The people
What they build
Open roles via the TechTO Job Board
Working at Pine
Browse open roles across the community on the TechTO Job Board — Canada’s most connected tech network. Pine’s roles show up here whenever they post.
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On the TechTO stage
Every talk is searchable — ask the archive about Pine ↗
About
Pine set out to do for home buying what Wealthsimple did for investing — an online mortgage process with the paperwork stripped out. It started as a digital broker and later became a lender in its own right. In 2023 it acquired technology from Toronto proptech Properly, which became the refreshed Pine Homes. By mid-2025 it had passed $1 billion in mortgages under administration, which co-founder Justin Herlick called the number the business needed to be self-sustaining. Herlick told the founding story on the TechTO Founder Journey stage in August 2023.
Backers
Investor list not individually verified; Wealthsimple is a named partner
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Quick answers
What does Pine do?
It is a Canadian digital mortgage company — both broker and lender — that also offers real-estate search and advice through Pine Homes.
Who founded Pine?
Justin Herlick and Jonathan Shih, in Toronto in 2021. Herlick is CEO and worked at US mortgage-technology firm Blend before starting it.
How big is Pine?
It passed $1 billion in mortgages under administration, reported by BetaKit in June 2025.