Job Description

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
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 .
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:
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 .
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Skills Required