GreenSky Ventures
Overview
GreenSky Ventures is a venture capital firm that invests in early-stage Canadian B2B start-ups led by entrepreneurs. The firm focuses on investing in Canadian business-to-business deep technology and enterprise software startups at the seed and Series A stages.
Investments
| Company | Date | Stage | Lead |
|---|---|---|---|
| Stratly | Jun 2023 | Series A | Co-investor |
| Derapi | Feb 2026 | Seed | Co-investor |
| Trolley | Nov 2024 | Series B | Co-investor |
| Trolto | - | SAFE | Co-investor |
| PhenoTips | Oct 2025 | Seed | Lead |
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Key People
Derrick Milne
Investor I Investment Committee Member
Sector & Stage Mix
Industry, funding stage, and valuation band breakdowns.
FAQ
Where is GreenSky Ventures based?
GreenSky Ventures is headquartered in Toronto, Ontario, Canada.
When was GreenSky Ventures founded?
GreenSky Ventures was founded in 2010.
How many portfolio companies does GreenSky Ventures have?
GreenSky Ventures has 24 portfolio companies in Caplight's dataset.
What are some companies in GreenSky Ventures's portfolio?
Portfolio companies visible on Caplight include Stratly, Derapi, Trolley, Trolto, PhenoTips.
What was GreenSky Ventures's most recent investment shown here?
GreenSky Ventures's most recent investment in this portfolio sample was in Derapi in 2026.
What sectors does GreenSky Ventures focus on?
GreenSky Ventures focuses on Healthcare & Life Sciences, Cybersecurity, FinTech, Enterprise Software, Media, Entertainment & Gaming, Enterprise Software, Frontier & Industrial Tech, Healthcare & Life Sciences, Frontier & Industrial Tech, Energy & Sustainability, Real Estate & PropTech, Healthcare & Life Sciences, AI, Data & Cloud Infrastructure, Frontier & Industrial Tech, Frontier & Industrial Tech, Frontier & Industrial Tech, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software, AI, Data & Cloud Infrastructure, Energy & Sustainability, Frontier & Industrial Tech, AI, Data & Cloud Infrastructure, Healthcare & Life Sciences, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software, Mobility, Transportation & Logistics, Enterprise Software, Mobility, Transportation & Logistics, Enterprise Software, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software, Frontier & Industrial Tech, Cybersecurity, Enterprise Software, FinTech, Enterprise Software, AI, Data & Cloud Infrastructure, Energy & Sustainability, AI, Data & Cloud Infrastructure, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software.
What company stages does GreenSky Ventures focus on?
GreenSky Ventures typically invests at the Early stage.
What is GreenSky Ventures's AUM?
GreenSky Ventures's assets under management are estimated between $0.0 and $50.0M.