Principal, Software Delivery

League

Not Disclosed
1 Opening(s)
Posted 17 days ago
Fresher Job
Application endsApr 12, 2026

Job Description

About the job

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.

The role

As Principal, Implementation, you are accountable for meeting customer deliverables as per contractual agreements (scope and time), and internal budget. The ideal candidate will drive and guide disciplined execution through the use of consistent methodologies, processes, and strong communication skills. You will be a passionate advocate for the League product and ensure the platform is implemented on time and with high quality to meet our clients’ business needs.

In this role, you will

Manage, lead and oversee enterprise-level implementation with one of the company’s largest and most strategic customers Implement the project governance structure, including delivery structure, based on customer landscape

Facilitate and ensure adherence to change control, processes to support risk and issue escalation, decision making and program status

Collaborate on external communication plans and drive accountability for obtaining final approvals on client deliverables

Lead the organization and deployment of League resources for implementation, the production of deliverables, and the oversight of timelines to ensure a seamless delivery of League products to clients

Lead cross-functional internal and external teams (product, design, engineering, QA) to collaborate effectively on the creation of clear, actionable product requirements that align with project goals and meet customer needs

Accountable for build and maintenance of end to end integrated program plans, resource assignments, budgets and performance against targeted implementation milestones for the implementation and teams

Serve as escalation point for risks, issues, and decisions

Develop and maintain strong relationships with external client counterparts; proactively identify opportunities to influence decisions and foster long-term partnerships that align with project goals

Maintain an understanding of League’s product and platform to inform key decisions during implementations

Lead internal teams and the client on a successful change management plan based on client pain points and objectives

Develop and manage a high performing team by providing direction and guidance both on the job and as a career coach to Implementation team members

Coach and develop staff to have a deep understanding of implementation delivery methodology and the League’s product and platform

Lead key internal initiatives to drive efficiencies and best practices for implementation processes, workflows, and tools

Collaborate with the client lead from Customer Strategy to drive a smooth client transition from the sales cycle to implementation for the client and League teams

About You

Minimum 10 years in healthcare management, delivery and/or consulting experience

10+ years of client management and/or program management required

Prior engagement management and/or team management experience serving as the primary interface with senior client executive sponsors

Proven track record of strong client management and customer service skills

Strong leadership skills and a drive to make a large impact on the company and its clients

Excellent written and oral presentation skills, with the ability to engage, inspire, build credibility and engender trust across all levels of an organization.

Demonstrate resilience in managing customer relationships, handling challenges with professionalism and persistence while maintaining a positive, solutions-focused approach to meet customer needs

Strong business and technical acumen, and executive presence, combined with deep analytical and organizational skills

Results-oriented individual with a history of setting and attaining goals and meeting aggressive timelines

Confident, capable, enthusiastic self-starter with minimal need for direction

Experience at a SaaS, health-tech company, and/or start-up company highly preferred

Experience with project management software and tools

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

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 and 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 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

$123,500—$165,000 CAD

Industries: Information Technology & Services

Function: Web Development

Job Skills

  • Experience in healthcare management
  • Understanding of League’s product and platform
  • Quality Assurance
  • JavaScript
  • Project Management
  • Linux
  • AWS
  • Team Management

Job Overview

Date Posted

February 26, 2026

Location

Vancouver, British Columbia

Offered Salary

Not disclosed

Expiration date

April 12, 2026

Experience

0 To 3 Years

Qualification

Bachelor of Science in Computer Science
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