers of the people on your team and developing the next generation of leaders
  • Thoughtful people leader capable of motivating and inspiring confidence
  • Understands and practices agile software development
  • Capable of identifying problems before they occur and helping the team to reach solutions and make decisions
  • Excels at getting the team to focus on the highest priority/value features/projects
  • Represent engineering in cross-functional projects and to the company at large
  • Strong communication and collaboration skills
  • Mentors emerging team leaders and engineering managers

Security-related Responsibilities

  • 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

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

Company

League

Location

Toronto

Country

Canada

Salary

150.000

URL

https://en-ca.whatjobs.com/coopob__cpl___291_2573574__3337?utm_source=3337&utm_medium=feed&keyword=Director-of-Engineering&location=Toronto&geoID=6225