League Inc. is a pioneering digital health and benefits platform company dedicated to revolutionizing the employee healthcare experience. They partner with employers, payers, and providers to offer a personalized, consumer-centric platform that simplifies benefits navigation, improves health outcomes, and enhances engagement. By leveraging data and technology, League aims to empower individuals to live healthier, happier lives while helping organizations optimize their healthcare investments and build healthier workforces. Their platform, Health OS™, acts as a digital front door, integrating various health and benefits services into a single, intuitive experience.
The Toronto headquarters serves as the core for strategic leadership, product innovation and development, engineering, global operations, marketing, and corporate functions.
Located in a modern office space within Toronto's vibrant Entertainment District, known for its tech community. The office is designed to promote collaboration and innovation, likely featuring open-concept layouts, advanced technology infrastructure, and employee-focused amenities.
League fosters a dynamic, innovative, and mission-driven work culture. Employees often describe it as collaborative and fast-paced, with a strong emphasis on transforming healthcare, employee well-being, and continuous learning opportunities.
The Toronto headquarters is crucial for League's strategic direction, talent acquisition from a rich tech ecosystem, and its ongoing development of cutting-edge digital health solutions for the North American and global markets.
While its physical headquarters are in Toronto, Canada, with a key office in Chicago, USA, League Inc. possesses a global reach. Their Health OS™ platform is designed to support multinational organizations and their employees across various countries. League's services cater to a diverse, international clientele, and they maintain a distributed workforce with employees contributing remotely from multiple global locations. This structure enhances their capacity to serve international clients and adapt their solutions to different regional healthcare systems and employee benefit needs.
111 Peter Street, Suite 901
Toronto
Ontario
Canada
Address: 222 W Merchandise Mart Plaza, Suite 1212, Chicago, IL 60654 (Note: This address is a large commercial building, specific suite may be part of a flexible office space)
Strengthens League's presence in the significant U.S. market, providing localized support, fostering partnerships, and driving growth strategies tailored to the American healthcare landscape.
Address: N/A (Distributed workforce)
Enables access to a wider talent pool, promotes work-life balance, and allows for flexible operational scalability to support a growing global client base.
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As of April 2025, League' leadership includes:
League has been backed by several prominent investors over the years, including:
Over the past 12-18 months, League Inc. has made strategic additions to its executive leadership, particularly appointing a new Chief Financial Officer and a Chief Revenue Officer to bolster its financial strategy and accelerate market growth. No major executive departures have been publicly highlighted during this period.
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League Inc. typically utilizes common corporate email address formats. The most frequently observed patterns are [first].[last]@league.com and [first_initial][last]@league.com. For instance, an employee named Jane Doe might have an email address like jane.doe@league.com.
[first].[last]@league.com or [f][last]@league.com
Format
jane.doe@league.com or jdoe@league.com
Example
90%
Success rate
GlobeNewswire • November 9, 2023
League announced the strategic appointment of Martin Eckert as its new Chief Financial Officer. Eckert brings over two decades of financial leadership experience in the technology sector, poised to steer League's financial strategy during its next phase of growth and expansion....more
PR Newswire • November 8, 2023
League Inc. was recognized for its significant revenue growth and technological innovation, securing a place on Deloitte's Technology Fast 50™ in Canada and Technology Fast 500™ in North America for the fifth year in a row, highlighting its sustained success and impact in the tech industry....more
Sun Life Newsroom • June 1, 2023
Sun Life and League Inc. announced an expansion of their partnership aimed at further digitizing and personalizing the group benefits experience for Sun Life's members in Canada. The collaboration leverages League's Health OS™ platform to provide a more integrated and user-friendly interface for accessing benefits and health resources....more
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