Toronto-based League, Inc. secures US$95-million funding led by global backers
League, Inc., (“League”) led by serial entrepreneur, Mike Serbinis, has raised US$95-million, led by Australia’s TDM Growth Partners and the venture arm of Workday, Inc. This series C round values the company at US$945-million. Mr. Serbinis started League, in 2014 after successfully exiting two businesses. He sold the e-reader maker, Kobo Inc, in 2012 for US$315-million and his internet based document sharing start-up, DocSpace, for US$500 million in 2000.
It has been an eight year journey for Mr. Serbinis and League. The company has undertaken numerous strategic shifts to become the digital health care giant it is today. The company started as an online platform that would connect consumers with thousands of health professionals and then proceeded to shift to a platform model whereby employers could offer their employees a more flexible way to spend their benefits.
The latest round of financing is in connection with the company’s latest strategic shift, which Mr. Sebinis dubbed, the “Eureka Moment”. The Company is now focusing on becoming the platform by which large consumer facing organizations such as pharmacies and insurers are able to offer a range of health care services in one place to their customers. The first company to use the platform for this purpose was Shoppers Drug Mart through its new app, PC Health. This was followed by U.S Health Insurance giant Humana Inc., which stated that the platform allows Humana to “bring what is a fragmented member experience into a seamless and singular interface.”
This financing is in connection with a string of signed but mostly unannounced deals, which we will be following intently.
Author: Erik Axell, 2021/2022 Articling Student-at-law
Photo Credit: https://unsplash.com/@nci
Expertise
Insights
-
Technology
Whoop and the Wearable Health Market
In March 2026, Whoop Inc. (“Whoop”) completed a Series G funding round for US$575 million, valuing the leading fitness wearable company at US$10.1 billion. Whoop received investment from many notable… -
Technology
The Smartest World Cup Yet: Inside FIFA’s Latest Officiating Innovations
The 2026 FIFA World Cup will showcase some of the most advanced officiating technology ever used in soccer. Building on systems introduced in previous tournaments, FIFA is rolling out new tools… -
Technology
Betting on the Future: How Prediction Markets Are Changing Everything
Recently, the Canadian Investment Regulatory Organization (“CIRO”) approved Wealthsimple to offer forecast contracts. Forecast contracts are investment products that offer investors binary “yes” or… -
Technology
Four Legal Takeaways from the Proposed Canadian Social Media Legislation
On June 10, 2026, the federal government introduced Bill C-34, also known as the Safe Social Media Act. The proposed legislation represents a sweeping effort to regulate social media platforms… -
Technology
Dreaming of a Good Sleep? Technology Might Help
The “sleep economy” is growing rapidly with more than just sleep masks, weighted blankets and melatonin products on the market selling a good night’s rest. Sleep technology has evolved from tracking… -
Privacy and Data Protection
Canadian Privacy Regulators Publish Findings and Guidance on OpenAI Privacy Compliance
Following a multi-year joint investigation, federal and provincial privacy regulators recently published their findings with respect to OpenAI’s collection and use of personal information to train…