The people
Open roles via the TechTO Job Board
Working at League
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On the TechTO stage
Every talk is searchable — ask the archive about League ↗
About
Mike Serbinis founded League in 2014, after Kobo and DocSpace. Its argument is that benefits are the one product where the buyer is an employer, the payer is an insurer and the user is an employee who chose none of it — so the experience has stayed a paper-era one. He laid that out on the TechTO stage in January 2017, when the company was still early.
Backers
Company reports $285M raised to date; individual investors not verified for this page.
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Quick answers
What does League do?
It gives employees a digital health account instead of a fixed benefits plan, so they spend on the health services they actually want, and gives employers the platform underneath it.
Who founded League?
Mike Serbinis, in 2014. He had previously founded Kobo, which Rakuten acquired, and DocSpace before that.
How big is League?
Its own about page reports 63 million-plus members supported and $285 million raised, read on 2026-07-30.
