GreenSky Ventures

GreenSky Ventures is a Toronto-based venture capital firm that has been investing in early-stage Canadian technology companies since 2015. The firm focuses on B2B startups led by exceptional entrepreneurs, with a particular emphasis on deep tech and enterprise software sectors. GreenSky Ventures has raised six funds to date, with the most recent, Fund VI, closing at CDN$23.5 million in August 2025. This fund aims to support 12 to 15 early-stage Canadian B2B startups, primarily targeting Seed and Series A investment rounds.

The firm's investment strategy involves leading initial investments of between $1 to $2 million, concentrating on companies with in-market products and early customer traction. GreenSky Ventures has developed a strong track record in deep tech, backing IP-rich, technically complex, and science-based ventures. Their portfolio includes companies across various B2B models, including SaaS, hardware-enabled platforms, and applied AI. Notable investments include Mission Control, a Canadian startup developing software for space-based robotics, and Captain AI, a SaaS company specializing in delivery logistics software for restaurants.

GreenSky Ventures' approach is underpinned by a robust proprietary network for sourcing deal flow, a deep due diligence process, and a disciplined approach to deal structuring. The firm has invested in over 56 companies, with a focus on high-conviction companies that the team supports through inflection points in their businesses. Their portfolio spans various sectors, including technology, healthcare, and clean tech, reflecting their commitment to backing ventures that make a measurable and significant impact in existing B2B value chains.