The people
Open roles via the TechTO Job Board
Working at Pioneer Fund
Browse open roles across the community on the TechTO Job Board — Canada’s most connected tech network. Pioneer Fund’s roles show up here whenever they post.
Open roles on the TechTO Job Board ↗Or their own careers page: pioneerfund.vc/careers ↗Jobs live on jobs.techto.org — the only structured source. We link to it rather than scraping career sites, so the board is always the source of truth.
On the TechTO stage
Every talk is searchable — ask the archive about Pioneer Fund ↗
About
Pioneer Fund is a venture fund that invests only within the Y Combinator ecosystem, combining the capital and the operating experience of over 225 YC alumni into a single vehicle. Founder and managing general partner Jason Gray went through Y Combinator in 2015 as co-founder of SunFarmer, a solar energy company; before that he held roles in finance, energy and agriculture, including general manager and vice-president of SunEdison, where he established the company's Canadian division and grew it to $250 million in annual revenue while managing over $500 million in debt and equity. Axios reported the fund raising $20 million to back YC startups in March 2018. The fund is not formally affiliated with Y Combinator itself. Gray appeared on a TechTO panel during Toronto Tech Week in June 2026, moderated by N49P's Alex Norman, on what US investors look for in Canadian founders.
Backers
The fund's limited partners are Y Combinator alumni — more than 225 of them, per the fund's own description.
More from TechTO ×4
Quick answers
What is Pioneer Fund?
A venture fund that invests exclusively in Y Combinator companies, backed by capital and expertise from more than 225 YC alumni. It is not formally affiliated with Y Combinator.
Who founded Pioneer Fund?
Jason Gray, who went through Y Combinator in 2015 as co-founder of the solar company SunFarmer. He is founder and managing general partner.
Why is Pioneer Fund in a Canadian directory?
Gray brought a US investor's view of Canadian founders to a TechTO panel during Toronto Tech Week in June 2026, on what separates the Canadian founders US funds back from the ones they pass on.
