# Top 20 Legal Angel Investors in Canada in June 2026 ## Sergio A. Escobar - Type: Angel - Location: Montréal, Quebec, Canada - Relevant deals: 2 - Stages: Seed, Series A - Focus: Software, SaaS, Hardware Sergio has a diversified investment portfolio of companies across the United States and Canada ranging from B2B Cloud & SaaS startups (leveraging Artificial Intelligence, Big Data, Analytics and Security) to B2C Consumer startups (leveraging Mobile Apps, IoT/Wearables and eCommerce). Sergio has +15 years of experience as a multiple timestech entrepreneur with startups in Aerospace, eCommerce, Manufacturing, AgTech and Financial Technologies. Over the last 8 years, he has been deeply involved in the international entrepreneurial scene (incubators and accelerators) through his involvement in Founder Institute, Techstars Startup Programs, McGill X-1, Startup Chile, Startup Peru, Startup Bootcamp FinTech London, MsB Tunisia, Flat6Labs Tunisia, Kuwait National Fund, World Bank 'Tech Entrepreneurship Program for Innovation in the Caribbean', Krypto Labs in the Middle East and Creative Destruction Lab in Artificial Intelligence. He has been pioneering the Canadian investment scene by launching one of Canada's very first super angel funds: BCFventures.vc ## Conrad Whelan - Type: Angel - Relevant deals: 1 - Stages: Seed, Pre-Seed, Series A - Focus: Internet, Marketplace, Information Services Conrad Whelan ## Niccolo de Masi - Type: Angel - Location: San Francisco, California, United States - Relevant deals: 1 - Stages: Seed - Focus: Apps, Legal, Gaming President and CEO at Glu Mobile. ## Matt Mastracci - Type: Angel - Location: Calgary, Alberta, Canada - Relevant deals: 1 - Stages: Seed, Angel, Convertible Note - Focus: Legal, Software, Child Care Matt lives to pursue challenging technical problems and push the envelope of computing. He served as CTO of DotSpots, and previously worked on building scalable and fast solutions for energy companies, both as desktop and web applications. Along with Ryan Perry, he worked with StumbleUpon to build a newest generation of IE Toolbar prior totheir acquisition by EBay.Matt has a BSc in Electrical and Computer Engineering from the University of Calgary ## Gary Kivenko - Type: Angel - Location: Toronto, Ontario, Canada - Relevant deals: 1 - Stages: Seed - Focus: Apps, Legal, Mobile Gary Kivenko is an experienced management professional with specialties in both operations and marketing strategy. Gary has worked in both large enterprise organizations, as well as emerging businesses. As Cyclica’s Vice President, Operations, he oversees business planning and execution, ensuring that the business is scaled and delivers tocustomers.Gary Kivenko has worked in emerging businesses as well as corporate enterprise, providing management, strategy, leadership, and solutions to problems for nearly 20 years. As Cyclica’s Vice President, Operations, he oversees operations planning and management, client in-take and engagements, project management, and lights-on activities. Prior to joining Cyclica, Gary spent considerable time undertaking independent management consulting projects mainly for start-up clients, as well as developing early stage investments in new ideas. His experience includes strategic planning and execution in IT, marketing and business development, and operations. Prior to this, Gary worked in wireless telecom as well as with consumer prepaid products in various marketing, operations, and planning roles. Gary’s well developed sense of planning, derived from years of cross-functional project success, and a just-do-it mentality, has been honed to help emerging companies find their footing and execute well. Gary is a graduate of the University of Toronto Rotman School of Management where he obtained an MBA, as well as Carleton University’s School of Computer Science where he obtained a Bachelor’s Degree in Computer Science. ## Michael Bluestein - Type: Angel - Location: Canada, Kentucky, United States - Relevant deals: 1 - Stages: Seed - Focus: Apps, Legal, Mobile Michael Bluestein is a senior corporate and securities lawyer with about 10 years of experience; his strengths include driving for results, strategic thinking and superior client service. His goal is to provide clients with practical solutions to problems while being cognizant of turn-around time and budget. He attended the University of Torontoand Schulich School of Business - York University.Michael Bluestein have a strong background in M&A (purchase and sale of businesses) and corporate finance deals including helping companies incorporate, complete angel/vc financings, complete secured financings and achieve their IPOs. Michael Bluestein have advised public issuers and helped to create two new stock exchanges from the ground up. Michael Bluestein also have extensive tech company experience from his counsel roles as well as from founding a tech start-up. Corporate Counsel seeks to provide Bay Street expertise and service without the Bay Street price. We feel that clients should pay for great advice and not fancy overhead. We take a fixed-fee approach to most matters to ensure that you have a handle on legal fees. ## Todd Bissett - Type: Angel - Location: Waterloo, Ontario, Canada - Relevant deals: 1 - Stages: Angel, Pre-Seed - Focus: Legal, Legal Tech, Information Services Todd Bissett is a corporate and commercial lawyer and partner in the Waterloo office of Miller Thomson. Todd practices primarily in the areas of private equity and venture capital, equity and debt financing, mergers and acquisitions and general corporate and business law. Todd co-heads Miller Thomson's Emerging Growth & Venture Capitalpractice group.Licensed in California as well as Ontario, Todd has previously practiced in Silicon Valley, California and for several years in Greater China, and frequently advises on complex, cross-border transactions and business arrangements. He represents both issuers and investors in investments, and sellers and buyers in M&A transactions, having worked extensively with major institutional and strategic investors, venture capital and hedge funds, and with companies and issuers from early stage start-ups to multinational public and private organizations. Todd has broad industry experience including software, telecommunications and value-added services, manufacturing, gaming, financial services, education, biotech and medical products and services. ## David Naiman - Type: Angel - Location: Toronto, Ontario, Canada - Relevant deals: 1 - Stages: Seed, Private Equity - Focus: Apps, Legal, Mobile Founder at Wherewithal Partners Inc. ## Andrew Chau - Type: Angel - Relevant deals: 1 - Stages: Seed, Angel, Pre-Seed - Focus: Apps, Software, Art Andrew Chau is the co-founder of Neo Financial He used to be the co-founder of SkipTheDishes. He handles business development and strategy for this company. ## Jack Newton - Type: Angel - Location: Vancouver, Alberta, Canada - Relevant deals: 1 - Stages: Series A, Seed, Pre-Seed - Focus: Legal, Software, Legal Tech An experienced business leader, software developer and entrepreneur, Jack provides the strategic vision that has made Clio a leader in legal cloud computing. ## Lorne Abony - Type: Angel - Location: Austin, Texas, United States - Relevant deals: 1 - Stages: Seed, Series A - Focus: Software, Apps, Legal Lorne Abony is the Chairman of the Board at EMMAC Life Sciences. he was a former CEO and Chairman at Vested Finance. ## Ignacio Plaza - Type: Angel - Relevant deals: 1 - Stages: Seed, Pre-Seed - Focus: FinTech, Blockchain, Legal Ignacio Plaza is a partner at Draper Cygnus. ## Josh Kivenko - Type: Angel - Location: Austin, Texas, United States - Relevant deals: 1 - Stages: Seed - Focus: Apps, Legal, Mobile Josh Kivenko - Interim Principal @ Sweet Farm Capital ## J. Taylor Crandall - Type: Angel - Relevant deals: 1 - Stages: Seed - Focus: Legal, FinTech, Finance J. Taylor Crandall is a Managing Partner of Oak Hill Capital Partners and has been part of the firm since 1986. Mr. Crandall has senior responsibility for originating, structuring and managing investments for the firm's Media and Telecom and Technology industry groups. Prior to joining Oak Hill, Mr. Crandall was a Vice President withthe First National Bank of Boston, where he managed a leveraged buyout group and the bank's Dallas energy office. Mr. Crandall earned a B.A. degree, magna cum laude, from Bowdoin College, where he has served on the Board of Overseers. ## Brian Cartmell - Type: Angel - Relevant deals: 1 - Stages: Seed, Pre-Seed - Focus: Art, B2B, Legal Brian Cartmell has over 20 years of experience in information technology systems, working as a programmer to CEO of eNIC, the second largest domain registry company in the United States before it was acquired by Verisign in 2001. Cartmell was invited to testify before the United States senate in regards to Internet Governance by ICANN, is theinventor of five issued U.S. patents, led the successful battle against Hormel for the right to include the word "Spam" in trademarks that relate to email services, and is a major shareholder and board member of companies ranging from identity authentication services to all-natural zero calorie sodas. ## James Lochrie - Type: Angel - Location: Calgary, Alberta, Canada - Relevant deals: 1 - Stages: Seed, Angel, Pre-Seed - Focus: Software, SaaS, Analytics James Lochrie is an entrepreneur, angel investor, venture capitalist and volunteer. He is the Co-founder of the global fintech company Wave. He is a Partner at Thin Air Labs, overseeing Thin Air Fund 1 and the Capital team. He has worked with thousands of entrepreneurs to help them scale their companies and #BuildWhatsNext. ## Vinny Lingham - Type: Angel - Location: San Francisco Bay Area, California, United States - Relevant deals: 1 - Stages: Seed, Angel - Focus: Blockchain, Internet, Software Vinny Lingham is the Co-Founder and CEO of Rumi.ai(Waitroom). He previously worked at YPO as a Member. Vinny Lingham attended Harvard Business School Executive Education. ## Daniel Klass - Type: Angel - Location: Toronto, Ontario, Canada - Relevant deals: 1 - Stages: Series B, Pre-Seed - Focus: Software, SaaS, Legal Daniel Klass is an experienced private equity investor with a BSC in Mathematics, MBA in Finance / Accounting, and a CPA. Daniel practiced accounting for a few years and then spent 10 years at TD Capital and EdgeStone Capital Partners (two of Canada’s largest merchant banks) before raising his own fund. As a result of his true passionfor the lower end of the mid market, Daniel created Klass Capital. He thrives on working closely with his portfolio partners and helping them to build successful, sustainable and scalable businesses. Klass Capital Fund I, LP, founded by Daniel in 2010, is driven by integrity, imagination, partnership and entrepreneurial spirit. ## Hanif Joshaghani - Type: Angel - Location: Calgary, Alberta, Canada - Relevant deals: 1 - Stages: Pre-Seed, Angel, Series A - Focus: FinTech, Software, Financial Services Hanif is a serial entrepreneur who has raised $150M USD across the 4 companies he has founded and invested in over a dozen startups. ## Neil Grunberg - Type: Angel - Location: Toronto, Ontario, Canada - Relevant deals: 1 - Stages: Seed, Pre-Seed - Focus: Software, SaaS, E-Commerce Neil Grunberg serves as Co-Founder and Vice President of Strategy and Corporate Development at AlayaCare Inc. Mr. Grunberg has spent more than 17 years focused on workforce management, mobility, and operational software. His breadth of expertise ranges from consulting and project management to pre-sales and then eventually onto managing sales andmarketing for a successful startup before joining the Vortex Connect team and then onto AlayaCare.