
GreenSky Ventures
6 Adelaide St E Ste 500, Toronto, Ontario, M5C 1H6, Canada
Overview
GreenSky Ventures is a Toronto-based firm that makes investments in early-stage Canadian technology companies. GreenSky Ventures seeks early-stage B2B technology companies in Canada, emphasizing protectable IP and experienced management. It makes investments in early-stage technology companies through its affiliated venture capital funds, GreenSky Accelerator Fund I, II and III. Their principals bring a unique combination of experience in technology, law, and finance to high-growth potential companies and dedicated entrepreneurs. GreenSky Capital was founded in Toronto, Ontario in 2010 by Geoff Simonett and Michael T. R. List.
- Total investments
- 17
- Lead investments
- 13
- Investments · 12mo
- 4
- Active investors
- 7
Sector focus
- CleanTech
- Finance
- Financial Services
- FinTech
- Venture Capital
Investment portfolio
- GridBank
Led · Seed · Apr 2026
GridBank builds infrastructure to turn everyday video on personal devices into a monetizable, provenance-verified data asset for enterprises. The company aims to unlock billions of previously fragmented videos by enabling licensing, verification of provenance, and real-time matching to specific enterprise demand. Founder Laura Lalonde grew the company to scale as a bootstrapped solo founder prior to the Seed raise. GridBank targets customers in AI, robotics, simulation, and other areas that require dense, diverse real-world observations for world models. The startup recently raised an oversubscribed $6 million Seed round to accelerate its efforts and expand supply-side incentives for contributors. Public reporting did not disclose revenue, user counts, or valuation.
- Derapi
Participated · Seed · Feb 2026
Derapi builds the connective software infrastructure that allows distributed energy resources (DERs) to plug into grid programs through a single, standardized API. Its platform offers secure data access, device control, and authorization, turning fragmented devices into coordinated grid-scale assets for utilities, virtual power plant operators, and energy software providers. The company is led by veterans from EnergyHub, Enphase, AutoGrid, and Proterra who aim to eliminate integration complexity in the rapidly expanding DER ecosystem. Customer feedback, including from Uplight, indicates that Derapi dramatically shortens the time required to onboard new battery partners. With electricity demand rising and grid reliability under pressure, Derapi positions itself as the trusted interoperability layer that unlocks flexibility and resilience. The newly secured funding will expand the team and support connectivity for millions of smart energy devices across the United States. Although the company has not disclosed revenue or user numbers, its focus is on scaling adoption of its universal integration layer among energy innovators.
- Brickeye
Led · Series B · Jan 2026
Brickeye develops a construction IoT and risk-mitigation platform that delivers real-time monitoring, automated risk controls, and actionable insights to contractors, developers, owners, and insurers. The software integrates connected sensors with analytics to detect issues early and reduce costly project delays or damages. Its services are already deployed in more than 20 countries, demonstrating meaningful global traction. The company plans to deepen its IoT-enabled software capabilities and layer in additional AI-driven services. Proceeds from the latest funding will also be used to hire additional engineering and field operations staff. Brickeye intends to expand sales across North America and into international regions such as the Middle East, South America, and Europe. While revenue figures were not disclosed, the company’s customer base and geographic footprint highlight growing market adoption.
- Assetflo
Led · Seed · Dec 2025
Assetflo, founded in 2019 in Kitchener-Waterloo, offers an IoT asset-tracking platform that turns every physical object into a searchable endpoint. Its patented mesh-network and adaptive RTLS technology repurpose existing infrastructure—such as Wi-Fi routers and Geotab telematics hubs—augmented by Assetflo sensors to deliver real-time indoor and outdoor location data on a 3D map. Machine-learning algorithms dynamically choose between RTLS, GPS, Bluetooth and other signals to minimize hardware costs while maintaining coverage. The solution is already deployed with multiple undisclosed Fortune 500 companies across logistics and manufacturing sectors. Near-term, Assetflo is perfecting its “digital floor” while working toward full digital twins that help clients address cost, productivity, compliance and security needs. The company has raised about $3 million USD in venture funding and secured an additional $1 million USD in grants to date.
- Rivr
Led · Seed · Jul 2025
Founded in 2020 and based in Montreal, Rivr (formerly Botni.Vision) develops deep-tech software that lets creators, streamers, and brands search inside video to surface key emotional moments and audience reactions in real time. The platform combines AI-driven analysis of audience engagement with real-time streaming to make instantly searchable video archives. Current customers include high-profile gaming and hardware companies such as Amazon Games, Bungie, Epic Games, and Logitech, validating early product-market fit. Rivr positions itself as a tool to boost content performance and shorten editing cycles for marketing and broadcasting teams. With fresh seed capital, the company plans to expand headcount, further refine its AI models, and commercialize the platform more broadly. No revenue or user metrics were disclosed, but the roster of enterprise clients suggests early traction. The company ultimately aims to become the default search layer for live and recorded video across entertainment and brand marketing use cases.