# Top 40 Retail Angel Investors in Canada in May 2026

| Investor | Relevant Deals | Geography | Stage | Focus |
| --- | --- | --- | --- | --- |
| Tom Williams | 3 | United States, Canada, India | Seed, Series A, Series B | Software, Health Care, Financial Services |
| Diplo (Thomas Pentz) | 3 | United States, Canada | Series A, Seed, Angel | Apps, Media and Entertainment, Financial Services |
| Harley Finkelstein | 2 | Canada, United States | Seed, Series A, Pre-Seed | Artificial Intelligence, Machine Learning, Apps |
| Roham Gharegozlou | 2 | United States, Canada, Poland | Seed, Series A, Pre-Seed | Blockchain, Software, Cryptocurrency |
| Russell Cook | 2 | United States, Canada | Seed, Series C, Series D | Food Delivery, Logistics, Delivery |
| Manny Bahia | 1 | Canada | Seed | Retail, Fashion, Marketplace |
| Caroline Somers | 1 | Canada | Seed, Angel | Retail, Fashion, Shopping |
| Markus Frind | 1 | Canada, United States | Seed, Series A, Series B | Retail, FinTech, Financial Services |
| Lev Ekster | 1 | United States, Canada, Colombia | Seed, Series A, Series D | E-Commerce, Consumer Goods, Lifestyle |
| Jamie True | 1 | United Kingdom, Canada | Seed, Angel | E-Commerce, Video, Retail |
| Simon Whitfield | 1 | Canada | Seed | Retail, Cycling, Consumer |
| Brenda Irwin | 1 | Canada | Seed, Series A | Communities, SaaS, Music |
| Reetu Gupta | 1 | Canada | Seed | Retail, Fashion, Marketplace |
| Anna Sinclair | 1 | Canada | Angel | Retail, Fashion, Shopping |
| James Appleyard | 1 | Canada | Seed | Software, Machine Learning, B2B |
| Ryan Holmes | 1 | Canada, United States, Hong Kong | Seed, Angel, Pre-Seed | Software, SaaS, Enterprise Software |
| Ben Narasin | 1 | United States, Canada, Mexico | Seed, Series A, Pre-Seed | Financial Services, Software, Mobile |
| Jonathan Ehrlich | 1 | United States, Canada | Seed, Pre-Seed, Series A | E-Commerce, Software, SaaS |
| Mike McCauley | 1 | Canada, United States, United Kingdom | Seed, Series A | Software, Consumer Goods, Apps |
| Jordan Banks | 1 | Canada, United States | Seed, Series A, Corporate Round | Software, Machine Learning, Information Technology |
| Jon Claydon | 1 | United Kingdom, Canada | Seed, Angel, Pre-Seed | Software, SaaS, App Marketing |
| Greg Kidd | 1 | United States, United Kingdom, Spain | Seed, Series A | FinTech, Mobile, Payments |
| Don Tapscott | 1 | Canada, Hong Kong | Seed, Series A | Retail, Shopping, E-Commerce |
| Kevin Liles | 1 | Canada, United States | Series A, Seed | Music, Retail, Fashion |
| Arlene Dickinson | 1 | Canada, United States | Angel, Pre-Seed | Food and Beverage, Health Care, Wellness |
| Aubrey Graham (Drake) | 1 | United States, Canada | Seed, Series A, Angel | eSports, Shopping, Gaming |
| Farhan Thawar | 1 | Canada, United States, Israel | Seed, Pre-Seed, Series A | Software, Information Technology, SaaS |
| Arjun Sethi | 1 | United States, India, Canada | Seed, Series A, Series B | Software, Financial Services, FinTech |
| Basem Hanna | 1 | Canada | Seed | Retail, Fashion, Marketplace |
| Danny Zhang | 1 | Canada, United States | Seed, Pre-Seed, Series A | Retail, Software, E-Commerce |
| Kevin Lin | 1 | United States, India, United Kingdom | Seed, Series A, Pre-Seed | Gaming, Information Technology, Video Games |
| Andreas Penna | 1 | United States, Brazil, Canada | Seed, Series A, Pre-Seed | Mobile Apps, Machine Learning, Artificial Intelligence |
| Chris Rickett | 1 | Canada | Seed | Retail |
| Craig Hunter | 1 | Canada | Seed, Series A | Retail, Lifestyle, Home Decor |
| Jason Green | 1 | United States, Canada | Series B, Series C, Series A | Software, Enterprise Software, SaaS |
| Kevin Pan | 1 | Canada | Series A | Retail, E-Commerce, Consumer Goods |
| Dejana Dua | 1 | Canada | Angel | Retail, Fashion, Shopping |
| Matt Mullenweg | 1 | United States, United Kingdom, India | Seed, Series A, Series B | Software, Mobile, Apps |
| Suraj Gupta | 1 | Canada | Seed | Retail, Fashion, Marketplace |
| Mona Patel | 1 | Canada | Seed | Retail, Fashion, Marketplace |

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