Full-Time
Engineering Manager
Data Platform
Posted on 10/28/2025
League
501-1,000 employees
Digital health platform personalizing healthcare journeys
No salary listed
Toronto, ON, Canada
In Person
Toronto-area Leaguers collaborate in-office Monday through Thursday.
 Engineering Management (1) |
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- Minimum 3+ years of experience in a management or technical leadership role, leading engineering or data engineering roles
- Minimum 5+ years of experience in data platform, software, or data engineering
- Proven expertise in managing and mentoring a team of technical professionals
- Strong technical background with hands-on experience in cloud providers (preferably Google Cloud Platform), serverless infrastructure such as Cloud Functions (or equivalent), and batch/streaming ETL pipelines
- Experience with CI/CD and automation in critical production environments
- Excellent communication and collaboration skills, with the ability to articulate technical tradeoffs to both technical and non-technical stakeholders
- A passion for fostering a supportive, inclusive, and high-performing team culture
- Lead, mentor, and coach a team of Data Engineers and Software Engineers, providing guidance on career growth and technical best practices
- Drive the technical vision and strategy for the data platform, including architecture, tool selection, and process optimization
- Oversee the design, implementation, and maintenance of scalable, fault-tolerant, and secure cloud data infrastructure
- Ensure the team upholds high-quality standards by participating in code reviews, defining release processes, and monitoring system performance
- Collaborate with engineering managers and senior leaders to align team goals with company objectives
- Manage a roadmap, balance technical debt with new feature development, and report on team progress and impact
- Be an active member of the on-call rotation to support League’s infrastructure and ensure system availability and integrity
- Security-Related Responsibilities: Compliance with Information Security Policies
- Security-Related Responsibilities: Compliance with League’s secure coding practice
- Security-Related Responsibilities: Ensure access management is performed in compliance with the employee's role and responsibilities
- Security-Related Responsibilities: Responsibility and accountability for executing League's policies and procedures within the department/ team
- Security-Related Responsibilities: Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations
- Experience in healthcare datasets like Electronic Medical Records and Claims and interoperability standards like Fast Healthcare Interoperability Resources
League runs a digital health platform that connects healthcare brands, patients, and employees to improve customer experience. It integrates third-party and proprietary systems to deliver omnichannel, hyper-personalized experiences powered by machine learning across the healthcare journey. The platform is designed to be deployed quickly (under six months) and is adaptable to changing digital strategies, with a broad partner ecosystem and recognition from industry leaders. Revenue comes from offering this platform to brands aiming to boost member engagement, patient retention, loyalty, and employee healthcare engagement while reducing total cost of care and expanding market share. League’s goal is to transform member experiences in healthcare to improve health outcomes, access, and costs.
Company Size
501-1,000
Company Stage
Debt Financing
Total Funding
$271.1M
Headquarters
Toronto, Canada
Founded
2014
Simplify's Take
What believers are saying
- Medibank's three-year partnership integrates League into My Medibank app next year.
- CareSource partnership enhances MyLife app for 2 million members with gamification.
- Arcadia partnership combines data for proactive recommendations closing care gaps.
What critics are saying
- Medibank's $300M investment builds in-house digital tools, ending League contract post-2028.
- CareSource replicates League's features in MyLife app, terminating partnership by 2027.
- Funding stalls after $311M raised, triggering layoffs and stagnation by mid-2027.
What makes League unique
- League's AI platform personalizes journeys for 63 million users using 100 petabytes yearly.
- League deploys modular CX platform in under six months for healthcare brands.
- League Intelligence powers AI Health Actions, tripling health program participation.
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Benefits
Personalized benefits plan
Health, Lifestyle & Learning spending accounts
Flexible medical and dental plans
Fertility treatment support
Paid parental leave and baby bonus
Unlimited PTO
Free mental health counselling and support
Employee Stock Option Program
Exclusive access to a curated wellness marketplace
Sabbatical program
RRSP/401K accounts
High-impact onboarding
Extra-long holiday weekends
Mental health (wellness) days
Growth & Insights and Company News
6 month growth
↑ 0%1 year growth
↑ 1%2 year growth
↓ -1%League recognized as a Leader in customer experience platforms for healthcare report by independent research firm. Mar 16, 2026 Today, League Inc. announced its recognition as a Leader in The Forrester Wave(TM): Customer Experience Platforms For Healthcare, Q1 2026. The report, published by Forrester Research, Inc., evaluated 12 significant vendors in the market. In this evaluation, League received the highest possible scores (5.0) in ten criteria including Roadmap, Adoption, Partner ecosystem, Composability, API management, Customer health record access, Behavior change incentives, and more. According to League's vendor profile in the report, "The highly composable system has a proven track record of interoperability with competing systems. Its rewards experiences, based in behavioral science, and engaging educational resources stand out." The report also states that, "League is a strong fit for insurers and pharmacies that want a flexible, configurable digital front door and need a partner that can codevelop experiences tailored to their member engagement strategy." "We believe being named a Leader by Forrester validates our vision of a truly comprehensive, AI-driven healthcare experience," said Michael Serbinis, CEO of League. "Our focus remains on building an AI platform for health engagement that simplifies the complex healthcare journey for our 70 million members globally, ensuring that every interaction is personalized, secure, and effective." Forrester's research cites League's strategy, noting that "League has developed a differentiated approach to agentic governance, with plans to launch an agent concierge - one agent to rule them all - including third-party and partner agents through a central orchestration layer." The report also recognized League's roadmap for addressing "customer priorities and market shifts toward AI-driven efficiency, personalization, and frictionless digital experiences." To learn more about League's recognition as a Leader in this Forrester Wave(TM), read the full report. Forrester does not endorse any company, product, brand, or service included in its research publications and does not advise any person to select the products or services of any company or brand based on the ratings included in such publications. Information is based on the best available resources. Opinions reflect judgment at the time and are subject to change. For more information, read about Forrester's objectivity here. 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 healthcare innovators 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 HCSC, Manulife, TELUS, and Medibank.
League named to Deloitte Technology Fast 500(TM) for sixth consecutive year. League Today, for the sixth consecutive year, League Inc. has been named to the Deloitte Technology Fast 500(TM), a ranking of the 500 fastest-growing technology, media, telecommunications, life sciences, fintech, and energy tech companies in North America, now in its 31st year. League's Founder & CEO, Michael Serbinis, credits the recent growth to the team's relentless agility and positive response from healthcare innovators around the world. "We're 11 years into our journey and thrilled to be named to this list for the sixth year in a row," he said. "We're immensely proud to work with our customers and partners every day to make healthcare more personal, frictionless, and preventative.'" League continues to find new ways to grow and transform healthcare experiences. As part of the Fall 2025 roadmap release, League unveiled League Agent Teams(TM) which will proactively support and guide the 63M contracted users on its platform through complex health journeys via text, apps, and voice. "This year's rankings highlight both enduring leadership and breakthrough momentum," said Wolfe Tone, US Deloitte Private & Emerging Client Portfolio leader and partner, Deloitte Tax LLP. "More than half of the winners are prior honorees, yet the majority of the top ten are first-time entrants - demonstrating the staying power of established leaders alongside the accelerating growth of new innovators across key sectors. As in previous years, private companies continue to dominate, underscoring the agility that private enterprises bring to competitive markets, enabling the exceptional triple and quadruple digit growth reflected in these rankings." This recognition from Deloitte comes on the heels of other notable market momentum for League including recent partnership announcements with CareSource, Amwell, and Quest Diagnostics, one of the world's largest laboratory networks and providers of diagnostic services. About the 2025 Deloitte Technology Fast 500. Now in its 31st year, the Deloitte Technology Fast 500 provides a ranking of the fastest-growing technology, media, telecommunications, life sciences, fintech, and energy tech companies - both public and private - in North America. Technology Fast 500 award winners are selected based on percentage fiscal year revenue growth from 2021 to 2024. In order to be eligible for Technology Fast 500 recognition, companies must own proprietary intellectual property or proprietary technology that significantly contributes to the company's operating revenues. Companies must have base-year operating revenues of at least US$50,000, and current-year operating revenues of at least US$5 million, with a growth rate of 50% or greater. Additionally, companies must be in business for a minimum of four years and be headquartered within North America (United States and Canada). *Please see www.deloitte.com/League Inc./about for a detailed description of their legal structure. 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 healthcare innovators 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 SCAN.
Medibank's bold vision: doubling Health Engagement to 10 million by 2030. Medibank aims to double its health and wellbeing engagement to 10 million Australians by 2030. The company plans to grow its policyholder market share to at least 26.8 per cent by the financial year 2030. This ambition aligns with Medibank's broader vision to create the best health and wellbeing outcomes for Australia, focusing on prevention, personalised care, and digital innovation. Shift in healthcare approach. Medibank CEO David Koczkar emphasised the urgent need for meaningful transformation in Australia's healthcare system. He stated that the system must shift from treatment to prevention, hospital to community care, analogue to digital, and generic to personalised care. These four shifts are critical to sustaining high-quality health outcomes and managing increasing community needs. Medibank has already invested over $300 million in the last decade to evolve as a health company, driving this health transition. Milestones and strategic focus. The company outlined clear milestones to achieve its ambitious growth strategy. Medibank is expanding digital-led wellbeing programs that support prevention and building momentum in mental health through strategic partnerships. It aims to deliver personalised, preventative care models by leveraging innovation and targeted investment. Medibank also plans to expand access beyond traditional care through virtual and home-based healthcare models, easing pressure on public hospitals. Engaging customers in wellbeing. Medibank's Live Better rewards program encourages healthier habits by offering challenges and rewards up to $400 annually for individual customers and up to $700 for corporate clients in the 2025 financial year. The Members' Choice Advantage network provides better value and cost transparency across dental, physiotherapy, optical, chiropractic, podiatry, acupuncture, and remedial massage services, reducing out-of-pocket expenses. Medibank's Live Better offers rewards up to $400 annually Partnership with League to enhance digital experience. Medibank recently announced a strategic three-year partnership with League, a global healthcare consumer experience platform. This collaboration will integrate League's data and AI-driven technology into Medibank's digital capabilities. The partnership aims to deliver a personalised and seamless healthcare experience for Medibank's 4.2 million customers as part of the vision to engage 10 million people in health and wellbeing by 2030. Rob Deeming, Medibank's Group Lead Digital & Ventures, highlighted that the goal is to better connect health services with health insurance membership. League's platform will support corporate digital health and wellbeing solutions and will integrate into the My Medibank app early next year. The partnership with League represents a significant step in enhancing access, choice, and control for customers. Market opportunity and growth projections. The total market segment size for wellbeing reached $113 billion in FY25, divided among everyday wellbeing, corporate health, and financial wellbeing. Growing prevalence of chronic conditions, workplace health solutions, and customer demand for convenience drive this expansion. Medibank expects everyday wellbeing segment growth to expand from $1.6 billion in FY25 to $2.4 billion by FY30, reflecting an 8 per cent compound annual growth rate. In primary care, Medibank's enrolments in clinician-led preventive programs and digital prevention programs are projected to grow from about 3.2 million in FY25 to approximately 10 million by FY30. Virtual consultations are set to increase from 16,000 in FY23 to a projected 283,000 in FY25, demonstrating the company's commitment to scaling virtual health interactions. Medibank's Health Engagement Target Financial and customer impact. Medibank reported an underlying net profit after tax of $618.7 million in FY25, up 8.5 per cent from the previous year. It returned over $1.7 billion in value to customers and increased dividends by 8.4 per cent. The company has saved customers more than $25 million in out-of-pocket costs through its Members' Choice Advantage network, with average savings of $2,250 per customer in no-gap joint replacement programs. More than $32.8 million in rewards has been claimed by customers through the Live Better program. Virtual health interactions with Medibank reached 326,000 in FY25, reflecting the growing use of digital health services available to its customers. Medibank's financial highlights Commitment to mental health and innovation. Medibank committed an additional $50 million to mental health over the next five years. It is developing new low-intensity mental health programs and exploring new channels to enhance access. The company continues to innovate in health and wellbeing by delivering personalised services aimed at diverse customer needs. Medibank's vision to double health engagement by 2030 reflects its commitment to transforming healthcare for Australians. The company is focusing on prevention, digital innovation, and personalised care to keep pace with growing community health demands. Through strategic partnerships, investment in virtual care, and customer-centric programs, Medibank aims to help Australians live healthier lives while delivering value to its shareholders. This comprehensive plan positions Medibank not just as a health insurer but as a health company driving the future of healthcare in Australia. The goal to actively engage 10 million people in health and wellbeing demonstrates its leading role in shaping sustainable health outcomes for the nation.
League partners with CareSource to transform member digital experience. TORONTO, Oct. 14, 2025 /CNW/ - League, a leading digital health platform, today announced a new partnership with CareSource, a national nonprofit managed care organization with over two million members, to enhance its CareSource MyLife(SM) mobile application to deliver more personalized, engaging digital services to members. "We are incredibly proud to partner with CareSource on their digital transformation journey," said Michael Serbinis, Founder and CEO of League. "The CareSource MyLife(SM) app is a powerful example of a health plan re-imagining its member experience. We are excited to provide the technology that will help CareSource deliver personalized, engaging and effective digital care journeys at scale." * Deliver personalized journeys: Provide customized digital pathways that guide members through their individual health needs. * Enhance engagement through content and gamification: Offer relevant health content while using gamification and rewards to encourage positive health behaviors. * Close care gaps: Empower members to take timely action on essential health tasks that improve overall outcomes. League's technology also helps health care organizations embrace a digital-first approach that empowers their members and strengthens engagement across all lines of their business. By leveraging League's modular health platform, organizations can streamline the member journey with tailored guidance, gamified engagement, and actionable tools that improve health outcomes. "At CareSource, our mission is to make health care accessible, understandable, and empowering," said Katie Herzog, vice president, service experience and operations at CareSource. "Working with League allows us to continue to elevate our member services in the digital space and give them the tools that improve their experience and more easily manage their health." 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 SCAN.
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.